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Cheap flights from Tulsa to Chicago from $103

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 2/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
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.
Southwest Logo
6:15 am - 9:30 am
TUL
-
MDW
3h 15m1 stop
Southwest Logo
5:55 am - 10:15 am
MDW
-
TUL
4h 20m1 stop
$205Southwest
Tue, Feb 3 - Wed, Feb 4
Southwest Logo
7:05 am - 3:25 pm
TUL
-
ORD
8h 20m1 stop
Southwest Logo
2:15 pm - 8:50 pm
ORD
-
TUL
6h 35m1 stop
$205Southwest
Tue, Feb 3 - Wed, Feb 4
Southwest Logo
3:50 pm - 7:05 pm
TUL
-
MDW
3h 15m1 stop
Southwest Logo
8:10 am - 3:30 pm
MDW
-
TUL
7h 20m2 stops
$210Southwest
Tue, Feb 3 - Wed, Feb 4
Southwest Logo
6:15 am - 12:15 pm
TUL
-
ORD
6h 00m2 stops
Southwest Logo
2:15 pm - 8:50 pm
ORD
-
TUL
6h 35m1 stop
$210Southwest
Tue, Feb 3 - Wed, Feb 4
United Airlines Logo
2:31 pm - 4:36 pm
TUL
-
ORD
2h 05mnonstop
United Airlines Logo
8:45 am - 11:03 am
ORD
-
TUL
2h 18mnonstop
$213United Airlines
Sat, Jan 17 - Tue, Jan 20
American Airlines Logo
8:45 am - 10:48 am
TUL
-
ORD
2h 03mnonstop
American Airlines Logo
7:06 pm - 9:15 pm
ORD
-
TUL
2h 09mnonstop
$214American Airlines
Sat, Jan 17 - Sun, Jan 18
Southwest Logo
6:35 am - 11:35 am
TUL
-
MDW
5h 00m1 stop
Southwest Logo
3:30 pm - 10:00 pm
MDW
-
TUL
6h 30m1 stop
$215Southwest
Sat, Jan 17 - Sun, Jan 18
American Airlines Logo
8:45 am - 10:48 am
TUL
-
ORD
2h 03mnonstop
American Airlines Logo
7:05 pm - 9:14 pm
ORD
-
TUL
2h 09mnonstop
$228American Airlines
Tue, Feb 3 - Wed, Feb 4
Delta Logo
5:26 pm - 11:59 pm
TUL
-
ORD
6h 33m1 stop
Delta Logo
9:55 am - 4:28 pm
ORD
-
TUL
6h 33m1 stop
$233Delta
Sat, Jan 17 - Tue, Jan 20
Delta Logo
5:26 pm - 10:07 pm
TUL
-
MDW
4h 41m1 stop
Delta Logo
6:00 am - 1:07 pm
MDW
-
TUL
7h 07m1 stop
$252Delta
Sat, Jan 17 - Wed, Jan 28

United Airlines flights from Tulsa to Chicago

Our best United Airlines deals on Tulsa to Chicago flight tickets
United Airlines
Jan 17
TUL2:31 pmTulsa
2h 05m
ORD4:36 pmChicago O'Hare Intl
Jan 20
ORD8:45 amChicago O'Hare Intl
2h 18m
TUL11:03 amTulsa
$213
Find similar
United Airlines
Feb 14
TUL7:15 amTulsa
2h 05m
ORD9:20 amChicago O'Hare Intl
Feb 18
ORD8:10 pmChicago O'Hare Intl
2h 20m
TUL10:30 pmTulsa
$279
Find similar
United Airlines
Feb 14
TUL10:20 amTulsa
2h 05m
ORD12:25 pmChicago O'Hare Intl
Feb 18
ORD8:10 pmChicago O'Hare Intl
2h 20m
TUL10:30 pmTulsa
$283
Find similar

American Airlines flights from Tulsa to Chicago

Our best American Airlines deals on Tulsa to Chicago flight tickets
American Airlines
Jan 17
TUL8:45 amTulsa
2h 03m
ORD10:48 amChicago O'Hare Intl
Jan 20
ORD3:20 pmChicago O'Hare Intl
2h 09m
TUL5:29 pmTulsa
$213
Find similar
American Airlines
Jan 17
TUL8:45 amTulsa
2h 03m
ORD10:48 amChicago O'Hare Intl
Jan 18
ORD7:06 pmChicago O'Hare Intl
2h 09m
TUL9:15 pmTulsa
$214
Find similar
American Airlines
Feb 3
TUL8:45 amTulsa
2h 03m
ORD10:48 amChicago O'Hare Intl
Feb 4
ORD7:05 pmChicago O'Hare Intl
2h 09m
TUL9:14 pmTulsa
$228
Find similar

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 January 6, 2026.
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 - MDW

TULMDW

Tulsa

Tue 2/3

6:15 am-9:30 am

1 stop3h 15m

Chicago Midway

Wed 2/4

5:55 am-10:15 am

1 stop4h 20m

$205

TulsaChicago

TUL - ORD

TULORD

Tulsa

Tue 2/3

7:05 am-3:25 pm

1 stop8h 20m

Chicago O'Hare Intl

Wed 2/4

2:15 pm-8:50 pm

1 stop6h 35m

$205

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Tue 2/3

3:50 pm-7:05 pm

1 stop3h 15m

Chicago Midway

Wed 2/4

8:10 am-3:30 pm

2 stops7h 20m

$210

TulsaChicago

TUL - ORD

TULORD

Tulsa

Tue 2/3

6:15 am-12:15 pm

2 stops6h 00m

Chicago O'Hare Intl

Wed 2/4

2:15 pm-8:50 pm

1 stop6h 35m

$210

TulsaChicago

TUL - ORD

TULORD

Tulsa

Sat 1/17

2:31 pm-4:36 pm

Nonstop2h 05m

Chicago O'Hare Intl

Tue 1/20

8:45 am-11:03 am

Nonstop2h 18m

$213

TulsaChicago

TUL - ORD

TULORD

Tulsa

Sat 1/17

8:45 am-10:48 am

Nonstop2h 03m

Chicago O'Hare Intl

Sun 1/18

7:06 pm-9:15 pm

Nonstop2h 09m

$214

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Sat 1/17

6:35 am-11:35 am

1 stop5h 00m

Chicago Midway

Sun 1/18

3:30 pm-10:00 pm

1 stop6h 30m

$215

TulsaChicago

TUL - ORD

TULORD

Tulsa

Tue 2/3

8:45 am-10:48 am

Nonstop2h 03m

Chicago O'Hare Intl

Wed 2/4

7:05 pm-9:14 pm

Nonstop2h 09m

$228

TulsaChicago

TUL - ORD

TULORD

Tulsa

Sat 1/17

5:26 pm-11:59 pm

1 stop6h 33m

Chicago O'Hare Intl

Tue 1/20

9:55 am-4:28 pm

1 stop6h 33m

$233

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Sat 1/17

5:26 pm-10:07 pm

1 stop4h 41m

Chicago Midway

Wed 1/28

6:00 am-1:07 pm

1 stop7h 07m

$252

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

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?

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 May is your next best option. Flight prices from Tulsa to Chicago during May average around $306.

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 $523. 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 $758.

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 $588. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $800.

What is the cheapest Tulsa to Chicago flight route?

Fly from Tulsa to Chicago O'Hare Intl for the best Tulsa - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Tulsa when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $407 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Tulsa for as low as $239 on momondo.

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 January 2026, prices for Tulsa to Chicago flights are approximately 23% cheaper 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

$213

Fastest flight time

1h 40m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Tulsa in the past 72 hours is $213. The best round-trip flight deal from Tulsa to Chicago found on momondo in the last 72 hours is $393.
The fastest flight from Tulsa to Chicago takes 1h 40m
Direct flights go from Tulsa to Chicago every day.
There are 3 airports in Chicago. From Tulsa there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
Search flight deals

  • 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
SouthwestPriceFrom $167Free CancellationRating
8.0
4,248 reviews
Search Southwest flights
American AirlinesPriceFrom $189Free CancellationRating
7.2
11,084 reviews
Search American Airlines flights
United AirlinesPriceFrom $259Free CancellationRating
7.4
9,132 reviews
Search United Airlines flights

  • United Airlines Flights From Tulsa to Chicago

    United Airlines flight deals from Tulsa to Chicago start from $259 round-trip. Over the 9 United Airlines flights for this route in a normal week, average airfare is usually $381 round-trip - but some users have found much cheaper deals with momondo.

  • American Airlines Flights From Tulsa to Chicago

    American Airlines (7.2/10 from 11,083 reviews) operates around 8 flights from Tulsa to Chicago in any given week. The average American Airlines airfare for this route is around $352, with deals from around $189 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
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?

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.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport