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Dulles International Airport to Chicago Midway International Airport flight

Explore the cheapest one-way and round-trip flights from Dulles International Airport to Chicago Midway International Airport over the next 90 days, with one-way fares from SGD 95 and round-trip from SGD 195. Based on Trip.com's latest 7-day flight data.

    • IAD 6:07 PM
      6h 40m
      1 stop
      MDW 11:47 PM
      Washington D.C. - Chicago | Thu, Nov 12 | Frontier Airlines
      MDW 6:16 AM
      9h 56m
      1 stop
      IAD 5:12 PM
      Chicago - Washington D.C. | Fri, Nov 13 | Frontier Airlines
      SGD 195 SGD 285
      32% off
      32% off
      SGD 285 SGD 195
    • IAD 7:40 AM
      11h 7m
      1 stop
      MDW 5:47 PM
      Washington D.C. - Chicago | Sat, Nov 7 | Frontier Airlines
      ORD 8:00 AM
      11h 11m
      1 stop
      IAD 8:11 PM
      Chicago - Washington D.C. | Mon, Nov 9 | Frontier Airlines
      SGD 201 SGD 285
      28% off
      28% off
      SGD 285 SGD 201
    • IAD 7:00 AM
      5h 33m
      1 stop
      MDW 11:33 AM
      Washington D.C. - Chicago | Thu, Dec 10 | Frontier Airlines
      ORD 8:15 AM
      5h 34m
      1 stop
      IAD 2:49 PM
      Chicago - Washington D.C. | Sat, Dec 12 | Frontier Airlines
      SGD 204 SGD 285
      28% off
      28% off
      SGD 285 SGD 204
    • IAD 8:05 AM
      10h 42m
      1 stop
      MDW 5:47 PM
      Washington D.C. - Chicago | Fri, Nov 6 | Frontier Airlines
      ORD 6:30 AM
      9h 17m
      1 stop
      DCA 4:47 PM
      Chicago - Washington D.C. | Mon, Nov 9 | Frontier Airlines
      SGD 205
      28% off
      SGD 285 SGD 205
    • IAD 7:00 AM
      4h 58m
      1 stop
      MDW 10:58 AM
      Washington D.C. - Chicago | Mon, Nov 23 | Frontier Airlines
      ORD 2:03 PM
      9h 25m
      1 stop
      IAD 12:28 AM
      Chicago - Washington D.C. | Wed, Nov 25 | Frontier Airlines
      SGD 217
      24% off
      SGD 285 SGD 217
    • IAD 7:48 AM
      10h 59m
      1 stop
      MDW 5:47 PM
      Washington D.C. - Chicago | Mon, Nov 16 | Frontier Airlines
      ORD 7:05 AM
      9h 7m
      1 stop
      IAD 5:12 PM
      Chicago - Washington D.C. | Mon, Nov 23 | Frontier Airlines
      SGD 220
      23% off
      SGD 285 SGD 220
    • IAD 7:40 AM
      11h 7m
      1 stop
      MDW 5:47 PM
      Washington D.C. - Chicago | Sat, Nov 14 | Frontier Airlines
      ORD 6:30 AM
      9h 17m
      1 stop
      DCA 4:47 PM
      Chicago - Washington D.C. | Thu, Nov 19 | Frontier Airlines
      SGD 221
      22% off
      SGD 285 SGD 221
    • IAD 6:07 PM
      6h 40m
      1 stop
      MDW 11:47 PM
      Washington D.C. - Chicago | Fri, Nov 27 | Frontier Airlines
      ORD 7:31 AM
      8h 41m
      1 stop
      IAD 5:12 PM
      Chicago - Washington D.C. | Sat, Nov 28 | Frontier Airlines
      SGD 221
      22% off
      SGD 285 SGD 221
    • IAD 7:00 AM
      4h 58m
      1 stop
      MDW 10:58 AM
      Washington D.C. - Chicago | Fri, Nov 20 | Frontier Airlines
      ORD 2:03 PM
      9h 25m
      1 stop
      IAD 12:28 AM
      Chicago - Washington D.C. | Wed, Nov 25 | Frontier Airlines
      SGD 223
      22% off
      SGD 285 SGD 223
    • WAS 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      Washington D.C. - Chicago | Thu, Oct 29 | Normal Airline
      CHI 3:00 PM
      6h
      Nonstop
      WAS 4:00 PM
      Chicago - Washington D.C. | Sat, Oct 31 | Normal Airline
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    • Cheapest
      IAD 7:52 AM
      10h 55m
      1 stop
      MDW 5:47 PM
      Washington D.C. - Chicago | Mon, Nov 9 | Frontier Airlines
      SGD 95 SGD 178
      47% off
      47% off
      SGD 178 SGD 95
    • IAD 6:07 PM
      6h 40m
      1 stop
      MDW 11:47 PM
      Washington D.C. - Chicago | Thu, Nov 26 | Frontier Airlines
      SGD 105 SGD 178
      41% off
      41% off
      SGD 178 SGD 105
    • IAD 10:35 PM
      18h 31m
      1 stop
      MDW 4:06 PM
      Washington D.C. - Chicago | Fri, Dec 18 | Frontier Airlines
      SGD 111 SGD 178
      38% off
      38% off
      SGD 178 SGD 111
    • IAD 10:06 AM
      7h 8m
      1 stop
      MDW 4:14 PM
      Washington D.C. - Chicago | Fri, Nov 27 | Delta Air Lines
      SGD 112
      37% off
      SGD 178 SGD 112
    • IAD 7:40 AM
      11h 7m
      1 stop
      MDW 5:47 PM
      Washington D.C. - Chicago | Wed, Nov 11 | Frontier Airlines
      SGD 114
      36% off
      SGD 178 SGD 114
    • IAD 7:00 AM
      4h 58m
      1 stop
      MDW 10:58 AM
      Washington D.C. - Chicago | Fri, Nov 6 | Frontier Airlines
      SGD 119
      33% off
      SGD 178 SGD 119
    • IAD 10:35 PM
      13h 58m
      1 stop
      MDW 11:33 AM
      Washington D.C. - Chicago | Wed, Dec 16 | Frontier Airlines
      SGD 136
      24% off
      SGD 178 SGD 136
    • IAD 7:32 AM
      11h 15m
      1 stop
      MDW 5:47 PM
      Washington D.C. - Chicago | Wed, Nov 18 | Frontier Airlines
      SGD 136
      24% off
      SGD 178 SGD 136
    • IAD 10:35 PM
      13h 58m
      1 stop
      MDW 11:33 AM
      Washington D.C. - Chicago | Sun, Dec 20 | Frontier Airlines
      SGD 139
      22% off
      SGD 178 SGD 139
    • WAS 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      Washington D.C. - Chicago | Thu, Oct 29 | Normal Airline
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    • IAD 6:00 AM
      4h 46m
      1 stop
      MDW 9:46 AM
      Washington D.C. - Chicago | Wed, Nov 25 | Delta Air Lines
      SGD 136 SGD 375
      64% off
      64% off
      SGD 375 SGD 136
    • IAD 6:05 AM
      4h 27m
      1 stop
      MDW 9:32 AM
      Washington D.C. - Chicago | Wed, Oct 28 | Delta Air Lines
      SGD 204 SGD 375
      46% off
      46% off
      SGD 375 SGD 204
    • IAD 6:00 AM
      4h 46m
      1 stop
      MDW 9:46 AM
      Washington D.C. - Chicago | Fri, Nov 20 | Delta Air Lines
      SGD 248 SGD 375
      34% off
      34% off
      SGD 375 SGD 248
    • IAD 6:00 AM
      4h 46m
      1 stop
      MDW 9:46 AM
      Washington D.C. - Chicago | Sat, Nov 21 | Delta Air Lines
      SGD 300
      20% off
      SGD 375 SGD 300
    • WAS 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      Washington D.C. - Chicago | Thu, Oct 29 | Normal Airline
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    • IAD 6:05 AM
      4h 27m
      1 stop
      MDW 9:32 AM
      Washington D.C. - Chicago | Wed, Oct 28 | Delta Air Lines
      SGD 204 SGD 255
      20% off
      20% off
      SGD 255 SGD 204
    • WAS 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      Washington D.C. - Chicago | Thu, Oct 29 | Normal Airline
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    • IAD 7:00 AM
      4h 58m
      1 stop
      MDW 10:58 AM
      Washington D.C. - Chicago | Fri, Nov 6 | Frontier Airlines
      SGD 119 SGD 178
      33% off
      33% off
      SGD 178 SGD 119
    • IAD 6:07 PM
      6h 40m
      1 stop
      MDW 11:47 PM
      Washington D.C. - Chicago | Thu, Nov 26 | Frontier Airlines
      SGD 105 SGD 178
      41% off
      41% off
      SGD 178 SGD 105
    • IAD 6:07 PM
      6h 40m
      1 stop
      MDW 11:47 PM
      Washington D.C. - Chicago | Thu, Nov 19 | Frontier Airlines
      SGD 141 SGD 178
      21% off
      21% off
      SGD 178 SGD 141
    • IAD 6:07 PM
      6h 40m
      1 stop
      MDW 11:47 PM
      Washington D.C. - Chicago | Fri, Nov 20 | Frontier Airlines
      SGD 141
      21% off
      SGD 178 SGD 141
    • IAD 10:06 AM
      7h 8m
      1 stop
      MDW 4:14 PM
      Washington D.C. - Chicago | Fri, Nov 27 | Delta Air Lines
      SGD 112
      37% off
      SGD 178 SGD 112
    • IAD 7:52 AM
      10h 55m
      1 stop
      MDW 5:47 PM
      Washington D.C. - Chicago | Mon, Nov 9 | Frontier Airlines
      SGD 95
      47% off
      SGD 178 SGD 95
    • IAD 7:48 AM
      10h 59m
      1 stop
      MDW 5:47 PM
      Washington D.C. - Chicago | Mon, Nov 16 | Frontier Airlines
      SGD 142
      20% off
      SGD 178 SGD 142
    • IAD 7:40 AM
      11h 7m
      1 stop
      MDW 5:47 PM
      Washington D.C. - Chicago | Wed, Nov 11 | Frontier Airlines
      SGD 114
      36% off
      SGD 178 SGD 114
    • IAD 7:32 AM
      11h 15m
      1 stop
      MDW 5:47 PM
      Washington D.C. - Chicago | Wed, Nov 18 | Frontier Airlines
      SGD 136
      24% off
      SGD 178 SGD 136
    • WAS 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      Washington D.C. - Chicago | Thu, Oct 29 | Normal Airline
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Displayed flight fares from Washington D.C. to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Which airline offers the cheapest flights from Dulles International Airport to Chicago Midway International Airport?

The cheapest airline flying from Dulles International Airport to Chicago Midway International Airport is Frontier Airlines (from SGD 95) among 2 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Frontier Airlines
From SGD 95
Delta Air Lines
From SGD 112

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What is the flight schedule from Dulles International Airport to Chicago Midway International Airport?

Check the schedule for flights from Washington D.C. to Chicago and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL2194

    Dulles International Airport

    6:05 AM

    IAD

    1h 35m

    Nonstop

    7:40 AM

    DTW

    S M T W T F S
    Search

  2. DL4684

    Detroit Metropolitan Wayne County Airport

    8:25 AM

    DTW

    1h 24m

    Nonstop

    8:49 AM

    MDW

    S M T W T F S

  3. DL2327

    Dulles International Airport

    6:00 AM

    IAD

    1h 58m

    Nonstop

    7:58 AM

    ATL

    S M T W T F S
    Search

  4. DL2417

    Hartsfield–Jackson Atlanta International Airport

    11:00 AM

    ATL

    1h 56m

    Nonstop

    11:56 AM

    MDW

    - M T W T - -

  5. DL1324

    Dulles International Airport

    10:14 AM

    IAD

    1h 50m

    Nonstop

    12:04 PM

    ATL

    S M T W T F S
    Search

  6. DL1728

    Hartsfield–Jackson Atlanta International Airport

    3:30 PM

    ATL

    1h 55m

    Nonstop

    4:25 PM

    MDW

    S M T W T F S

  7. F94707

    Dulles International Airport

    7:50 AM

    IAD

    2h 4m

    Nonstop

    9:54 AM

    ATL

    S M T W T F S
    Search

  8. F92779

    Hartsfield–Jackson Atlanta International Airport

    4:44 PM

    ATL

    2h 1m

    Nonstop

    5:45 PM

    MDW

    S M T W T F S
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About Dulles International Airport and Chicago Midway International Airport

Learn about Dulles International Airport (IAD) and Chicago Midway International Airport (MDW) — including location, terminals, transportation, and travel tips.

Flight distance 927.54 km
Cheapest one-way ticket price SGD 95
Cheapest return ticket price SGD 195

FAQs for Dulles International Airport to Chicago Midway International Airport Flights

  • How many daily flights are there from Dulles International Airport (IAD) to Chicago Midway International Airport (MDW)?

    There are around 2 daily flights from Dulles International Airport (IAD) to Chicago Midway International Airport (MDW).
  • The route from Dulles International Airport (IAD) to Chicago Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around SGD 418 in January, the most expensive month to book this route.
  • The earliest flight departs from Dulles International Airport (IAD) at 05:40 and arrives in Chicago Midway International Airport (MDW) at 11:05.
  • The latest flight departs from Dulles International Airport (IAD) at 19:30 and arrives in Chicago Midway International Airport (MDW) at 20:30.
    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Chicago Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
  • The closest airport to Chicago Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25 km.
  • One-way flights from Dulles International Airport to Chicago Midway International Airport currently start from SGD 95, and round-trip fares start from SGD 195. The current lowest fare is a Frontier Airlines flight departing on Mon, Nov 9; prices may vary depending on availability.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from Dulles International Airport to Chicago Midway International Airport is SGD 212. Prices may vary depending on the departure date, airline, and availability.
  • Enter Dulles International Airport and Chicago Midway International Airport, select your departure date and number of passengers, then compare flights by price, flight duration, and baggage allowance. Once you've chosen a fare, review the change and refund rules, fill in passenger details, and pay to receive your booking confirmation.

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Note: Prices shown on this page are estimated lowest price and include all taxes and fees found in the last 24 hours.

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Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.