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Dulles International Airport to Midway International Airport flight
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Cheap Flight Deals from Dulles International Airport to Midway International Airport

Search for flights from Washington D.C. to Chicago and check out affordable one-way and round-trip options.

  • One way
  • Round-trip
sortSort: Price (Lowest)
  • Sort: Price (Lowest)
  • Sort: Departure (Earliest)
      • IAD09:40
        4h 1m
        1 stop
        MDW12:41
        Washington D.C. - Chicago|Tue, May 14|Delta Air Lines
        NZD 131NZD 216
        39% OFF
        39% OFF
        NZD 216NZD 131
      • IAD06:00
        4h 6m
        1 stop
        MDW09:06
        Washington D.C. - Chicago|Wed, May 15|Delta Air Lines
        NZD 131NZD 216
        39% OFF
        39% OFF
        NZD 216NZD 131
      • IAD06:00
        4h 6m
        1 stop
        MDW09:06
        Washington D.C. - Chicago|Wed, May 22|Delta Air Lines
        NZD 137NZD 216
        37% OFF
        37% OFF
        NZD 216NZD 137
      • IAD06:00
        4h 6m
        1 stop
        MDW09:06
        Washington D.C. - Chicago|Tue, May 28|Delta Air Lines
        NZD 138
        NZD 138
      • IAD06:18
        5h 44m
        1 stop
        MDW11:02
        Washington D.C. - Chicago|Sun, May 26|Delta Air Lines
        NZD 139
        NZD 139
      • IAD06:00
        4h 6m
        1 stop
        MDW09:06
        Washington D.C. - Chicago|Wed, Jun 5|Delta Air Lines
        NZD 142
        NZD 142
      • IAD09:40
        4h
        1 stop
        MDW12:40
        Washington D.C. - Chicago|Wed, May 29|Delta Air Lines
        NZD 145
        NZD 145
      • IAD12:47
        10h 6m
        1 stop
        MDW21:53
        Washington D.C. - Chicago|Wed, May 22|United Airlines
        NZD 159
        NZD 159
      • IAD06:00
        4h 6m
        1 stop
        MDW09:06
        Washington D.C. - Chicago|Sun, Jun 2|Delta Air Lines
        NZD 160
        NZD 160
      • IAD06:10
        3h 39m
        1 stop
        MDW08:49
        Washington D.C. - Chicago|Tue, Jul 2|Delta Air Lines
        NZD 164
        NZD 164
      • IAD13:00
        3h 5m
        Direct
        MDW14:00
        Washington D.C. - Chicago|Sun, May 12|Delta Air Lines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Selected Airlines from Dulles International Airport to Midway International Airport

See which airlines fly from Washington D.C. to Chicago. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.

Delta Air Lines
From NZD 131
United Airlines
From NZD 159
Southwest Airlines
From NZD 517
ANA airlines
Find more flights and airlines

Find Cheaper Flights from Washington D.C. to Chicago. Enjoy direct flights with 1 airline

Explore other flights from Washington D.C. to Chicago to find the best alternative options.

  • Cheapest
    Southwest Airlines
    DCA
    06:25
    2h 0m
    Direct
    MDW
    07:25
    Ronald Reagan Washington National Airport - Midway International Airport
    Wed, May 8Southwest Airlines
    NZD 95
  • Delta Air Lines
    IAD
    09:40
    3h 57m
    1 transfer
    ORD
    12:37
    Dulles International Airport - O'Hare International Airport
    Tue, May 14Delta Air Lines
    NZD 131
  • Delta Air Lines
    IAD
    09:40
    3h 57m
    1 transfer
    ORD
    12:37
    Dulles International Airport - O'Hare International Airport
    Tue, May 14Delta Air Lines
    NZD 131
    Find More Flights
Flight Schedule from Dulles International Airport to 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. DL2550

    Delta Air Lines

    06:00

    IAD

    1.9h

    07:51

    ATL

    SMTWTFS
    Search

  2. DL2417

    Delta Air Lines

    11:02

    ATL

    1.9h

    11:59

    MDW

    S--WTFS

  3. DL2067

    Delta Air Lines

    06:00

    IAD

    1.5h

    07:30

    DTW

    --TWTFS
    Search

  4. DL3983

    Delta Air Lines

    08:35

    DTW

    1.3h

    08:51

    MDW

    -MTWTFS

  5. DL3967

    Delta Air Lines

    06:00

    IAD

    1.5h

    07:30

    DTW

    -M-----
    Search

  6. DL3983

    Delta Air Lines

    08:35

    DTW

    1.3h

    08:51

    MDW

    -MTWTFS

  7. DL3898

    Delta Air Lines

    06:15

    IAD

    2.6h

    07:52

    MSP

    SMTWTFS
    Search

  8. DL4052

    Delta Air Lines

    07:13

    MSP

    1.6h

    08:47

    MDW

    -MTWTFS

  9. DL2846

    Delta Air Lines

    07:00

    IAD

    1.7h

    08:44

    ATL

    -MTWTFS
    Search

  10. DL1636

    Delta Air Lines

    11:00

    ATL

    1.9h

    11:52

    MDW

    -MTWT-S

  11. UA1355

    United Airlines

    09:00

    IAD

    2.4h

    11:22

    MCO

    SMTWTFS
    Search

  12. F91457

    Frontier Airlines

    07:25

    MCO

    2.8h

    09:13

    MDW

    ---W--S

  13. DL3971

    Delta Air Lines

    09:40

    IAD

    1.4h

    11:05

    DTW

    -MTWT-S
    Search

  14. DL3895

    Delta Air Lines

    12:27

    DTW

    1.2h

    12:40

    MDW

    -MTWT-S

  15. UA1392

    United Airlines

    12:46

    IAD

    1.1h

    13:55

    RDU

    -MTWT--
    Search

  16. F94269

    Frontier Airlines

    20:53

    RDU

    2.1h

    22:00

    MDW

    S-T-T--

  17. UA471

    United Airlines

    12:55

    IAD

    2.4h

    15:19

    MCO

    SMTWTFS
    Search

  18. F93853

    Frontier Airlines

    15:44

    MCO

    2.9h

    17:40

    MDW

    ---W-FS

  19. DL3678

    Delta Air Lines

    13:24

    IAD

    1.6h

    14:57

    DTW

    -MTWTFS
    Search

  20. DL3982

    Delta Air Lines

    16:48

    DTW

    1.3h

    17:04

    MDW

    -MTWTFS
Find more flights and airlines

Dulles International Airport to Midway International Airport Flights Info

Flight distance927.54km
Cheapest one-way ticket priceNZD 130
Cheapest return ticket priceNZD 259

FAQs for Dulles International Airport to Midway International Airport Flights

  • How long is a flight from Dulles International Airport to Midway International Airport?

    It takes around 1 hour 58 minutes to fly from Dulles International Airport (IAD) to Midway International Airport (MDW).

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

    There are around 2 daily flights from Dulles International Airport (IAD) to Midway International Airport (MDW).

  • When are flight tickets from Dulles International Airport (IAD) to Midway International Airport (MDW) the cheapest?

    Tickets cost around NZD 499 in January, making it the cheapest month to book. Dulles International Airport (IAD) to Midway International Airport (MDW) is a popular route, so don't forget to book your tickets in advance.

  • When are flight tickets from Dulles International Airport (IAD) to Midway International Airport (MDW) most expensive?

    The route from Dulles International Airport (IAD) to Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around NZD 499 in January, the most expensive month to book this route.

  • What time does the earliest flight from Dulles International Airport to Midway International Airport depart?

    The earliest flight departs from Dulles International Airport (IAD) at 07:40 and arrives in Midway International Airport (MDW) at 08:30.

  • What time does the latest flight from Dulles International Airport to Midway International Airport depart?

    The latest flight departs from Dulles International Airport (IAD) at 20:45 and arrives in Midway International Airport (MDW) at 21:40.

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14km. It takes about 30 minutes by taxi.

  • What's the closest airport to Midway International Airport (MDW)?

    The closest airport to Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25km.

  • Which airline operates the most direct flights from Dulles International Airport (IAD) to Midway International Airport (MDW)?

    Southwest Airlines is a very popular airline operating an average of 36 flights per month.

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