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Cheap flights from Tulsa to Chicago from $117

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Tulsa to Chicago departing on 1/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Tulsa to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:26 pm - 10:07 pm
TUL
-
MDW
4h 41m1 stop
Delta Logo
10:48 am - 4:28 pm
MDW
-
TUL
5h 40m1 stop
$233Delta
Sat, Jan 17 - Tue, Jan 20
Southwest Logo
5:45 am - 4:25 pm
TUL
-
MDW
10h 40m2 stops
Southwest Logo
6:10 am - 11:40 am
MDW
-
TUL
5h 30m1 stop
$244Southwest
Sat, Jan 17 - Sun, Jan 18
Delta Logo
5:26 pm - 10:07 pm
TUL
-
MDW
4h 41m1 stop
Delta Logo
10:46 am - 4:28 pm
MDW
-
TUL
5h 42m1 stop
$252Delta
Sat, Jan 17 - Wed, Jan 28
Delta Logo
10:37 am - 5:45 pm
TUL
-
MDW
7h 08m1 stop
Delta Logo
11:06 am - 4:28 pm
MDW
-
TUL
5h 22m1 stop
$271Delta
Wed, Feb 25 - Sat, Feb 28
Southwest Logo
8:00 am - 1:10 pm
TUL
-
MDW
5h 10m1 stop
Southwest Logo
2:35 pm - 9:05 pm
MDW
-
TUL
6h 30m2 stops
$276Southwest
Wed, Jan 21 - Wed, Jan 28
Southwest Logo
7:05 am - 6:45 pm
TUL
-
MDW
11h 40m2 stops
Southwest Logo
1:30 pm - 8:50 pm
MDW
-
TUL
7h 20m2 stops
$281Southwest
Wed, Jan 21 - Wed, Jan 28
Delta Logo
5:26 pm - 10:07 pm
TUL
-
MDW
4h 41m1 stop
Delta Logo
6:45 am - 12:32 pm
MDW
-
TUL
5h 47m1 stop
$289Delta
Mon, Jan 12 - Sat, Jan 17
Southwest Logo
6:15 am - 1:20 pm
TUL
-
MDW
7h 05m2 stops
Southwest Logo
4:25 pm - 9:40 pm
MDW
-
TUL
5h 15m1 stop
$294Southwest
Mon, Jan 12 - Sat, Jan 17
Delta Logo
5:16 pm - 10:31 pm
TUL
-
MDW
5h 15m1 stop
Delta Logo
10:49 am - 4:28 pm
MDW
-
TUL
5h 39m1 stop
$308Delta
Thu, Feb 19 - Tue, Feb 24
Southwest Logo
10:45 am - 7:30 pm
TUL
-
MDW
8h 45m2 stops
Southwest Logo
3:30 pm - 10:00 pm
MDW
-
TUL
6h 30m1 stop
$313Southwest
Thu, Feb 19 - Tue, Feb 24

Delta flights from Tulsa to Chicago Midway Airport

Our best Delta deals on Tulsa to Chicago Midway Airport flight tickets
Delta
Jan 17
TUL5:26 pmTulsa
4h 41m
1 stop
MDW10:07 pmChicago Midway
Jan 20
MDW10:48 amChicago Midway
5h 40m
1 stop
TUL4:28 pmTulsa
$233
Find similar
Delta
Jan 17
TUL5:26 pmTulsa
4h 41m
1 stop
MDW10:07 pmChicago Midway
Jan 28
MDW10:46 amChicago Midway
5h 42m
1 stop
TUL4:28 pmTulsa
$252
Find similar
Delta
Feb 25
TUL10:37 amTulsa
7h 08m
1 stop
MDW5:45 pmChicago Midway
Feb 28
MDW11:06 amChicago Midway
5h 22m
1 stop
TUL4:28 pmTulsa
$271
Find similar

Southwest flights from Tulsa to Chicago Midway Airport

Our best Southwest deals on Tulsa to Chicago Midway Airport flight tickets
Southwest
Jan 17
TUL5:45 amTulsa
10h 40m
2 stops
MDW4:25 pmChicago Midway
Jan 18
MDW6:10 amChicago Midway
5h 30m
1 stop
TUL11:40 amTulsa
$244
Find similar
Southwest
Jan 21
TUL8:00 amTulsa
5h 10m
1 stop
MDW1:10 pmChicago Midway
Jan 28
MDW2:35 pmChicago Midway
6h 30m
2 stops
TUL9:05 pmTulsa
$276
Find similar
Southwest
Jan 1
TUL3:15 pmTulsa
1h 45m
MDW5:00 pmChicago Midway
Jan 12
MDW4:25 pmChicago Midway
4h 25m
1 stop
TUL8:50 pmTulsa
$279
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Tulsa to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 24, 2025.
Use the filters below to find and compare flights from Tulsa to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Sat 1/17

5:26 pm-10:07 pm

1 stop4h 41m

Chicago Midway

Tue 1/20

10:48 am-4:28 pm

1 stop5h 40m

$233

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Sat 1/17

5:45 am-4:25 pm

2 stops10h 40m

Chicago Midway

Sun 1/18

6:10 am-11:40 am

1 stop5h 30m

$244

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Sat 1/17

5:26 pm-10:07 pm

1 stop4h 41m

Chicago Midway

Wed 1/28

10:46 am-4:28 pm

1 stop5h 42m

$252

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Wed 2/25

10:37 am-5:45 pm

1 stop7h 08m

Chicago Midway

Sat 2/28

11:06 am-4:28 pm

1 stop5h 22m

$271

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Wed 1/21

8:00 am-1:10 pm

1 stop5h 10m

Chicago Midway

Wed 1/28

2:35 pm-9:05 pm

2 stops6h 30m

$276

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Wed 1/21

7:05 am-6:45 pm

2 stops11h 40m

Chicago Midway

Wed 1/28

1:30 pm-8:50 pm

2 stops7h 20m

$281

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Mon 1/12

5:26 pm-10:07 pm

1 stop4h 41m

Chicago Midway

Sat 1/17

6:45 am-12:32 pm

1 stop5h 47m

$289

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Mon 1/12

6:15 am-1:20 pm

2 stops7h 05m

Chicago Midway

Sat 1/17

4:25 pm-9:40 pm

1 stop5h 15m

$294

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Thu 2/19

5:16 pm-10:31 pm

1 stop5h 15m

Chicago Midway

Tue 2/24

10:49 am-4:28 pm

1 stop5h 39m

$308

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Thu 2/19

10:45 am-7:30 pm

2 stops8h 45m

Chicago Midway

Tue 2/24

3:30 pm-10:00 pm

1 stop6h 30m

$313

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 Tulsa 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 day to depart on your flight to Chicago Midway Airport?

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Tulsa. The lowest ticket price found for a Wednesday departure recently was $353. 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 Tulsa because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $456.

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

Flying to Chicago Midway Airport from Tulsa at noon is the least expensive time of day to depart. momondo users have found prices as low as $353 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $413. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Tulsa to Chicago Midway flight route?

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

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

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

You could potentially save up to 66% on your flight if you consider stops on a Tulsa to Chicago Midway Airport flight.

When to book flights from Tulsa to Chicago Midway Airport

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

Cheap Tulsa to Chicago Midway Airport (TUL to MDW) flight deals and tips

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

Best Price Found

$222

Fastest flight time

1h 45m

Direct flights

Mon, Tue, Thu, Fri, Sat and Sun
The best one-way flight to Chicago Midway Airport from Tulsa in the past 72 hours is $222. The best round-trip flight deal from Tulsa to Chicago Midway Airport found on momondo in the last 72 hours is $396.
The fastest flight from Tulsa to Chicago Midway Airport takes 1h 45m
Direct flights go from Tulsa to Chicago Midway Airport on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
Search flight deals

  • How far is Tulsa to Chicago Midway by plane?

    The straight-line distance from Tulsa to Chicago Midway is 588.8 mi. By plane, this route typically takes 1h 45m.

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

    Prices for flights from Tulsa Airport to Chicago Midway Airport were last updated today.

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

  • How old do you have to be to fly from Tulsa Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Tulsa 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 Tulsa to Chicago Midway Airport?

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

Best airlines flying from Tulsa to Chicago Midway Airport

Compare and see reviews for airlines that fly from Tulsa to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $167Free CancellationRating
8.0
4,257 reviews
Search Southwest flights

  • Southwest Flights From Tulsa to Chicago Midway Airport

    Southwest operates around 6 flights from Tulsa to Chicago Midway Airport every week. The average price of these flights found in the last 72 hours has been $355, but momondo users have found Southwest deals from Tulsa to Chicago Midway Airport from as low as $167 round-trip. Southwest has been scored 8.0/10 in 4,257 reviews.

Traveling to a place near Chicago?

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

Why use momondo?

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

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

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

All flight searches from Tulsa to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

Once all potential Tulsa to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Price alerts on flights to Chicago from Tulsa are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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