Cheap flights from Tulsa to Chicago from $107

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 12/24. 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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American Airlines Logo
12:35 pm - 11:44 pmTUL-ORD
11h 09m1 stop
American Airlines Logo
1:15 pm - 10:28 pmORD-TUL
9h 13m1 stop
$203American Airlines
Find Deal
Sat, Jan 17 - Tue, Jan 20
American Airlines Logo
10:28 am - 7:29 pmTUL-ORD
9h 01m1 stop
American Airlines Logo
7:06 pm - 9:15 pmORD-TUL
2h 09mnonstop
$227American Airlines
Find Deal
Sat, Jan 17 - Wed, Jan 28
American Airlines Logo
7:00 am - 8:39 pmTUL-ORD
13h 39m1 stop
American Airlines Logo
6:54 am - 11:50 amORD-TUL
4h 56m1 stop
$237American Airlines
Find Deal
Sat, Jan 17 - Wed, Jan 28
American Airlines Logo
8:45 am - 10:48 amTUL-ORD
2h 03mnonstop
American Airlines Logo
3:20 pm - 5:29 pmORD-TUL
2h 09mnonstop
$251American Airlines
Find Deal
Sat, Jan 17 - Wed, Jan 28
Southwest Logo
6:00 am - 11:25 amTUL-MDW
5h 25m1 stop
Southwest Logo
1:55 pm - 3:45 pmMDW-TUL
1h 50mnonstop
$261Southwest
Find Deal
Tue, Dec 16 - Tue, Dec 16
Southwest Logo
6:00 am - 12:45 pmTUL-MDW
6h 45m2 stops
Southwest Logo
1:55 pm - 3:45 pmMDW-TUL
1h 50mnonstop
$266Southwest
Find Deal
Tue, Dec 16 - Tue, Dec 16
Delta Logo
5:55 am - 12:10 pmTUL-ORD
6h 15m1 stop
Delta Logo
6:10 pm - 11:47 pmORD-TUL
5h 37m1 stop
$271Delta
Find Deal
Tue, Dec 16 - Tue, Dec 16
Southwest Logo
2:45 pm - 7:45 pmTUL-MDW
5h 00m1 stop
Southwest Logo
3:30 pm - 10:00 pmMDW-TUL
6h 30m1 stop
$271Southwest
Find Deal
Sat, Jan 17 - Sun, Jan 18
Delta Logo
5:55 am - 11:55 amTUL-MDW
6h 00m1 stop
Delta Logo
5:26 pm - 11:47 pmMDW-TUL
6h 21m1 stop
$289Delta
Find Deal
Wed, Dec 17 - Thu, Dec 18
Delta Logo
5:26 am - 9:56 amTUL-MDW
4h 30m1 stop
Delta Logo
5:38 pm - 10:34 pmMDW-TUL
4h 56m1 stop
$301Delta
Find Deal
Tue, Mar 3 - Tue, Mar 10

American Airlines flights from Tulsa to Chicago

Our best American Airlines deals on Tulsa to Chicago flight tickets
American Airlines
Jan 17
TUL12:35 pmTulsa
11h 09m
1 stop
ORD11:44 pmChicago O'Hare Intl
Jan 20
ORD1:15 pmChicago O'Hare Intl
9h 13m
1 stop
TUL10:28 pmTulsa
American Airlines
Jan 17
TUL10:28 amTulsa
9h 01m
1 stop
ORD7:29 pmChicago O'Hare Intl
Jan 28
ORD7:06 pmChicago O'Hare Intl
2h 09m
TUL9:15 pmTulsa
American Airlines
Jan 17
TUL7:00 amTulsa
13h 39m
1 stop
ORD8:39 pmChicago O'Hare Intl
Jan 28
ORD6:54 amChicago O'Hare Intl
4h 56m
1 stop
TUL11:50 amTulsa

Delta flights from Tulsa to Chicago

Our best Delta deals on Tulsa to Chicago flight tickets
Delta
Dec 16
TUL5:55 amTulsa
6h 15m
1 stop
ORD12:10 pmChicago O'Hare Intl
Dec 16
ORD6:10 pmChicago O'Hare Intl
5h 37m
1 stop
TUL11:47 pmTulsa
Delta
Dec 17
TUL12:58 pmTulsa
5h 45m
1 stop
ORD6:43 pmChicago O'Hare Intl
Dec 18
ORD6:45 amChicago O'Hare Intl
5h 28m
1 stop
TUL12:13 pmTulsa
Delta
Mar 3
TUL5:26 amTulsa
4h 30m
1 stop
MDW9:56 amChicago Midway
Mar 10
MDW5:38 pmChicago Midway
4h 56m
1 stop
TUL10:34 pmTulsa

momondo Fare Finder

 
Customize your flight search to find flights from Tulsa to Chicago 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 November 26, 2025.
Use the filters below to find and compare flights from Tulsa to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

TulsaChicago

TUL - ORD

TULORD

Tulsa

Sat 1/17

12:35 pm-11:44 pm

1 stop11h 09m

Chicago O'Hare Intl

Tue 1/20

1:15 pm-10:28 pm

1 stop9h 13m

$203

TulsaChicago

TUL - ORD

TULORD

Tulsa

Sat 1/17

10:28 am-7:29 pm

1 stop9h 01m

Chicago O'Hare Intl

Wed 1/28

7:06 pm-9:15 pm

Nonstop2h 09m

$227

TulsaChicago

TUL - ORD

TULORD

Tulsa

Sat 1/17

7:00 am-8:39 pm

1 stop13h 39m

Chicago O'Hare Intl

Wed 1/28

6:54 am-11:50 am

1 stop4h 56m

$237

TulsaChicago

TUL - ORD

TULORD

Tulsa

Sat 1/17

8:45 am-10:48 am

Nonstop2h 03m

Chicago O'Hare Intl

Wed 1/28

3:20 pm-5:29 pm

Nonstop2h 09m

$251

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Tue 12/16

6:00 am-11:25 am

1 stop5h 25m

Chicago Midway

Tue 12/16

1:55 pm-3:45 pm

Nonstop1h 50m

$261

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Tue 12/16

6:00 am-12:45 pm

2 stops6h 45m

Chicago Midway

Tue 12/16

1:55 pm-3:45 pm

Nonstop1h 50m

$266

TulsaChicago

TUL - ORD

TULORD

Tulsa

Tue 12/16

5:55 am-12:10 pm

1 stop6h 15m

Chicago O'Hare Intl

Tue 12/16

6:10 pm-11:47 pm

1 stop5h 37m

$271

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Sat 1/17

2:45 pm-7:45 pm

1 stop5h 00m

Chicago Midway

Sun 1/18

3:30 pm-10:00 pm

1 stop6h 30m

$271

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Wed 12/17

5:55 am-11:55 am

1 stop6h 00m

Chicago Midway

Thu 12/18

5:26 pm-11:47 pm

1 stop6h 21m

$289

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Tue 3/3

5:26 am-9:56 am

1 stop4h 30m

Chicago Midway

Tue 3/10

5:38 pm-10:34 pm

1 stop4h 56m

$301

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See travel insights to Chicago from

How to get the cheapest flight ticket from Tulsa to Chicago

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 Tulsa and Chicago?

What is the cheapest month to fly to Chicago?

The month of August is, on average, the cheapest month to fly to Chicago from Tulsa, with most prices found around $267. If you’re not able to fly to Chicago in August, then September is your next best option. Flight prices from Tulsa to Chicago during September average around $316.

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

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $542. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Tulsa to Chicago for around $784.

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

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Tulsa to Chicago during this time can be as low as $582. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $841.

What is the cheapest Tulsa to Chicago flight route?

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

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

There are 4 cabin classes available to choose from on Tulsa to Chicago 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 flights?

No. A direct flight is the cheapest option for a flight between Tulsa to Chicago.

How have Tulsa to Chicago flight prices changed over time?

As of November 2025, prices for Tulsa to Chicago flights are approximately 46% more expensive when compared to flights at the same time last year.

When to book flights from Tulsa to Chicago

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

Cheap Tulsa to Chicago (TUL to CHI) flight deals and tips

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

Best Price Found

$175

Fastest flight time

1h 40m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Tulsa in the past 72 hours is $175. The best round-trip flight deal from Tulsa to Chicago found on momondo in the last 72 hours is $357.
The fastest flight from Tulsa to Chicago takes 1h 40m
Direct flights go from Tulsa to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
  • How far is Tulsa to Chicago by plane?

    There are 597.4 mi between Tulsa and Chicago. A reasonable flight in good conditions will take 1h 40m.

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

    Prices for flights from Tulsa Airport to Chicago are updated daily.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Tulsa Airport to Chicago.

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

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Tulsa to Chicago?

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

Best airlines flying from Tulsa to Chicago

Compare and see reviews for airlines that fly from Tulsa to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $189Free CancellationRating
7.2
11,038 reviews
Search American Airlines flights
SouthwestPriceFrom $197Free CancellationRating
8.0
4,254 reviews
Search Southwest flights
United AirlinesPriceFrom $259Free CancellationRating
7.4
9,046 reviews
Search United Airlines flights
  • Southwest Flights From Tulsa to Chicago

    Southwest flight deals from Tulsa to Chicago start from $197 round-trip. Over the 5 Southwest flights for this route in a normal week, average airfare is usually $356 round-trip - but some users have found much cheaper deals with momondo.

  • United Airlines Flights From Tulsa to Chicago

    United Airlines (7.4/10 from 9,050 reviews) operates around 13 flights from Tulsa to Chicago in any given week. The average United Airlines airfare for this route is around $388, with deals from around $259 rare but found on momondo. Referenced prices are for round-trip Tulsa to Chicago flight searches in the last 72 hours.

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
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Tulsa to Chicago for you.

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

Flights from Tulsa to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo provides multiple filters to help you find the best flight to Chicago from Tulsa. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes momondo offers price alerts on flights to Chicago from Tulsa. 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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1 adult
Fri 12/26
Fri 1/2

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago