MDW - OKC

$111 Find Cheap Flights from Chicago Midway Airport to Oklahoma City - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 25% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$259
Typical prices: $327-$415
Southwest
Sat 12/15Sun 12/16
MDW - OKC • Non-stop
Cheapest one-way
$111
Typical prices: $186-$289
Frontier
Sun 12/16
MDW - OKC • 2 stops
Nonstop flights
You can fly direct with Southwest. Average duration is 2h 15m
Direct flights
+1
Direct flights
+1
When to travel
Cheapest • 27% price drop
Most popular
Good to know
+1
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Oklahoma City!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway to Oklahoma City (MDW-OKC)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Oklahoma City

Thu, Dec 10 - Tue, Dec 15
Southwest Logo
10:15 am - 12:25 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 10mnonstop
Southwest Logo
3:30 pm - 5:25 pmOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
1h 55mnonstop
$259Southwest
Sat, Nov 21 - Mon, Nov 23
Southwest Logo
9:25 pm - 11:45 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 20mnonstop
Southwest Logo
5:05 am - 7:00 amOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
1h 55mnonstop
$259Southwest
Wed, Nov 18 - Tue, Dec 1
Southwest Logo
8:50 pm - 11:05 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 15mnonstop
Southwest Logo
3:30 pm - 5:25 pmOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
1h 55mnonstop
$259Southwest
Wed, Nov 18 - Wed, Nov 18
Southwest Logo
10:15 am - 12:25 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 10mnonstop
Southwest Logo
3:45 pm - 5:45 pmOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
2h 00mnonstop
$259Southwest
Wed, Dec 9 - Thu, Dec 10
Southwest Logo
8:50 pm - 11:05 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 15mnonstop
Southwest Logo
5:20 am - 7:20 amOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
2h 00mnonstop
$259Southwest
Tue, Dec 1 - Tue, Dec 8
Southwest Logo
8:50 pm - 11:05 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 15mnonstop
Southwest Logo
3:30 pm - 5:25 pmOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
1h 55mnonstop
$259Southwest
Mon, Dec 7 - Mon, Dec 14
Southwest Logo
8:50 pm - 11:05 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 15mnonstop
Southwest Logo
3:30 pm - 5:25 pmOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
1h 55mnonstop
$259Southwest
Thu, Nov 19 - Mon, Nov 23
Southwest Logo
8:50 pm - 11:05 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 15mnonstop
Southwest Logo
5:05 am - 7:00 amOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
1h 55mnonstop
$259Southwest
Sun, Feb 7 - Mon, Feb 8
Delta Logo
12:44 pm - 8:59 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
8h 15m1 stop Minneapolis St Paul
Delta Logo
6:17 pm - 11:55 pmOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
5h 38m1 stop Atlanta Hartsfield-Jackson
$380Delta
Thu, Dec 24 - Mon, Jan 4
Delta Logo
9:58 am - 5:54 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
7h 56m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:14 am - 12:04 pmOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
4h 50m1 stop Minneapolis St Paul
$408Delta
Booking Insights

Price, demand and travel trends for Chicago Midway Airport to Oklahoma City flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Chicago Midway Airport to Oklahoma City?

Round-trip flights from Chicago Midway Airport to Oklahoma City typically range from $327 to $415. The lowest price found in the past 5 days was $259, on Southwest.

What's the cheapest day of the week to fly from Chicago Midway Airport to Oklahoma City?

Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from Chicago Midway Airport to Oklahoma City. It’s 13% cheaper than the average day, while Sunday is the most expensive, with prices 8% higher.

What’s the cheapest month to fly from Chicago Midway Airport to Oklahoma City?

•November is the cheapest month to fly from Chicago Midway Airport to Oklahoma City at $271 round-trip.
•December ($662) and May ($444) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 144% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Key details for Chicago Midway Airport to Oklahoma City flights

Low season

December

Cheapest flight

$111
Beat the crowds with an average 63% drop in travelers.
The most popular month to fly with an average 76% increase in travelers.
One-way flight from Chicago Midway Airport to Oklahoma City

When to book flights from Midway to Oklahoma City

Are your dates flexible? Find out the best times to travel from Midway to Oklahoma City based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago Midway Airport to Oklahoma City flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Chicago Midway Airport to Oklahoma City?

    These are the earliest and latest flight times available from Chicago Midway Airport to Oklahoma City:

    • Earliest: departs at 9:45 am and lands at 12:00 pm
    • Latest: departs at 11:15 pm and lands at 1:30 am.

    The flight takes about 2h 15m.

  • What cabin classes can I book on flights from Chicago Midway Airport to Oklahoma City?

    Only Economy Class is available on flights from Chicago Midway Airport to Oklahoma City.

  • How long is a flight from Chicago Midway Airport to Oklahoma City?

    A nonstop flight from Chicago Midway Airport to Oklahoma City takes 2h 15m, covering 690 miles.

  • Do I need a passport to fly from Chicago Midway Airport to Oklahoma City?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Chicago Midway Airport to Oklahoma City flight?

    Round-trip flights from Chicago Midway Airport to Oklahoma City range from $327 to $415, with an average of $373 over the past 12 months. Anything below $327 counts as a good deal.

  • How much can I save by taking a layover when flying from Chicago Midway Airport to Oklahoma City?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $204 round-trip via Atlanta Hartsfield-Jackson (ATL), compared to $373 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago Midway Airport to Oklahoma City?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Chicago Midway Airport to Oklahoma City?

    The Boeing 737 MAX 8 family is used most often on this route, operated mainly by Southwest. Other aircraft seen on the route include Canadair (Bombardier) Regional Jet 700 variants.

  • How are flight departures from Chicago Midway Airport to Oklahoma City spread across the day?

    Morning is the busiest departure period on Chicago Midway Airport to Oklahoma City flights, with 50% of flights leaving in that window. Evening departures account for 50%, afternoon flights for 0%, and night flights for 0%.

  • Have flight prices from Chicago Midway Airport to Oklahoma City changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $259 to $1,387. That means the highest observed fare was about 5x higher than the lowest one.

  • How are flight prices from Chicago Midway Airport to Oklahoma City looking right now?

    One-way fares from Chicago Midway Airport to Oklahoma City are currently lower than usual. Average one-way flight prices are about $132, which is 48% below the typical average for this route.

  • What car rental options are available at Oklahoma City Will Rogers World Airport (OKC)?

    Oklahoma City Will Rogers World Airport (OKC) hosts 5 major car rental companies, with daily rates averaging $68 for economy cars. Top options include:

    • Hertz
    • Budget
    • Alamo
    • Avis
    • Enterprise Rent-A-Car

  • Which airports can I use when flying from Chicago Midway Airport to Oklahoma City?

    Flights from Chicago Midway Airport to Oklahoma City usually depart from Chicago Midway (MDW) and arrive at Oklahoma City Will Rogers World (OKC).

  • Which airports do connecting flights from Chicago Midway Airport to Oklahoma City pass through?

    Most connecting flights from Chicago Midway Airport to Oklahoma City pass through Atlanta Hartsfield-Jackson (ATL), which handles 100% of one-stop traffic on this route.

  • Can I save money by using flexible dates for flights from Chicago Midway Airport to Oklahoma City?

    Yes. Flexible dates can save you up to 20% on flights from Chicago Midway Airport to Oklahoma City. Tuesday is the cheapest departure day at $327 round-trip on average, while Sunday is the most expensive at $404, a difference of $77.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Chicago Midway Airport to Oklahoma City?

    Only Southwest operates flights between Chicago Midway Airport and Oklahoma City.

  • Which airlines offer extra legroom and free seat selection on Chicago Midway Airport to Oklahoma City flights?

    Among airlines operating Chicago Midway Airport to Oklahoma City flights:

    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Chicago Midway Airport to Oklahoma City flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Southwest: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Chicago Midway Airport to Oklahoma City flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure and avoid flying on Sunday. On this route, Tuesday flights average $327, about $77 less than Sunday fares (19% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Chicago Midway Airport to Oklahoma City trip for November. Fares historically average $271 round-trip in that month - typically $391 less than the most expensive month, which is December (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Atlanta Hartsfield-Jackson Airport (ATL) can be cheaper than flying direct. The cheapest layover option averages $204 round-trip on this route - about $169 less than direct flights (based on the last 12 months).

Prefer to fly direct from Chicago Midway Airport to Oklahoma City?

 
Find which airlines fly direct from Chicago Midway Airport to Oklahoma City Will Rogers World Airport, which days they fly and book direct flights.

Direct departures

Chicago Midway to Oklahoma City Will Rogers World

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Oklahoma City Will Rogers World to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

More options for your flight from Midway to Oklahoma City

Complete your trip to Oklahoma City with a hotel stay or car rental