O'Hare Intl. flight + hotel packages - economy flights. $80 Search for cheap flights deals from IAD to ORD (Washington Dulles Intl. to O'Hare Intl.). We offer cheap direct, non-stop flights including one way and roundtrip tickets. Book flights to Europe with United. Book tickets to Europe with United and experience everything the historically rich continent has to offer. The diversity found throughout the European countries serves as a cornerstone to Western culture and caters to the desires of every type of traveler. Your flights to Europe will take you on a journey to ... The calculation of flight time is based on the straight line distance from Washington, DC to Chicago, IL ("as the crow flies"), which is about 595 miles or 957 kilometers. Your trip begins in Washington, District of Columbia. It ends in Chicago, Illinois. Your flight direction from Washington, DC to Chicago, IL is Northwest (-66 degrees from ... O'Hare Intl. flight + hotel packages - economy flights. $80 Search for cheap flights deals from IAD to ORD (Washington Dulles Intl. to O'Hare Intl.). We offer cheap direct, non-stop flights including one way and roundtrip tickets. Washington DC Reagan DCA – Left Side. Aside from being one of the world’s most convenient airports, DCA offers travelers on the left hand side of the plane a true thrill, with an approach along the Washington Monument and along the river. If you are extra nerdy, the right side often views the Pentagon, and sometimes even Langley. There are 3 airlines that fly nonstop from Chicago O'Hare Intl Airport to Washington, D.C.. They are: American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with United Airlines at $147 for a one-way flight. On average, the best prices for this route can be found at American Airlines. There are 3 airlines that fly nonstop from Chicago O'Hare Intl Airport to Washington, D.C.. They are: American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with United Airlines at $147 for a one-way flight. On average, the best prices for this route can be found at American Airlines.fly for about 1.5 hours in the air. 2:41 pm (local time): Ronald Reagan Washington National (DCA) Washington, DC is 1 hour ahead of Chicago. so the time in Chicago is actually 1:41 pm. taxi on the runway for an average of 6 minutes to the gate. 2:47 pm (local time): arrive at the gate at DCA. deboard the plane, and claim any baggage. Cheap Flights from Washington to Chicago (IAD-ORD) Prices were available within the past 7 days and start at $78 for one-way flights and $157 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. Washington DC Reagan DCA – Left Side. Aside from being one of the world’s most convenient airports, DCA offers travelers on the left hand side of the plane a true thrill, with an approach along the Washington Monument and along the river. If you are extra nerdy, the right side often views the Pentagon, and sometimes even Langley.The two airlines most popular with KAYAK users for flights from Chicago to Washington, D.C. are Delta and United Airlines. With an average price for the route of $276 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $308 and an overall rating of 7.4.Flight distance = 437 miles one-way. Driving distance = 520 miles one-way. flying is faster. Getting to YYZ airport = 38 minutes. Toronto Pearson International Airport. Check-in/wait at the airport = 60 minutes. Flight time = 1 hour, 22 minutes. Chicago O'Hare International Airport. Leaving ORD airport = 48 minutes.Cheap Flights from Washington to Chicago (DCA-ORD) Prices were available within the past 7 days and start at $80 for one-way flights and $159 for round trip, for the period …Flight to East Chicago, IN; Flying time from Washington, DC to Detroit, MI. The total flight duration from Washington, DC to Detroit, MI is 1 hour, 7 minutes. This is the average in-air flight time (wheels up to wheels down on the runway) based on actual flights taken over the past year, including routes like DCA to DTW. It covers the entire ...Flights to Champaign, Illinois. $48. Flights to Chicago, Illinois. $289. Flights to Decatur, Illinois, Illinois. Find flights to Illinois from $36. Fly from Washington, D.C. on Frontier, Spirit Airlines and more. Search for Illinois flights on KAYAK now to find the best deal.Challenger 604. Seats. 10. Price. $18,200. Private flights to and from Chicago, IL with evoJets. Global private travel provider since 2006, A+ rating on BBB. Call (877) 970-5387 today! fly for about 1.5 hours in the air. 8:32 pm (local time): Chicago O'Hare International (ORD) Chicago is 1 hour behind Washington, DC. so the time in Washington, DC is actually 9:32 pm. taxi on the runway for an average of 12 minutes to the gate. 8:44 pm (local time): arrive at the gate at ORD. deboard the plane, and claim any baggage. All dates and times are local for the airport listed. Gates and times are subject to change. For the most current information, check the airport monitors. Search for a topic... Find the flight status for a specific Delta Air Lines flight and receive real-time notifications via …O'Hare Intl. flight + hotel packages - economy flights. $80 Search for cheap flights deals from IAD to ORD (Washington Dulles Intl. to O'Hare Intl.). We offer cheap direct, non-stop flights including one way and roundtrip tickets.Southwest does not fly from Chicago (ORD) to Washington (DCA). Keep in mind that Southwest may fly to other nearby airports, as they will often fly into smaller airpors instead of larger ones. This is because the costs are often lower to fly into smaller airports, and they pass the savings on to you.Take a cheap flight to Chicago and enjoy a fun weekend in a town with great nightlife. The Buddha Lounge offers is a great place to dance or just kick back and listen to DJs mixing world, electric, soul, funk, hip-hop, and more. A flight to Chicago is a great way to take a break from a busy schedule at any time during the year. Where does United fly? Use our interactive route map, select your trip type, and our budget filters on United Explore to find the perfect flight. Book cheap flights to Madrid (MAD) with United Airlines. Enjoy all the in-flight perks on your Madrid flight, including speed Wi-Fi.Midway sits on the southwest side of Chicago, eight miles from the Loop (downtown Chicago’s central business district). O’Hare is located on the far northwest side of the city, about 17 miles from the Loop. It’s easy to get into the city from both airports with service from Chicago Transit Authority’s L Trains. There are 2 airlines that fly nonstop from Chicago O'Hare Intl Airport to Washington, D.C. Reagan-National Airport. They are American Airlines and United Airlines. The cheapest airline for this route is United Airlines, with the best one-way deal found costing $155. On average, the best prices for this route can be found at American Airlines. Subway to Washington Dulles, fly to Chicago O'Hare • 4h 44m. Take the subway from Farragut West, Blue/Orange/Silver Line Track 2 Platform to Washington Dulles International Airport, Silver Line Center Platform. Fly from Washington Dulles (IAD) to Chicago O'Hare (ORD) IAD - ORD. $124 - $561. There are 2 airlines that fly nonstop from Chicago Midway Airport to Washington, D.C.. They are Frontier and Southwest. The cheapest airline for this route is Frontier, with the best one-way deal found costing $67. On average, the best prices for this route can be found at Frontier. There are 2 airlines that fly nonstop from Chicago O'Hare Intl Airport to Washington, D.C. Reagan-National Airport. They are American Airlines and United Airlines. The cheapest airline for this route is United Airlines, with the best one-way deal found costing $155. On average, the best prices for this route can be found at American Airlines. CHICAGO (AP) — The Chicago Bears unveiled a nearly $5 billion proposal Wednesday for an enclosed stadium next door to their current home at Soldier Field as …Find your vacation package to Chicago with United Packages. Book cheap flights to Chicago (ORD) with United Airlines. Enjoy all the in-flight perks on your Chicago flight, including speed Wi-Fi.Airfares from $29 One Way, $58 Round Trip from Chicago to Washington. Prices starting at $58 for return flights and $29 for one-way flights to Washington were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply. Wed, May 1 - Wed, May 8. MDW. Chicago. BWI.fly for about 1.5 hours in the air. 8:32 pm (local time): Chicago O'Hare International (ORD) Chicago is 1 hour behind Washington, DC. so the time in Washington, DC is actually 9:32 pm. taxi on the runway for an average of 12 minutes to the gate. 8:44 pm (local time): arrive at the gate at ORD. deboard the plane, and claim any baggage.Flight to East Chicago, IN; Flying time from Washington, DC to Detroit, MI. The total flight duration from Washington, DC to Detroit, MI is 1 hour, 7 minutes. This is the average in-air flight time (wheels up to wheels down on the runway) based on actual flights taken over the past year, including routes like DCA to DTW. It covers the entire ...The two airlines most popular with KAYAK users for flights from Washington, D.C. to Duluth are Delta and United Airlines. With an average price for the route of $446 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $506 and an overall rating of 7.4.Book flights from Chicago (Midway) to Washington, D.C. (Dulles) with Southwest Airlines ®. It’s easy to find the Chicago Midway International Airport to Washington Dulles International Airport flight to make your booking and travel a breeze. Whether you’re traveling for business or pleasure, solo or with the whole family, you’ll enjoy ...The cheapest return flight ticket from Washington, D.C. to South Bend found by KAYAK users in the last 72 hours was for $287 on United Airlines, followed by American Airlines ($289). One-way flight deals have also been found from as low as $97 on American Airlines and from $98 on Delta.The best round-trip flight deal from Washington, D.C. to Chicago found on momondo in the last 72 hours is $47. The fastest flight from Washington, D.C. to Chicago takes 1h 37m. …Find airfare and ticket deals for cheap flights from Washington, D.C. Dulles Intl Airport (IAD) to Chicago, IL. Search flight deals from various travel partners with one click at $78.Find flights to Chicago from $31. Fly from the United States on Spirit Airlines, Frontier and more. Fly from New York from $31, from Los Angeles from $38, from Newark from $47 or from Boston from $73. Search for Chicago flights on KAYAK now to find the best deal.Round-trip One-way. Wed 4/24. Wed 5/1. 1 adult, Economy. Find deals. We work with more than 300 partners to bring you better travel deals. The best prices from …Wi-Fi Change flight United Club Traveling with pets MileagePlus Baggage Refund Help Center. Find the latest travel deals on flights, hotels and rental cars. Book airline tickets and MileagePlus award tickets to worldwide destinations.Prices were available within the past 7 days and start at $69 for one-way flights and $137 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Washington to Chicago with no change fee on selected flights. Earn your airline miles on top of our rewards! There are 51 weekly flights from Chicago (O'Hare) to Washington, D.C. (Reagan National) on Southwest Airlines. What day has the lowest fares from Chicago (O'Hare) to Washington, D.C. (Reagan National)? The calculation of flight time is based on the straight line distance from Chicago, IL to Washington, DC ("as the crow flies"), which is about 595 miles or 957 kilometers. Your trip begins in Chicago, Illinois. It ends in Washington, District of Columbia. Your flight direction from Chicago, IL to Washington, DC is East (107 degrees from North). Cheap Flights from Washington to Chicago (IAD-ORD) Prices were available within the past 7 days and start at $78 for one-way flights and $157 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. Prices were available within the past 7 days and start at $69 for one-way flights and $137 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Washington to Chicago with no change fee on selected flights. Earn your airline miles on top of our rewards! The two airlines most popular with KAYAK users for flights from Las Vegas to Chicago are Delta and United Airlines. With an average price for the route of $376 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $337 and an overall rating of 7.4. Find flights to Romania from $396. Fly from Chicago on United Airlines, Turkish Airlines, Delta and more. Search for Romania flights on KAYAK now to find the best deal. Distance To Fly; airports near Chicago, IL; airlines flying to Chicago, IL; Direct Flight; Time Zone Change; Driving time from Washington, DC to Chicago, IL. How long is the drive from Washington, DC to Chicago, IL? The total driving time is 10 hours, 47 minutes. Your trip begins in Washington, District of Columbia. It ends in Chicago, Illinois.Roundtrip. Tue, Aug 6 - Tue, Aug 13.Francis Tapon. After a few days in DC, it was time to take Amtrak to Chicago. Although the 18-hour journey seems daunting, I was looking forward to it because the trip would be in a Superliner ... There are 3 airlines that fly nonstop from Chicago to Washington, D.C. Reagan-National Airport. They are: American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with United Airlines at $155 for a one-way flight. On average, the best prices for this route can be found at American Airlines. The two airlines most popular with KAYAK users for flights from Chicago to Washington, D.C. are Delta and United Airlines. With an average price for the route of $276 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $308 and an overall rating of 7.4.Flights from Washington, DC to Chicago, IL cover the 593 miles (956 km) long route taking on average 2 h 13 min with our travel partners like American Airlines, …I took an 18-hour train ride from DC to Chicago for $87. Here are 4 things that surprised me about the trip. I rode the Capitol Limited train from DC to Chicago, and the trip took 18 hours in ...Flights to Champaign, Illinois. $48. Flights to Chicago, Illinois. $289. Flights to Decatur, Illinois, Illinois. Find flights to Illinois from $36. Fly from Washington, D.C. on Frontier, Spirit Airlines and more. Search for Illinois flights on KAYAK now to find the best deal.Southwest does not fly from Chicago (ORD) to Washington (DCA). Keep in mind that Southwest may fly to other nearby airports, as they will often fly into smaller airpors instead of larger ones. This is because the costs are often lower to fly into smaller airports, and they pass the savings on to you.Economy. 08/14/24 - 08/19/24. from. $ 442*. Viewed: 15 hours ago. Top ↑. United offers the best deals on flights to Kalispell (FCA) to visit Glacier National Park. Book your next adventure today and save!Featured daily fares for flights from Washington, D.C. (IAD) to Chicago (ORD) …Southwest does not fly from Chicago (ORD) to Washington (DCA). Keep in mind that Southwest may fly to other nearby airports, as they will often fly into smaller airpors instead of larger ones. This is because the costs are often lower to fly into smaller airports, and they pass the savings on to you.Prices were available within the past 7 days and start at $69 for one-way flights and $137 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Washington to Chicago with no change fee on selected flights. Earn your airline miles on top of our rewards!Distance To Fly; airports near Chicago, IL; airlines flying to Chicago, IL; Direct Flight; Time Zone Change; Driving time from Washington, DC to Chicago, IL. How long is the drive from Washington, DC to Chicago, IL? The total driving time is 10 hours, 47 minutes. Your trip begins in Washington, District of Columbia. It ends in Chicago, Illinois.The two airlines most popular with KAYAK users for flights from Las Vegas to Chicago are Delta and United Airlines. With an average price for the route of $376 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $337 and an overall rating of 7.4.The department also announced a second rule targeting hidden fees. It will require airlines to list extra costs up front for things like carry-on bags or flight changes.Flights from Washington, D.C. to Chicago. Use Google Flights to plan your next trip and find cheap one way or round trip flights from Washington, D.C. to Chicago. Find the... Cheap Flights from Washington to Chicago (IAD-ORD) Prices were available within the past 7 days and start at $78 for one-way flights and $157 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals. The C54D-DC is a military version of the Douglas DC-4, which was a World War II-era airplane. The website www.airlines.net said standard passenger seating for a …Find flights to Chicago from $34. Fly from Washington, D.C. on Frontier, Spirit Airlines and more. Search for Chicago flights on KAYAK now to find the best deal.Monarch Air Group has implemented a pricing portal that allows you to receive instant price estimates for your trip. Just input your departure and arrival destinations, dates, times, and a number of passengers to view available aircraft options and price out your flight below. For further assistance, call us at +1 (954) 359 0059. Prices were available within the past 7 days and start at $80 for one-way flights and $159 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. Book one-way or return flights from Chicago to Washington with no change fee on selected flights. Earn your airline miles on top of our rewards! $60 Search for cheap flights deals from DCA to ORD (Ronald Reagan Washington National to O'Hare Intl.). We offer cheap direct, non-stop flights including one way and roundtrip tickets. ... Select United flight, departing Thu, Jul 4 from Washington to Chicago, returning Thu, Jul 4, priced at $137 found 1 day ago. Wed, Apr 24 - Wed, May 1. DCA ...Baltimore may be Charm City, but you'll see that Chicago is just as charming. When you fly in from the D.C./Baltimore Area, you'll deplane at Chicago Midway International Airport on the Southwest side of Chicago. Unlike the East Coast, where everything's exceptionally close together, the Midwest has a little more room to stretch.Aero. Launched in 2020, the semi-private, luxury airline Aero offers a slightly more elevated product than JSX, at more elevated prices. One-way flights from Dallas to Aspen start at $1,000, one-way flights from L.A. to Los Cabos start at $1,800, and one-way flights from London to Nice start at $1,600.Use Google Flights to find cheap departing flights to Chicago and to track prices for specific travel dates for your next getaway. Find the best flights fast, track prices, and …fly for about 1.5 hours in the air. 2:41 pm (local time): Ronald Reagan Washington National (DCA) Washington, DC is 1 hour ahead of Chicago. so the time in Chicago is actually 1:41 pm. taxi on the runway for an average of 6 minutes to the gate. 2:47 pm (local time): arrive at the gate at DCA. deboard the plane, and claim any baggage.The two airlines most popular with KAYAK users for flights from New York to Chicago are Southwest and Alaska Airlines. With an average price for the route of $281 and an overall rating of 8.2, Southwest is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $328 and an overall rating of 8.1. Airfares from $29 One Way, $58 Round Trip from Washington to Chicago. Prices starting at $58 for return flights and $29 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply. Wed, May 8 - Wed, May 15. BWI. Baltimore. MDW. There are 5 airlines that fly nonstop from Chicago to Houston. They are: American Airlines, Frontier, Southwest, Spirit Airlines and United Airlines. The cheapest price of all airlines flying this route was found with Frontier at $39 for a one-way flight. On average, the best prices for this route can be found at Frontier.All scheduled direct (non-stop) flights from Chicago (ORD) Chicago Ohare International (ORD) is the largest airport in USA. You can fly to 245 destinations with 49 airlines in scheduled passenger traffic. By using our smart filters you can find flights and destinations matching your requirements.Road trip planner. The total cost of driving from Washington, DC to Chicago, IL (one-way) is $91.81 at current gas prices. The round trip cost would be $183.61 to go from Washington, DC to Chicago, IL and back to Washington, DC again. Regular fuel costs are around $3.28 per gallon for your trip. This calculation assumes that your vehicle gets ...Cheap Flights from Washington to Chicago (DCA-CHI) Prices were available within the past 7 days and start at $69 for one-way flights and $137 for round trip, for the period …Check out some of our favorite ways to redeem Asiana miles for flights to Europe: Chicago (ORD) – Frankfurt (FRA) one-way in Lufthansa first class for 50,000 Asiana miles + ~$800 in taxes and fees. Miami (MIA) – Warsaw (WAW) one-way in LOT Polish business class for 40,000 Asiana miles + ~$250 in taxes and fees.About the Charter Flight Cost Calculator. Our cost calculator is the most effective and accurate tool available on the charter market, providing accurate estimates based on historical rates and standard availability. Estimates include all taxes and anticipated fees. Estimates are based on historical market rates, fuel costs and winds, which ...Find flights to Chicago from $31. Fly from the United States on Spirit Airlines, Frontier and more. Fly from New York from $31, from Los Angeles from $38, from Newark from $47 or from Boston from $73. Search for Chicago flights on KAYAK now to find the best deal.Our Miles Finder helps you find the best selection of low mileage flights. Redeem your MileagePlus awards for your next trip. Our Miles Finder helps you find the best selection of low mileage flights. ... From Chicago (ORD) To Athens (ATH) One-way | Economy: Depart: 05/15/24: from. 44,000 miles + $ 72. Viewed: 1 hour ago. From Washington, D.C ...Our data shows that the cheapest route for a one-way flight from Washington, D.C. to San Francisco cost $193 and was between Baltimore and San Francisco. On average, the best prices are found if you fly from Washington, D.C. Dulles Intl Airport to San Francisco. The average price for a return flight for this route is $328.Flights to Kalispell. Best fares Packages: bundle & save Premium cabin offers. Book cheap flights to Kalispell (FCA) with United Airlines. Enjoy all the in-flight perks on your Kalispell flight, including speed Wi-Fi.Our data shows that the cheapest route for a one-way flight from Washington, D.C. to Paris cost $431 and was between Washington, D.C. Dulles Intl Airport and Paris Charles de Gaulle Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $583.
6 days ago · Find airfare and ticket deals for cheap flights from Washington, D.C., DC to Chicago, IL. Search flight deals from various travel partners with one click at $36. . Watch wedding daze
Choose United Airlines to fly to more than 210 destinations in the U.S. and more than 120 destinations internationally — every day we operate more than 4,500 flights across five continents. ... Our main U.S. hubs are located in the major cities of Chicago, Denver, Houston, New York/Newark, Los Angeles, San Francisco and Washington, ...On average, a flight to Chicago O'Hare Intl Airport costs $411. The cheapest price found on KAYAK in the last 2 weeks cost $33 and departed from Atlanta. The most popular routes on KAYAK are New York to Chicago O'Hare Intl Airport which costs $282 on average, and Boston to Chicago O'Hare Intl Airport, which costs $395 on average.The two airlines most popular with KAYAK users for flights from Washington, D.C. to Chicago are Delta and United Airlines. With an average price for the route of $246 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $324 and an overall rating of 7.4.Fill out the Alternative Airlines search form. Choose a return, one way or multi-city search. Enter the airports you want to fly between. Enter the dates you want to fly on. Select the number of travelers and preferred cabin class. Click ' Search Flights '. How to Book Red Eye Flight Tickets. Use the 'Times' filter.Road trip planner. The total cost of driving from Washington, DC to Chicago, IL (one-way) is $91.81 at current gas prices. The round trip cost would be $183.61 to go from Washington, DC to Chicago, IL and back to Washington, DC again. Regular fuel costs are around $3.28 per gallon for your trip. This calculation assumes that your vehicle gets ...Once you've arrived, Chicago's vibrant live-music scene of jazz, blues and rock, along with its terrifically good-value culinary offerings and world-famous comedy clubs, will have you planning your next visit before your round-trip flight even leaves the tarmac. 7. Fly from Washington D.C. to Boston for as low as $142 round tripApr 12, 2024 · To. Check status. Stay up to date with our flight status tools. MileagePlus members can subscribe to notifications for flight status, check-in availability and more. United Airlines will do everything practical to ensure we provide the most accurate flight status information at all times. Flight time from IAD to ORD. Flying time between Washington Dulles International Airport, Washington, DC and Chicago O'hare International Airport, Chicago, Il. One stop & 1+ stop flight time between IAD & ORD. Washington, DC Airport to Chicago, Il …Find flights to Chicago from $31. Fly from the United States on Spirit Airlines, Frontier and more. Fly from New York from $31, from Los Angeles from $38, from Newark from $47 or from Boston from $73. Search for Chicago flights on KAYAK now to find the best deal.All flights from Chicago to London Gatwick. See airlines, aircrafts, flight time and distance, flight schedules and timetables. EN. ... Douglas DC-9. Embraer 170. Embraer 170/190. Embraer 175. Embraer 175. Embraer 190. Embraer 195. Embraer E190-E2. Embraer E195-E2. Embraer EMB.110 Bandeirnate.Cheap Flights from Washington to Chicago (DCA-ORD) Prices were available within the past 7 days and start at $80 for one-way flights and $159 for round trip, for the period …Washington to Chicago Flights. Flights from DCA to ORD are operated 74 times a week, with an average of 11 flights per day. Departure times vary between 05:59 - 21:00. The earliest flight departs at 05:59, the last flight departs at 21:00. However, this depends on the date you are flying so please check with the full flight schedule above to ...Destin (VPS) to Chicago (Midway) (MDW) flights from $48. Cheap flights to Chicago starting at $48. It’s no wonder the Windy City is one of the most popular destinations in the world with its impressive art museums, music festivals, delectable cuisine and popular sporting events. Allegiant Chicago vacation packages combine low-cost …4. Chicago to Calgary, Alberta, Canada ($229) When looking for the cheapest places to fly from Chicago, don’t forget to look to Canada! Specifically, the city of Calgary. This Alberta city is full of natural beauty, cultural attractions, ….