If you happen to know Chicago, don't forget to help other travelers and answer some questions about Chicago! Get a quick answer: It's 699 miles or 1125 km from Chicago to Washington, DC, which takes about 10 hours, 47 minutes to drive.At present, there are 174 domestic flights from Chicago. Remove ads. The longest flight from Chicago ORD is a 5,087 mile (8,187 km) non-stop route to Auckland AKL. This direct flight takes around 16 hours and …City Pair Program (CPP) The OMB-designated Best-in-Class City Pair Program procures and manages discounted air passenger transportation services for federal government travelers. At its inception in 1980 this service covered only 11 markets, and now covers over 13,000 markets. Today, CPP offers four different contract fares.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.Terminals A & B. Gates A: 4a, 4b, 9, 11, 15-19, B: 1-3, 5, 7-12, 14-26. Airport-provided WiFi. Cities with weekly flights to MDW. 117 *. Cities with daily nonstop flights Monday through Friday to MDW. 69 †. Cities with daily nonstop flights Saturday through Sunday to MDW. 71 ‡.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 8.1.6 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. There are 106 weekly flights from Chicago (Midway) to Washington, D.C. (Reagan National) on Southwest Airlines. Does Southwest fly nonstop on weekdays from Chicago (Midway) to Washington, D.C. (Reagan National)? Yes, Southwest flies nonstop from Chicago (Midway) to Washington, D.C. (Reagan National) 6 times per day from Monday … First Class. $408. Chicago Midway Airport. $256. Chicago O'Hare Intl Airport. Search and compare first class flight deals to Chicago. Fly from New York from $394, from Dallas from $449, from New York from $461. Book your first class tickets to Chicago. 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 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. Find flights to Washington, D.C. from $39. Fly from Chicago on Frontier, American Airlines and more. Search for Washington, D.C. flights on KAYAK now to find the best deal.Find cheap flights from Reagan Washington National Airport to Chicago from $55. Round-trip. 1 adult. Economy. 0 bags. Add hotel. Sat 5/18. Sat 5/25. Search. Direct flights only. …Business Class. $514. Chicago Midway Airport. $417. Chicago O'Hare Intl Airport. Search and compare business class flight deals to Chicago. Fly from Seattle from $737, from San Francisco from $789. Book your business class tickets to Chicago.The following Oneworld airlines also fly to Italy: British Airways flies from its hub in London-Heathrow (LHR) and London-Gatwick (LGW) to Rome, and from Heathrow to Milan and Venice. Finnair flies from Helsinki (HEL) to Milan, Venice and Rome. Iberia flies from Madrid (MAD) to Milan, Venice and Rome.1 First and second checked bags. Weight and size limits apply. 2 Fare difference may apply.. 3 Failure to cancel a reservation at least 10 minutes prior to departure may result in forfeited Travel Funds.. 4 Flight credits unexpired on or created on or after July 28, 2022, do not expire and will show an expiration date until our systems are updated. See full … 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 ... 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.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.JetBlue Route map lets you explore over 100 destinations in the U.S., Latin America and Caribbean, plus London, with low fares and great service. Whether you want to visit San Francisco, Boston, or any other city, you can find your deal and book your flight with our interactive map. 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. National Average. 367.79. 367.79. Source: Bureau of Transportation Statistics, Airline Origin & Destination Survey (10% Sample), DB1B_Ticket where bulk fare equals zero, itinerary fare is greater than or equal to fifty dollars ($50) and itinerary yield is less than or equal to three dollars ($3). Itinerary Fare: Average fares are based on ...This time of year offers the best deals on train tickets from Washington DC to Chicago, with the average price at just $247. Train tickets on this route are most expensive in July, when the average price goes up to $346. You can still score cheap deals below this average price, though, especially if you plan ahead and book your ticket in advance.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.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. 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.Cheap Flights from Chicago to Washington (ORD-IAD) 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. All deals.Cheap Flights from DCA to ORD starting at $60 One Way, $139 Round Trip. Prices starting at $139 for return flights and $60 for one-way flights to O'Hare Intl. 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, Apr 24 - Wed, May 1.When you fly American Airlines, British Airways, Finnair, or Iberia you get access to more destinations across Europe. With more flights, flexibility, rewards, and partners, there’s nothing holding you back from traveling. In a partnership and in life, everything's better when done together. So, let's go together.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).At present, there are 174 domestic flights from Chicago. Remove ads. The longest flight from Chicago ORD is a 5,087 mile (8,187 km) non-stop route to Auckland AKL. This direct flight takes around 16 hours and …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 ...This time of year offers the best deals on train tickets from Washington DC to Chicago, with the average price at just $179. Train tickets on this route are most expensive in July, when the average price goes up to $251. You can still score cheap deals below this average price, though, especially if you plan ahead and book your ticket in advance.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. The cheapest flights to O'Hare Intl. found within the past 7 days were $170 round trip and $88 one way. Prices and availability subject to change. Additional terms may apply. Sat, May 18 - Sat, May 18. DCA. Washington. 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. Search airline tickets & flights to more than 900 destinations worldwide from the world-class airlines in the oneworld Alliance. Book round-trip or one-way.Apr 17, 2024 · Spirit Airlines is one of the most popular airlines used for those traveling from Washington, D.C. to Chicago. Flights on this route from Spirit Airlines typically cost $360.95 RT, a price that is 29% more expensive than the average Washington, D.C. to Chicago flight. The cheapest flight found was $276 RT. 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. 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 … Featured daily fares for flights from Washington, D.C. (IAD) to Chicago (ORD) Find United Airlines cheap flights from Washington, D.C. to Chicago. Enjoy a Washington, D.C. to Chicago modern flight experience in premium cabins with Wi-Fi. Book flights from Washington, D.C. (Reagan National) to Chicago (O'Hare) with Southwest Airlines ®. It’s easy to find the Ronald Reagan Washington National Airport to Chicago O'Hare 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 ... The cheapest way to get from Chicago to Washington, DC costs only $86, and the quickest way takes just 3 hours. Find the travel option that best suits you. ... The best way to get from Chicago to Washington, DC is to fly which takes 4h 11m and costs $85 - $330. Alternatively, you can train via Rockville Amtrak, which costs $30 - $240 and takes ...Flights from Chicago to Washington, D.C.. Use Google Flights to plan your next trip and find cheap one way or round trip flights from Chicago to Washington, D.C..United operated almost 700,000 flights out of O'Hare in 2020, followed by American, at 545,976. At Midway, Southwest was king with 283,481 flights in 2020. Delta Air Lines was a distant second with 16,238 flights. Chicago O'Hare is in the final stretch of a $1.2 billion renovation to the airport's Terminal 5, which will add 35 new gates, 3 ...The cheapest way to get from Chicago to Washington, DC costs only $86, and the quickest way takes just 3 hours. Find the travel option that best suits you. ... The best way to get from Chicago to Washington, DC is to fly which takes 4h 11m and costs $85 - $330. Alternatively, you can train via Rockville Amtrak, which costs $30 - $240 and takes ... Free entertainment and $8 Internet. Book flights from Washington, D.C. (Dulles) to Chicago (Midway) with Southwest Airlines®. Bundle your flight with a hotel or rental car booking and find even more savings. Discounts vary. Call 1-800-433-5368. Need help? Subscribe Connect with us. Use our route map to explore where Southwest flies and plan your next trip with Southwest Airlines. Search and find flights by city, date, and airport. Direct. from $47. Chicago.$61 per passenger.Departing Mon, Apr 29, returning Wed, May 1.Round-trip flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departing from Baltimore Washington International on Mon, Apr 29, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departing from Chicago Midway on ... 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. Finnair. You can fly to London with Finnair from Los Angeles, Chicago, Boston, New York, and Washington DC. This domestic and international airline has its HQ in Helsinki, Finland. Founded in 1923, it’s one of the oldest airlines in the world—fun fact: back then, it was then known as Aero. 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 comprehensive route network means you can book a direct or connecting flight to and from airports all over the world. 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.Flights from Washington (DCA) to Chicago (ORD) Origin airport. Ronald Reagan Washington National. Destination airport. O'Hare Intl. Airlines serving. Alaska Airlines, American Airlines, Delta, Frontier Airlines, JetBlue …JetBlue Route map lets you explore over 100 destinations in the U.S., Latin America and Caribbean, plus London, with low fares and great service. Whether you want to visit San Francisco, Boston, or any other city, you can find your deal and book your flight with our interactive map.Banff. $133. Flights to Banff, Banff. Find flights to Banff from $79. Fly from the United States on United Airlines, Air Canada, WestJet and more. Fly from Los Angeles from $79, from San Francisco from $87 or from Minneapolis from $104. Search for Banff flights on KAYAK now to find the best deal. 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. When you fly American Airlines, British Airways, Finnair, or Iberia you get access to more destinations across Europe. With more flights, flexibility, rewards, and partners, there’s nothing holding you back from traveling. In a partnership and in life, everything's better when done together. So, let's go together.Find flights to Washington, D.C. from $39. Fly from Chicago on Frontier, American Airlines and more. Search for Washington, D.C. flights on KAYAK now to find the best deal. Cheap Flights from Washington to Chicago (IAD-MDW) Prices were available within the past 7 days and start at $78 for one-way flights and $178 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 ... 1 First and second checked bags. Weight and size limits apply. 2 Fare difference may apply.. 3 Failure to cancel a reservation at least 10 minutes prior to departure may result in forfeited Travel Funds.. 4 Flight credits unexpired on or created on or after July 28, 2022, do not expire and will show an expiration date until our systems are updated. See full …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 …Jan 28, 2024 · 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. Connect with us. Find low fares to top destinations on the official Southwest Airlines website. Book flight reservations, rental cars, and hotels on southwest.com.The cheapest way to get from Chicago to Washington, DC costs only $86, and the quickest way takes just 3 hours. Find the travel option that best suits you. ... The best way to get from Chicago to Washington, DC is to fly which takes 4h 11m and costs $85 - $330. Alternatively, you can train via Rockville Amtrak, which costs $30 - $240 and takes ...Book flights from Washington, D.C. (Reagan National) to Chicago (O'Hare) with Southwest Airlines ®. It’s easy to find the Ronald Reagan Washington National Airport to Chicago …Direct. from £42. Chicago. £54 per passenger.Departing Mon, 22 Apr, returning Wed, 24 Apr.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from Baltimore Washington International on Mon, 22 Apr, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departs from Chicago Midway on …Book flights from Washington, D.C. (Reagan National) to Chicago (O'Hare) with Southwest Airlines ®. It’s easy to find the Ronald Reagan Washington National Airport to Chicago …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.Washington , DC , USA ORD Chicago Ohare International. Chicago , IL , USA CHANGE DIRECTION Flight time. 2h 35m. Flight distance. 614mi, 988km. ... All flights to Chicago are departing from terminal 2 at Washington (DCA). VIEW IN MAP EXPLORER. Non-stop flights from DCA to ORD 614 miles (988 km) · 2 hours and 35 minutes CHECK … 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 Washington, D.C. Reagan-National Airport to Chicago. They are: American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with United Airlines at $162 for a one-way flight. On average, the best prices for this route can be found at American Airlines. 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!Apr 17, 2024 · Spirit Airlines is one of the most popular airlines used for those traveling from Washington, D.C. to Chicago. Flights on this route from Spirit Airlines typically cost $360.95 RT, a price that is 29% more expensive than the average Washington, D.C. to Chicago flight. The cheapest flight found was $276 RT. First Class. $408. Chicago Midway Airport. $256. Chicago O'Hare Intl Airport. Search and compare first class flight deals to Chicago. Fly from New York from $394, from Dallas from $449, from New York from $461. Book your first class tickets to Chicago. 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. 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. Are you searching for American Airlines flights from Washington, D.C. to Chicago? Find the best selections and fly in style. 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. Flight deals from Washington, D.C. to Chicago. Looking for a cheap last-minute deal or the best round-trip flight from Washington, D.C. to Chicago? Find the lowest prices on one-way and round-trip tickets right here. This is a list of all destinations and flights from Washington (DCA) with Delta Airlines. Airline IATA code: DL. Aircrafts used: Code 220, Airbus A31X/32X, Boeing 757 More. Terminal: 2. Found 17 routes with direct flights from Washington with Delta Airlines. Show all airlines instead.Illinois. Chicago. $65. Flights to Chicago Midway Airport, Chicago. $51. Flights to Chicago O'Hare Intl Airport, Chicago. Find flights to Chicago from $29. Fly from Florida on Frontier, Spirit Airlines and more. Search for …
Our data shows that the cheapest route for a one-way flight from Chicago to Lisbon cost $340 and was between Chicago O'Hare Intl Airport and Lisbon. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $424.. Trend spider
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. 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 ... 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.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 ... Chicago. $103. Flights to Chicago Midway Airport, Chicago. $154. Flights to Chicago O'Hare Intl Airport, Chicago. Find flights to Chicago from $49. Fly from District of Columbia on American Airlines, United Airlines, Frontier and more. Search for Chicago flights on KAYAK now to find the best deal. Cheap flights from Washington DC to Chicago from £49.99. Washington DC (United States) - Chicago (United States) return flights from £181.99. From 05/06/2024 (Wednesday) - 12/06/2024 (Wednesday). Check for the dates with the lowest prices and find the cheapest rates.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.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.Book cheap flights to Madrid (MAD) with United Airlines. Enjoy all the in-flight perks on your Madrid flight, including speed Wi-Fi.Flying from Chicago. Your Spirit Airlines flight departs from O’Hare International Airport (ORD). The sprawling airport, one of the busiest in the U.S, has plenty of shops and restaurants that are open 24-hours. Surf the net on the airport’s WiFi, free for 30 minutes, while you wait for your flight from Chicago. 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. 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 ...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 ...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.$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 ... The average flight time from Washington, D.C. (Reagan National) to Chicago (Midway) is 2 hours 3 minutes. How many Southwest flights occur weekly from Washington, D.C. (Reagan National) to Chicago (Midway)? There are 92 weekly flights from Washington, D.C. (Reagan National) to Chicago (Midway) on Southwest Airlines. 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 ….