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Cheap flights from Oklahoma City to Chicago from $128

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Oklahoma City to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
5:05 am - 7:00 amOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
1h 55mnonstop
Southwest Logo
9:45 pm - 12:10 amMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 25mnonstop
$269Southwest
Thu, Nov 12 - Wed, Nov 25
Southwest Logo
3:30 pm - 5:25 pmOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
1h 55mnonstop
Southwest Logo
8:50 pm - 11:05 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 15mnonstop
$269Southwest
Thu, Dec 10 - Mon, Dec 14
Southwest Logo
5:05 am - 7:00 amOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
1h 55mnonstop
Southwest Logo
8:50 pm - 11:05 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 15mnonstop
$269Southwest
Thu, Nov 12 - Mon, Nov 16
Southwest Logo
5:05 am - 7:00 amOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
1h 55mnonstop
Southwest Logo
8:50 pm - 11:05 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 15mnonstop
$269Southwest
Mon, Nov 9 - Wed, Nov 11
Southwest Logo
4:00 pm - 5:55 pmOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
1h 55mnonstop
Southwest Logo
9:25 pm - 11:45 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 20mnonstop
$269Southwest
Thu, Dec 17 - Mon, Jan 4
Southwest Logo
3:45 pm - 5:45 pmOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
2h 00mnonstop
Southwest Logo
9:45 pm - 12:10 amMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 25mnonstop
$269Southwest
Wed, Nov 18 - Wed, Nov 25
Southwest Logo
5:05 am - 7:00 amOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
1h 55mnonstop
Southwest Logo
8:50 pm - 11:05 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 15mnonstop
$269Southwest
Thu, Nov 12 - Thu, Nov 19
Delta Logo
5:30 am - 10:24 amOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
4h 54m1 stop Atlanta Hartsfield-Jackson
Delta Logo
11:27 am - 4:32 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
5h 05m1 stop Atlanta Hartsfield-Jackson
$289Delta
Thu, Nov 19 - Thu, Nov 26
Delta Logo
5:25 pm - 10:54 pmOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
5h 29m1 stop Atlanta Hartsfield-Jackson
Delta Logo
11:28 am - 6:14 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
6h 46m1 stop Atlanta Hartsfield-Jackson
$289Delta
Wed, Dec 2 - Sat, Dec 5
Frontier Logo
8:19 pm - 11:47 pmOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
27h 28m2 stops Denver Intl Atlanta Hartsfield-Jackson
Frontier Logo
6:42 pm - 7:24 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
24h 42m2 stops Atlanta Hartsfield-Jackson Denver Intl
$335Frontier
Fri, Nov 13 - Mon, Nov 16

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Southwest flights from Oklahoma City to Chicago Midway Airport

Our best Southwest deals on Oklahoma City to Chicago Midway Airport flight tickets
Southwest
Nov 12
OKC5:05 amOklahoma City Will Rogers World
1h 55m
MDW7:00 amChicago Midway
Nov 25
MDW9:45 pmChicago Midway
2h 25m
OKC12:10 amOklahoma City Will Rogers World
$269
Southwest
Feb 3
OKC5:25 amOklahoma City Will Rogers World
1h 55m
MDW7:20 amChicago Midway
Feb 9
MDW7:50 pmChicago Midway
2h 15m
OKC10:05 pmOklahoma City Will Rogers World
$270
Southwest
Nov 13
OKC5:05 amOklahoma City Will Rogers World
1h 55m
MDW7:00 amChicago Midway
Nov 16
MDW8:50 pmChicago Midway
2h 15m
OKC11:05 pmOklahoma City Will Rogers World
$276

Frontier flights from Oklahoma City to Chicago Midway Airport

Our best Frontier deals on Oklahoma City to Chicago Midway Airport flight tickets
Frontier
Nov 13
OKC8:19 pmOklahoma City Will Rogers World
27h 28m
2 stops
MDW11:47 pmChicago Midway
Nov 16
MDW6:42 pmChicago Midway
24h 42m
2 stops
OKC7:24 pmOklahoma City Will Rogers World
$335
Frontier
Nov 13
OKC8:19 pmOklahoma City Will Rogers World
27h 28m
2 stops
MDW11:47 pmChicago Midway
Nov 17
MDW6:42 pmChicago Midway
24h 42m
2 stops
OKC7:24 pmOklahoma City Will Rogers World
$349
Frontier
Nov 12
OKC8:19 pmOklahoma City Will Rogers World
27h 28m
2 stops
MDW11:47 pmChicago Midway
Nov 16
MDW6:42 pmChicago Midway
24h 42m
2 stops
OKC7:24 pmOklahoma City Will Rogers World
$365

momondo Fare Finder

 
Use the filters below to find and compare flights from Oklahoma City to Chicago Midway Airport that are best for you.

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Depart

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Price

Cheapest round-trip

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Thu 11/12

5:05 am-7:00 am

Nonstop1h 55m

Chicago Midway

Wed 11/25

9:45 pm-12:10 am

Nonstop2h 25m

$269
Quickest round-trip

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Thu 12/10

3:30 pm-5:25 pm

Nonstop1h 55m

Chicago Midway

Mon 12/14

8:50 pm-11:05 pm

Nonstop2h 15m

$269

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Thu 11/12

5:05 am-7:00 am

Nonstop1h 55m

Chicago Midway

Mon 11/16

8:50 pm-11:05 pm

Nonstop2h 15m

$269

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Mon 11/9

5:05 am-7:00 am

Nonstop1h 55m

Chicago Midway

Wed 11/11

8:50 pm-11:05 pm

Nonstop2h 15m

$269

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Thu 12/17

4:00 pm-5:55 pm

Nonstop1h 55m

Chicago Midway

Mon 1/4

9:25 pm-11:45 pm

Nonstop2h 20m

$269

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Wed 11/18

3:45 pm-5:45 pm

Nonstop2h 00m

Chicago Midway

Wed 11/25

9:45 pm-12:10 am

Nonstop2h 25m

$269

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Thu 11/12

5:05 am-7:00 am

Nonstop1h 55m

Chicago Midway

Thu 11/19

8:50 pm-11:05 pm

Nonstop2h 15m

$269

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Thu 11/19

5:30 am-10:24 am

1 stop4h 54m

Chicago Midway

Thu 11/26

11:27 am-4:32 pm

1 stop5h 05m

$289

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Wed 12/2

5:25 pm-10:54 pm

1 stop5h 29m

Chicago Midway

Sat 12/5

11:28 am-6:14 pm

1 stop6h 46m

$289

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Fri 11/13

8:19 pm-11:47 pm

2 stops27h 28m

Chicago Midway

Mon 11/16

6:42 pm-7:24 pm

2 stops24h 42m

$335

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Oklahoma City to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Oklahoma City and Chicago Midway Airport?

Prices are currently low for flights on this route.

Typical prices usually range from $308 to $506.
The lowest price recently found on this route was $269.

What is the cheapest month to fly to Chicago Midway Airport?

The month of May is, on average, the cheapest month to fly to Chicago Midway Airport from Oklahoma City, with most prices found around $177. If you are unable to visit Chicago Midway Airport during the month of May, then departing from Oklahoma City during the month February is also very affordable. Most momondo users find prices during this month for around $375.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Oklahoma City. The lowest ticket price found for a Tuesday departure recently was $388. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Oklahoma City because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $533.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Oklahoma City in the morning is the least expensive time of day to depart. momondo users have found prices as low as $446 when looking at flights departing in the morning. Try not to purchase tickets in the afternoon because they tend to be around $464. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Oklahoma City Will Rogers World to Chicago Midway flight route?

Fly from Oklahoma City Will Rogers World to Chicago Midway for the best Oklahoma City Will Rogers World - Chicago Midway flight prices

What cabin class options are available on Oklahoma City to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Oklahoma City to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Oklahoma City to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Oklahoma City to Chicago Midway Airport.

When to book flights from Oklahoma City to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Oklahoma City to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Oklahoma City to Chicago Midway Airport (OKC to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oklahoma City to Chicago Midway Airport

Best Price Found

$128

Fastest flight time

1h 50m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Oklahoma City in the past 72 hours is $128. The best round-trip flight deal from Oklahoma City to Chicago Midway Airport found on momondo in the last 72 hours is $269.
The fastest flight from Oklahoma City to Chicago Midway Airport takes 1h 50m
Direct flights go from Oklahoma City to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Oklahoma City to Chicago Midway Airport

  • How far is Oklahoma City Will Rogers World to Chicago Midway by plane?

    The straight-line distance from Oklahoma City Will Rogers World to Chicago Midway is 683.4 mi. 1h 50m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Oklahoma City Will Rogers World Airport to Chicago Midway Airport?

    Prices for flights from Oklahoma City Will Rogers World Airport to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from Oklahoma City Will Rogers World Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Oklahoma City Will Rogers World Airport to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Oklahoma City Will Rogers World Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Oklahoma City to Chicago Midway Airport?

  • What is the most popular airline from Oklahoma City to Chicago Midway Airport?

Best airlines flying from Oklahoma City to Chicago Midway Airport

Compare and see reviews for airlines that fly from Oklahoma City to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $240Free CancellationRating
7.9
4,210 reviews
Search Southwest flights

  • Southwest Flights From Oklahoma City to Chicago Midway Airport

    Southwest operates around 4 flights from Oklahoma City to Chicago Midway Airport every week. The average price of these flights found in the last 72 hours has been $436, but momondo users have found Southwest deals from Oklahoma City to Chicago Midway Airport from as low as $240 round-trip. Southwest has been scored 7.9/10 in 4,210 reviews.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Saint Joseph
Benton Harbor
Lansing
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Oklahoma City to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Oklahoma City.

Can I find flights from Oklahoma City to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Oklahoma City which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Oklahoma City to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Oklahoma City to Chicago.

I’m not ready to book a flight from Oklahoma City to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Oklahoma City. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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