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Will Rogers International Airport to Chicago Midway International Airport flight

Explore the cheapest one-way and round-trip flights from Will Rogers International Airport to Chicago Midway International Airport over the next 90 days, with one-way fares from £101 and round-trip from £188. Based on Trip.com's latest 7-day flight data.

      • OKC 16:00
        6h 33m
        1 stop
        MDW 22:33
        Oklahoma City - Chicago | Thu, Nov 5 | Delta Air Lines
        ORD 06:30
        12h 54m
        1 stop
        OKC 19:24
        Chicago - Oklahoma City | Tue, Nov 10 | Frontier Airlines
        £188 £221
        15% off
        15% off
        £221 £188
      • OKC 16:00
        6h 33m
        1 stop
        MDW 22:33
        Oklahoma City - Chicago | Sun, Nov 8 | Delta Air Lines
        ORD 06:30
        12h 54m
        1 stop
        OKC 19:24
        Chicago - Oklahoma City | Tue, Nov 10 | Frontier Airlines
        £188 £221
        15% off
        15% off
        £221 £188
      • OKC 07:25
        4h 22m
        1 stop
        MDW 11:47
        Oklahoma City - Chicago | Sun, Oct 25 | Delta Air Lines
        MDW 06:04
        4h 58m
        1 stop
        OKC 11:02
        Chicago - Oklahoma City | Sun, Nov 1 | Delta Air Lines
        £190 £221
        14% off
        14% off
        £221 £190
      • OKC 17:28
        5h 5m
        1 stop
        MDW 22:33
        Oklahoma City - Chicago | Wed, Oct 28 | Delta Air Lines
        ORD 17:05
        5h 55m
        1 stop
        OKC 23:00
        Chicago - Oklahoma City | Wed, Nov 4 | Delta Air Lines
        £190
        14% off
        £221 £190
      • OKC 12:00
        4h 47m
        1 stop
        MDW 16:47
        Oklahoma City - Chicago | Wed, Oct 21 | Delta Air Lines
        ORD 05:27
        5h 1m
        1 stop
        OKC 10:28
        Chicago - Oklahoma City | Wed, Oct 28 | Delta Air Lines
        £190
        14% off
        £221 £190
      • OKC 07:25
        4h 22m
        1 stop
        MDW 11:47
        Oklahoma City - Chicago | Thu, Oct 22 | Delta Air Lines
        ORD 15:30
        4h 53m
        1 stop
        OKC 20:23
        Chicago - Oklahoma City | Sun, Oct 25 | Delta Air Lines
        £190
        14% off
        £221 £190
      • OKC 12:00
        4h 47m
        1 stop
        MDW 16:47
        Oklahoma City - Chicago | Wed, Oct 14 | Delta Air Lines
        ORD 06:20
        4h 56m
        1 stop
        OKC 11:16
        Chicago - Oklahoma City | Sun, Oct 18 | Delta Air Lines
        £190
        14% off
        £221 £190
      • OKC 07:25
        4h 22m
        1 stop
        MDW 11:47
        Oklahoma City - Chicago | Sun, Oct 18 | Delta Air Lines
        ORD 05:27
        5h 1m
        1 stop
        OKC 10:28
        Chicago - Oklahoma City | Wed, Oct 21 | Delta Air Lines
        £190
        14% off
        £221 £190
      • OKC 12:00
        4h 47m
        1 stop
        MDW 16:47
        Oklahoma City - Chicago | Thu, Oct 15 | Delta Air Lines
        ORD 06:20
        4h 56m
        1 stop
        OKC 11:16
        Chicago - Oklahoma City | Wed, Oct 21 | Delta Air Lines
        £191
        14% off
        £221 £191
      • OKC 12:00
        4h 47m
        1 stop
        MDW 16:47
        Oklahoma City - Chicago | Tue, Oct 13 | Delta Air Lines
        ORD 06:30
        7h 37m
        1 stop
        OKC 14:07
        Chicago - Oklahoma City | Sun, Oct 18 | Delta Air Lines
        £191
        14% off
        £221 £191
      • OKC 08:00
        7h 17m
        1 stop
        MDW 15:17
        Oklahoma City - Chicago | Wed, Nov 4 | Delta Air Lines
        ORD 06:30
        12h 54m
        1 stop
        OKC 19:24
        Chicago - Oklahoma City | Sat, Nov 7 | Frontier Airlines
        £199
        10% off
        £221 £199
      • OKC 13:00
        17h 25m
        1 stop
        CHI 14:00
        Oklahoma City - Chicago | Wed, Oct 14 | Normal Airline
        CHI 15:00
        6h
        Nonstop
        OKC 16:00
        Chicago - Oklahoma City | Fri, Oct 16 | Normal Airline
        More cheap flights
        More cheap flights
      • OKC 07:27
        4h 23m
        1 stop
        MDW 11:50
        Oklahoma City - Chicago | Tue, Nov 17 | Delta Air Lines
        £101 £150
        33% off
        33% off
        £150 £101
      • OKC 05:30
        6h 29m
        1 stop
        MDW 11:59
        Oklahoma City - Chicago | Wed, Nov 18 | Delta Air Lines
        £109 £150
        27% off
        27% off
        £150 £109
      • OKC 16:00
        6h 33m
        1 stop
        MDW 22:33
        Oklahoma City - Chicago | Wed, Nov 4 | Delta Air Lines
        £109 £150
        27% off
        27% off
        £150 £109
      • OKC 17:25
        5h 29m
        1 stop
        MDW 22:54
        Oklahoma City - Chicago | Mon, Nov 16 | Delta Air Lines
        £111
        26% off
        £150 £111
      • OKC 17:25
        5h 29m
        1 stop
        MDW 22:54
        Oklahoma City - Chicago | Wed, Nov 11 | Delta Air Lines
        £111
        26% off
        £150 £111
      • OKC 17:27
        5h 27m
        1 stop
        MDW 22:54
        Oklahoma City - Chicago | Thu, Nov 26 | Delta Air Lines
        £117
        22% off
        £150 £117
      • OKC 07:25
        4h 22m
        1 stop
        MDW 11:47
        Oklahoma City - Chicago | Tue, Nov 3 | Delta Air Lines
        £118
        21% off
        £150 £118
      • OKC 05:20
        4h 43m
        1 stop
        MDW 10:03
        Oklahoma City - Chicago | Thu, Oct 22 | Delta Air Lines
        £119
        21% off
        £150 £119
      • OKC 12:00
        4h 47m
        1 stop
        MDW 16:47
        Oklahoma City - Chicago | Sat, Oct 24 | Delta Air Lines
        £121
        19% off
        £150 £121
      • OKC 17:25
        5h 29m
        1 stop
        MDW 22:54
        Oklahoma City - Chicago | Mon, Nov 9 | Delta Air Lines
        £121
        19% off
        £150 £121
      • OKC 05:30
        4h 54m
        1 stop
        MDW 10:24
        Oklahoma City - Chicago | Tue, Nov 10 | Delta Air Lines
        £121
        19% off
        £150 £121
      • OKC 13:00
        17h 25m
        1 stop
        CHI 14:00
        Oklahoma City - Chicago | Wed, Oct 14 | Normal Airline
        More cheap flights
        More cheap flights

Displayed flight fares from Will Rogers International Airport to Chicago Midway International Airport 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 Will Rogers International Airport to Chicago Midway International Airport?

The cheapest airline flying from Will Rogers International Airport to Chicago Midway International Airport is Delta Air Lines (from £101) among 2 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Delta Air Lines
From £101
Frontier Airlines
From £128

Find more flights and airlines

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

Check on the flight schedule from Oklahoma City to Chicago to find the flight that matches your travel plan.

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL3844

    Will Rogers International Airport

    07:15

    OKC

    2h 13m

    Nonstop

    09:28

    MSP

    S M T W T F S
    Search

  2. DL4820

    Minneapolis-Saint Paul International Airport

    10:10

    MSP

    1h 37m

    Nonstop

    11:47

    MDW

    S M T W T F S

  3. DL1184

    Will Rogers International Airport

    05:45

    OKC

    2h 9m

    Nonstop

    08:54

    ATL

    S M T W T F S
    Search

  4. DL1063

    Hartsfield–Jackson Atlanta International Airport

    09:10

    ATL

    1h 53m

    Nonstop

    10:03

    MDW

    S M T W T F S

  5. DL5492

    Will Rogers International Airport

    12:00

    OKC

    2h 10m

    Nonstop

    14:10

    MSP

    S M T W T F S
    Search

  6. DL4714

    Minneapolis-Saint Paul International Airport

    15:08

    MSP

    1h 39m

    Nonstop

    16:47

    MDW

    S M T W T F S

  7. DL2490

    Will Rogers International Airport

    11:25

    OKC

    2h 5m

    Nonstop

    14:30

    ATL

    S M T W T F S
    Search

  8. DL1728

    Hartsfield–Jackson Atlanta International Airport

    15:30

    ATL

    1h 55m

    Nonstop

    16:25

    MDW

    S M T W T F S

  9. DL1158

    Will Rogers International Airport

    08:10

    OKC

    2h 7m

    Nonstop

    11:17

    ATL

    S - - W T F S
    Search

  10. DL2417

    Hartsfield–Jackson Atlanta International Airport

    11:00

    ATL

    1h 56m

    Nonstop

    11:56

    MDW

    S M T W T - S

  11. DL2862

    Will Rogers International Airport

    17:20

    OKC

    2h 8m

    Nonstop

    20:28

    ATL

    S M T W T - S
    Search

  12. DL1076

    Hartsfield–Jackson Atlanta International Airport

    21:15

    ATL

    1h 55m

    Nonstop

    22:10

    MDW

    S M T W T F S

  13. DL1184

    Will Rogers International Airport

    05:45

    OKC

    2h 9m

    Nonstop

    08:54

    ATL

    S M T W T F S
    Search

  14. DL2417

    Hartsfield–Jackson Atlanta International Airport

    11:00

    ATL

    1h 56m

    Nonstop

    11:56

    MDW

    S M T W T - S

  15. DL2020

    Will Rogers International Airport

    13:00

    OKC

    2h 5m

    Nonstop

    16:05

    ATL

    S M T W T F S
    Search

  16. DL1076

    Hartsfield–Jackson Atlanta International Airport

    21:15

    ATL

    1h 55m

    Nonstop

    22:10

    MDW

    S M T W T F S

  17. DL1158

    Will Rogers International Airport

    08:10

    OKC

    2h 7m

    Nonstop

    11:17

    ATL

    S - - W T F S
    Search

  18. DL1728

    Hartsfield–Jackson Atlanta International Airport

    15:30

    ATL

    1h 55m

    Nonstop

    16:25

    MDW

    S M T W T F S

  19. F91927

    Will Rogers International Airport

    20:29

    OKC

    1h 49m

    Nonstop

    21:18

    DEN

    S M T W T F S
    Search

  20. DL1129

    Denver International Airport

    06:10

    DEN

    2h 4m

    Nonstop

    09:14

    MSP

    S M T W T F S

  21. DL4820

    Minneapolis-Saint Paul International Airport

    10:10

    MSP

    1h 37m

    Nonstop

    11:47

    MDW

    S M T W T F S
Find more flights and airlines

About Will Rogers International Airport and Chicago Midway International Airport

Learn about Will Rogers International Airport (OKC) and Chicago Midway International Airport (MDW) — including location, terminals, transportation, and travel tips.

Flight distance 1,112.99 km
Cheapest one-way ticket price £101
Cheapest return ticket price £188

FAQs for Will Rogers International Airport to Chicago Midway International Airport Flights

  • How long is the flight from Will Rogers International Airport to Chicago Midway International Airport?

    Will Rogers International Airport to Chicago Midway International Airport takes about 1 hour 35 minutes on average. Actual flight time may vary depending on route, weather and air traffic.
  • There are around 2 daily flights from Will Rogers International Airport (OKC) to Chicago Midway International Airport (MDW).
  • The earliest flight from Will Rogers International Airport to Chicago Midway International Airport departs at 05:00, and the last departs at 16:10, with about 7 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.
  • The route from Will Rogers International Airport (OKC) to Chicago Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around £360 in October, the most expensive month to book this route.
  • The earliest flight departs from Will Rogers International Airport at 06:50 and arrives in Chicago Midway International Airport at 08:45.
  • The latest flight departs from Will Rogers International Airport at 17:25 and arrives in Chicago Midway International Airport at 19:20.
    • The distance from O'Hare International Airport to downtown is about 25 km, by taxi about 40 minutes.
    • The distance from Chicago Midway International Airport to downtown is about 14 km, by taxi about 30 minutes.
  • The closest airport to Chicago Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25 km.
  • One-way flights from Will Rogers International Airport to Chicago Midway International Airport currently start from £101, and round-trip fares start from £188. The current lowest fare is a Delta Air Lines flight departing on Tue, Nov 17; 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 Will Rogers International Airport to Chicago Midway International Airport is £197. Prices may vary depending on the departure date, airline, and availability.
  • Enter Will Rogers 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 estimated lowest 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 you pay. Charges for checked baggage, onboard meals, Wi‑Fi, and other optional services are also included where applicable in the flight cards.

Real-time pricing updates

Prices, availability, and travel details on this page have been updated within the last 24 hours, and for many routes are refreshed 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.