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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 157. Based on Trip.com's latest 7-day flight data.

    • 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 7:32 AM
      17h 15m
      1 stop
      MDW 11:47 PM
      Washington D.C. - Chicago | Fri, Nov 13 | Frontier Airlines
      ORD 7:50 PM
      20h 22m
      1 stop
      IAD 5:12 PM
      Chicago - Washington D.C. | Mon, Nov 16 | Frontier Airlines
      SGD 157 SGD 548
      71% off
      71% off
      SGD 548 SGD 157
    • IAD 6:40 AM
      5h 53m
      1 stop
      MDW 11:33 AM
      Washington D.C. - Chicago | Tue, Dec 1 | Frontier Airlines
      ORD 8:30 AM
      5h 19m
      1 stop
      IAD 2:49 PM
      Chicago - Washington D.C. | Tue, Dec 8 | Frontier Airlines
      SGD 161 SGD 548
      71% off
      71% off
      SGD 548 SGD 161
    • IAD 6:07 PM
      6h 40m
      1 stop
      MDW 11:47 PM
      Washington D.C. - Chicago | Tue, Nov 17 | Frontier Airlines
      MDW 6:08 AM
      10h 4m
      1 stop
      IAD 5:12 PM
      Chicago - Washington D.C. | Wed, Nov 18 | Frontier Airlines
      SGD 171 SGD 548
      69% off
      69% off
      SGD 548 SGD 171
    • IAD 6:07 PM
      6h 40m
      1 stop
      MDW 11:47 PM
      Washington D.C. - Chicago | Tue, Nov 10 | Frontier Airlines
      MDW 6:08 AM
      10h 4m
      1 stop
      IAD 5:12 PM
      Chicago - Washington D.C. | Wed, Nov 11 | Frontier Airlines
      SGD 173
      68% off
      SGD 548 SGD 173
    • IAD 7:32 AM
      11h 15m
      1 stop
      MDW 5:47 PM
      Washington D.C. - Chicago | Thu, Nov 12 | Frontier Airlines
      ORD 10:19 AM
      5h 53m
      1 stop
      IAD 5:12 PM
      Chicago - Washington D.C. | Thu, Nov 19 | Frontier Airlines
      SGD 176
      68% off
      SGD 548 SGD 176
    • IAD 8:55 PM
      13h 50m
      1 stop
      MDW 9:45 AM
      Washington D.C. - Chicago | Tue, Dec 8 | Frontier Airlines
      ORD 8:30 AM
      5h 19m
      1 stop
      IAD 2:49 PM
      Chicago - Washington D.C. | Tue, Dec 15 | Frontier Airlines
      SGD 182
      67% off
      SGD 548 SGD 182
    • IAD 9:35 PM
      23h 12m
      1 stop
      MDW 7:47 PM
      Washington D.C. - Chicago | Mon, Nov 23 | Frontier Airlines
      MDW 9:09 AM
      4h 54m
      1 stop
      IAD 3:03 PM
      Chicago - Washington D.C. | Thu, Nov 26 | Frontier Airlines
      SGD 192
      65% off
      SGD 548 SGD 192
    • IAD 12:06 PM
      11h 18m
      1 stop
      MDW 10:24 PM
      Washington D.C. - Chicago | Wed, Dec 16 | Frontier Airlines
      MDW 8:35 PM
      23h 36m
      1 stop
      IAD 9:11 PM
      Chicago - Washington D.C. | Sat, Dec 19 | Frontier Airlines
      SGD 197
      64% off
      SGD 548 SGD 197
    • IAD 10:35 PM
      13h 58m
      1 stop
      MDW 11:33 AM
      Washington D.C. - Chicago | Fri, Dec 11 | Frontier Airlines
      ORD 10:37 PM
      11h 34m
      1 stop
      IAD 11:11 AM
      Chicago - Washington D.C. | Mon, Dec 14 | Frontier Airlines
      SGD 202
      63% off
      SGD 548 SGD 202
    • 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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    • IAD 6:00 AM
      4h 46m
      1 stop
      MDW 9:46 AM
      Washington D.C. - Chicago | Wed, Nov 25 | Delta Air Lines
      SGD 212 SGD 394
      46% off
      46% off
      SGD 394 SGD 212
    • 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 394
      37% off
      37% off
      SGD 394 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 SGD 394
      24% off
      24% off
      SGD 394 SGD 300
    • IAD 6:05 AM
      4h 27m
      1 stop
      MDW 9:32 AM
      Washington D.C. - Chicago | Wed, Oct 28 | Delta Air Lines
      SGD 315
      20% off
      SGD 394 SGD 315
    • 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 315 SGD 394
      20% off
      20% off
      SGD 394 SGD 315
    • 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

Find more flights and airlines

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. DL1354

    Dulles International Airport

    7:17 AM

    IAD

    2h 5m

    Nonstop

    9:22 AM

    ATL

    S M T W T F S
    Search

  2. DL2417

    Hartsfield–Jackson Atlanta International Airport

    11:00 AM

    ATL

    1h 56m

    Nonstop

    11:56 AM

    MDW

    - - T W T - -

  3. F91081

    Dulles International Airport

    6:07 PM

    IAD

    2h 20m

    Nonstop

    8:27 PM

    ATL

    - M - - - - -
    Search

  4. F92291

    Hartsfield–Jackson Atlanta International Airport

    10:45 PM

    ATL

    1h 58m

    Nonstop

    11:43 PM

    MDW

    S M T W T - S

  5. DL2327

    Dulles International Airport

    6:00 AM

    IAD

    1h 58m

    Nonstop

    7:58 AM

    ATL

    S M T W T F S
    Search

  6. DL2417

    Hartsfield–Jackson Atlanta International Airport

    11:00 AM

    ATL

    1h 56m

    Nonstop

    11:56 AM

    MDW

    - - T W T - -

  7. DL1324

    Dulles International Airport

    10:14 AM

    IAD

    1h 50m

    Nonstop

    12:04 PM

    ATL

    S M T W T F S
    Search

  8. DL1728

    Hartsfield–Jackson Atlanta International Airport

    3:30 PM

    ATL

    1h 55m

    Nonstop

    4:25 PM

    MDW

    S M T W T F S

  9. F94707

    Dulles International Airport

    7:50 AM

    IAD

    2h 4m

    Nonstop

    9:54 AM

    ATL

    S M T W T F S
    Search

  10. F92779

    Hartsfield–Jackson Atlanta International Airport

    4:44 PM

    ATL

    2h 1m

    Nonstop

    5:45 PM

    MDW

    S M T W T F S

  11. F94559

    Dulles International Airport

    10:51 AM

    IAD

    3h 39m

    Nonstop

    1:30 PM

    DFW

    S M T W T F S
    Search

  12. F92882

    Dallas Fort Worth International Airport

    7:20 AM

    DFW

    2h 25m

    Nonstop

    9:45 AM

    MDW

    S M T W T F S

  13. F94707

    Dulles International Airport

    7:50 AM

    IAD

    2h 4m

    Nonstop

    9:54 AM

    ATL

    S M T W T F S
    Search

  14. F92291

    Hartsfield–Jackson Atlanta International Airport

    10:45 PM

    ATL

    1h 58m

    Nonstop

    11:43 PM

    MDW

    S M T W T - S

  15. F91081

    Dulles International Airport

    6:07 PM

    IAD

    2h 20m

    Nonstop

    8:27 PM

    ATL

    - M - - - - -
    Search

  16. 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 157

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 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 157. 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 the lowest estimated prices found in the last 24 hours and include all taxes and fees.

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Prices displayed on this page are all-inclusive (incl. taxes, fuel surcharges, Civil Aviation Development Fund, etc.), and all fees are clearly shown before payment. Charges for checked baggage, onboard meals, Wi-Fi, and other optional services may also appear in the flight cards where applicable.

Real-time pricing updates

Prices, availability, and travel information on this page have been updated within the last 24 hours, and for many routes the data may refresh in real time. The more popular the route, the more accurate and up-to-date the data.

Change & Cancellation Policy

Trip.com shows the change and cancellation rules for each ticket during the booking process, including all related fees and conditions. Please refer to the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply based on the airline’s fare rules.
Cancellation/change due to a flight schedule change:
If your flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For full details of change and cancellation policies, please refer to the customer support pages.