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Cheap flights from Oklahoma to Chicago from $165

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
5:30 am - 7:15 amTUL  Tulsa-MDW Chicago Midway
1h 45mnonstop
Southwest Logo
8:45 pm - 10:45 pmMDW  Chicago Midway-TUL Tulsa
2h 00mnonstop
$319Southwest
Tue, Dec 8 - Tue, Dec 15
Southwest Logo
5:05 am - 6:50 amTUL  Tulsa-MDW Chicago Midway
1h 45mnonstop
Southwest Logo
10:05 am - 12:00 pmMDW  Chicago Midway-TUL Tulsa
1h 55mnonstop
$319Southwest
Sat, Jan 9 - Sat, Jan 9
Southwest Logo
3:00 pm - 4:55 pmTUL  Tulsa-MDW Chicago Midway
1h 55mnonstop
Southwest Logo
10:15 am - 12:15 pmMDW  Chicago Midway-TUL Tulsa
2h 00mnonstop
$319Southwest
Wed, Dec 2 - Sat, Dec 5
Southwest Logo
12:40 pm - 2:35 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
$319Southwest
Sat, Dec 5 - Sat, Dec 12
Southwest Logo
4:10 pm - 6:05 pmOKC  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
$319Southwest
Wed, Dec 23 - Wed, Dec 30
Southwest Logo
5:30 am - 7:15 amTUL  Tulsa-MDW Chicago Midway
1h 45mnonstop
Southwest Logo
7:05 am - 11:15 amMDW  Chicago Midway-TUL Tulsa
4h 10m1 stop Dallas Love Field
$325Southwest
Tue, Dec 8 - Tue, Dec 15
Southwest Logo
5:35 am - 7:20 amTUL  Tulsa-MDW Chicago Midway
1h 45mnonstop
Southwest Logo
7:45 pm - 9:45 pmMDW  Chicago Midway-TUL Tulsa
2h 00mnonstop
$329Southwest
Tue, Mar 9 - Wed, Mar 10
Southwest Logo
5:30 am - 7:15 amTUL  Tulsa-MDW Chicago Midway
1h 45mnonstop
Southwest Logo
9:25 pm - 11:30 pmMDW  Chicago Midway-TUL Tulsa
2h 05mnonstop
$329Southwest
Tue, Dec 15 - Sat, Dec 19
Delta Logo
4:09 pm - 10:17 pmOKC  Oklahoma City Will Rogers World-MDW Chicago Midway
6h 08m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:10 pm - 12:23 amMDW  Chicago Midway-OKC Oklahoma City Will Rogers World
7h 13m1 stop Atlanta Hartsfield-Jackson
$339Delta
Sat, Jan 9 - Sat, Jan 16
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
$339Delta
Wed, Dec 2 - Sat, Dec 5

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Delta flights from Oklahoma to Chicago Midway Airport

Our best Delta deals on Oklahoma to Chicago Midway Airport flight tickets
Delta
Dec 14
TUL6:00 amTulsa
6h 04m
1 stop
MDW12:04 pmChicago Midway
Dec 16
MDW6:00 amChicago Midway
6h 09m
1 stop
TUL12:09 pmTulsa
$354
Delta
Dec 14
TUL6:00 amTulsa
6h 04m
1 stop
MDW12:04 pmChicago Midway
Dec 16
MDW1:41 pmChicago Midway
10h 14m
2 stops
TUL11:55 pmTulsa
$359
Delta
Dec 24
OKC4:55 pmOklahoma City Will Rogers World
5h 27m
1 stop
MDW10:22 pmChicago Midway
Jan 27
MDW5:45 pmChicago Midway
6h 38m
1 stop
OKC12:23 amOklahoma City Will Rogers World
$369

Southwest flights from Oklahoma to Chicago Midway Airport

Our best Southwest deals on Oklahoma to Chicago Midway Airport flight tickets
Southwest
Dec 5
OKC12:40 pmOklahoma City Will Rogers World
1h 55m
MDW2:35 pmChicago Midway
Dec 12
MDW7:10 pmChicago Midway
2h 05m
OKC9:15 pmOklahoma City Will Rogers World
$319
Southwest
Dec 8
TUL5:30 amTulsa
1h 45m
MDW7:15 amChicago Midway
Dec 15
MDW7:05 amChicago Midway
4h 10m
1 stop
TUL11:15 amTulsa
$325
Southwest
Dec 5
OKC5:00 amOklahoma City Will Rogers World
1h 55m
MDW6:55 amChicago Midway
Dec 12
MDW3:05 pmChicago Midway
7h 10m
1 stop
OKC10:15 pmOklahoma City Will Rogers World
$329

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

Return

Price

Cheapest round-trip

TulsaChicago

TUL Tulsa - MDW Chicago Midway

TULMDW

Tulsa

Tue 12/8

5:30 am-7:15 am

Nonstop1h 45m

Chicago Midway

Tue 12/15

8:45 pm-10:45 pm

Nonstop2h 00m

$319
Quickest round-trip

TulsaChicago

TUL Tulsa - MDW Chicago Midway

TULMDW

Tulsa

Sat 1/9

5:05 am-6:50 am

Nonstop1h 45m

Chicago Midway

Sat 1/9

10:05 am-12:00 pm

Nonstop1h 55m

$319

TulsaChicago

TUL Tulsa - MDW Chicago Midway

TULMDW

Tulsa

Wed 12/2

3:00 pm-4:55 pm

Nonstop1h 55m

Chicago Midway

Sat 12/5

10:15 am-12:15 pm

Nonstop2h 00m

$319

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Sat 12/5

12:40 pm-2:35 pm

Nonstop1h 55m

Chicago Midway

Sat 12/12

7:10 pm-9:15 pm

Nonstop2h 05m

$319

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Wed 12/23

4:10 pm-6:05 pm

Nonstop1h 55m

Chicago Midway

Wed 12/30

9:45 pm-12:10 am

Nonstop2h 25m

$319

TulsaChicago

TUL Tulsa - MDW Chicago Midway

TULMDW

Tulsa

Tue 12/8

5:30 am-7:15 am

Nonstop1h 45m

Chicago Midway

Tue 12/15

7:05 am-11:15 am

1 stop4h 10m

$325

TulsaChicago

TUL Tulsa - MDW Chicago Midway

TULMDW

Tulsa

Tue 3/9

5:35 am-7:20 am

Nonstop1h 45m

Chicago Midway

Wed 3/10

7:45 pm-9:45 pm

Nonstop2h 00m

$329

TulsaChicago

TUL Tulsa - MDW Chicago Midway

TULMDW

Tulsa

Tue 12/15

5:30 am-7:15 am

Nonstop1h 45m

Chicago Midway

Sat 12/19

9:25 pm-11:30 pm

Nonstop2h 05m

$329

Oklahoma CityChicago

OKC Oklahoma City Will Rogers World - MDW Chicago Midway

OKCMDW

Oklahoma City Will Rogers World

Sat 1/9

4:09 pm-10:17 pm

1 stop6h 08m

Chicago Midway

Sat 1/16

5:10 pm-12:23 am

1 stop7h 13m

$339

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

$339

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 December is also very affordable. Most momondo users find prices during this month for around $356.

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 $516.

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 $413 when looking at flights departing at noon. Try not to purchase tickets in the afternoon because they tend to be around $466. 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

$165

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 $165. The best round-trip flight deal from Oklahoma to Chicago Midway Airport found on momondo in the last 72 hours is $319.
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
4,218 reviews
Search Southwest flights

Traveling to a place near Chicago?

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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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