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Cheap flights from Oklahoma to Chicago from $142

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Oklahoma to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
5:10 am - 7:05 amOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
1h 55mnonstop
Southwest Logo
7:00 pm - 9:10 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 10mnonstop
$297Southwest
Sat, Oct 24 - Sat, Oct 24
Southwest Logo
3:30 pm - 5:25 pmOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
1h 55mnonstop
Southwest Logo
7:10 pm - 9:15 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 05mnonstop
$297Southwest
Wed, Dec 2 - Sat, Dec 5
Southwest Logo
3:30 pm - 5:25 pmOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
1h 55mnonstop
Southwest Logo
10:20 am - 12:35 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 15mnonstop
$297Southwest
Wed, Dec 9 - Sat, Dec 12
Southwest Logo
5:20 am - 7:20 amOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
2h 00mnonstop
Southwest Logo
10:20 am - 12:35 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 15mnonstop
$297Southwest
Wed, Nov 11 - Sat, Nov 14
Southwest Logo
3:30 pm - 5:25 pmOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
1h 55mnonstop
Southwest Logo
9:30 pm - 11:50 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 20mnonstop
$297Southwest
Thu, Dec 24 - Tue, Dec 29
Southwest Logo
5:00 am - 6:55 amOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
1h 55mnonstop
Southwest Logo
8:50 pm - 11:00 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 10mnonstop
$297Southwest
Wed, Oct 28 - Tue, Nov 3
Southwest Logo
10:40 am - 12:35 pmOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
1h 55mnonstop
Southwest Logo
10:15 am - 12:25 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 10mnonstop
$297Southwest
Sat, Oct 31 - Tue, Nov 3
Southwest Logo
5:20 am - 7:20 amOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
2h 00mnonstop
Southwest Logo
10:15 am - 12:25 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
2h 10mnonstop
$297Southwest
Wed, Nov 4 - Wed, Nov 11
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
$317Delta
Wed, Dec 2 - Sat, Dec 5
Delta Logo
5:23 pm - 10:33 pmOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
5h 10m1 stop Atlanta Hartsfield-Jackson
Delta Logo
12:27 pm - 8:17 pmMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
7h 50m1 stop Minneapolis St Paul
$317Delta
Wed, Oct 28 - Tue, Nov 3

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Southwest flights from Oklahoma to Chicago Midway Airport

Our best Southwest deals on Oklahoma to Chicago Midway Airport flight tickets
Southwest
Oct 29
OKC3:15 pmOklahoma City Will Rogers World
1h 55m
MDW5:10 pmChicago Midway
Nov 2
MDW9:25 pmChicago Midway
2h 15m
OKC11:40 pmOklahoma City Will Rogers World
$297
Southwest
Nov 7
TUL5:00 amTulsa
1h 45m
MDW6:45 amChicago Midway
Nov 10
MDW7:05 amChicago Midway
4h 10m
1 stop
TUL11:15 amTulsa
$303
Southwest
Oct 22
OKC2:00 pmOklahoma City Will Rogers World
7h 15m
1 stop
MDW9:15 pmChicago Midway
Oct 26
MDW10:25 pmChicago Midway
2h 10m
OKC12:35 amOklahoma City Will Rogers World
$307

Delta flights from Oklahoma to Chicago Midway Airport

Our best Delta deals on Oklahoma to Chicago Midway Airport flight tickets
Delta
Nov 16
TUL4:48 pmTulsa
6h 06m
1 stop
MDW10:54 pmChicago Midway
Nov 18
MDW6:00 amChicago Midway
6h 13m
1 stop
TUL12:13 pmTulsa
$317
Delta
Oct 28
TUL10:08 amTulsa
7h 52m
2 stops
MDW6:00 pmChicago Midway
Oct 30
MDW6:04 amChicago Midway
6h 00m
1 stop
TUL12:04 pmTulsa
$333
Delta
Nov 17
OKC5:30 amOklahoma City Will Rogers World
6h 29m
1 stop
MDW11:59 amChicago Midway
Nov 21
MDW5:13 pmChicago Midway
6h 48m
1 stop
OKC12:01 amOklahoma City Will Rogers World
$373

momondo Fare Finder

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

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Route

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

Sat 10/24

5:10 am-7:05 am

Nonstop1h 55m

Chicago Midway

Sat 10/24

7:00 pm-9:10 pm

Nonstop2h 10m

$297
Quickest round-trip

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Wed 12/2

3:30 pm-5:25 pm

Nonstop1h 55m

Chicago Midway

Sat 12/5

7:10 pm-9:15 pm

Nonstop2h 05m

$297

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Wed 12/9

3:30 pm-5:25 pm

Nonstop1h 55m

Chicago Midway

Sat 12/12

10:20 am-12:35 pm

Nonstop2h 15m

$297

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Wed 11/11

5:20 am-7:20 am

Nonstop2h 00m

Chicago Midway

Sat 11/14

10:20 am-12:35 pm

Nonstop2h 15m

$297

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Thu 12/24

3:30 pm-5:25 pm

Nonstop1h 55m

Chicago Midway

Tue 12/29

9:30 pm-11:50 pm

Nonstop2h 20m

$297

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Wed 10/28

5:00 am-6:55 am

Nonstop1h 55m

Chicago Midway

Tue 11/3

8:50 pm-11:00 pm

Nonstop2h 10m

$297

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Sat 10/31

10:40 am-12:35 pm

Nonstop1h 55m

Chicago Midway

Tue 11/3

10:15 am-12:25 pm

Nonstop2h 10m

$297

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Wed 11/4

5:20 am-7:20 am

Nonstop2h 00m

Chicago Midway

Wed 11/11

10:15 am-12:25 pm

Nonstop2h 10m

$297

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

$317

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Wed 10/28

5:23 pm-10:33 pm

1 stop5h 10m

Chicago Midway

Tue 11/3

12:27 pm-8:17 pm

1 stop7h 50m

$317

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 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 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, with most prices found around $332. If you are unable to visit Chicago Midway Airport during the month of May, then departing from Oklahoma during the month January is also very affordable. Most momondo users find prices during this month for around $374.

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. The lowest ticket price found for a Tuesday departure recently was $393. 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 because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $524.

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

Flying to Chicago Midway Airport from Oklahoma at noon is the least expensive time of day to depart. momondo users have found prices as low as $436 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $480. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Oklahoma to Chicago Midway flight route?

Fly from Tulsa to Chicago Midway for the best Oklahoma - Chicago Midway flight prices

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

There is only 1 cabin class available to choose from on Oklahoma 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 to Chicago Midway Airport flights?

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

Cheap Oklahoma to Chicago Midway Airport flight deals and tips

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

Best Price Found

$142

Fastest flight time

1h 40m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Oklahoma in the past 72 hours is $142. The best round-trip flight deal from Oklahoma to Chicago Midway Airport found on momondo in the last 72 hours is $297.
The fastest flight from Oklahoma to Chicago Midway Airport takes 1h 40m
Direct flights go from Oklahoma to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Oklahoma to Chicago Midway Airport

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

    Prices for flights from Oklahoma to Chicago Midway Airport are updated daily.

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

  • How old do you have to be to fly from Oklahoma 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 to Chicago Midway Airport.

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

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

Best airlines flying from Oklahoma to Chicago Midway Airport

Compare and see reviews for airlines that fly from Oklahoma to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $231Free CancellationRating
8.0
4,199 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Saint John

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Oklahoma to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. All flights to Chicago from Oklahoma on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Oklahoma.

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

Yes. momondo can track prices for Oklahoma to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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