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Cheap flights from Tulsa to Chicago from $99

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 9/22. 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

Southwest Logo
9:50 am - 11:35 amTUL-MDW
1h 45mnonstop
Southwest Logo
4:50 pm - 6:40 pmMDW-TUL
1h 50mnonstop
$197Southwest
Find Deal
Thu, Sep 4 - Tue, Sep 9
United Airlines Logo
2:41 pm - 4:45 pmTUL-ORD
2h 04mnonstop
United Airlines Logo
12:45 pm - 2:56 pmORD-TUL
2h 11mnonstop
$197United Airlines
Find Deal
Wed, Aug 20 - Thu, Aug 21
American Airlines Logo
7:00 am - 9:04 amTUL-ORD
2h 04mnonstop
American Airlines Logo
10:20 pm - 12:21 amORD-TUL
2h 01mnonstop
$199American Airlines
Find Deal
Thu, Aug 7 - Mon, Aug 11
Southwest Logo
9:50 am - 11:35 amTUL-MDW
1h 45mnonstop
Southwest Logo
5:25 am - 12:40 pmMDW-TUL
7h 15m1 stop
$207Southwest
Find Deal
Thu, Aug 7 - Mon, Aug 11
Southwest Logo
9:50 am - 11:35 amTUL-MDW
1h 45mnonstop
Southwest Logo
3:30 pm - 10:20 pmMDW-TUL
6h 50m2 stops
$212Southwest
Find Deal
Thu, Aug 7 - Mon, Aug 11
Southwest Logo
9:05 am - 10:50 amTUL-MDW
1h 45mnonstop
Southwest Logo
8:35 am - 10:25 amMDW-TUL
1h 50mnonstop
$214Southwest
Find Deal
Tue, Aug 26 - Sat, Aug 30
Delta Logo
6:00 am - 11:48 amTUL-MDW
5h 48m1 stop
Delta Logo
10:31 am - 5:54 pmMDW-TUL
7h 23m1 stop
$217Delta
Find Deal
Wed, Aug 20 - Thu, Aug 21
Delta Logo
6:47 pm - 12:09 amTUL-ORD
5h 22m1 stop
Delta Logo
5:45 am - 11:57 amORD-TUL
6h 12m1 stop
$217Delta
Find Deal
Thu, Aug 7 - Mon, Aug 11
American Airlines Logo
3:52 pm - 5:59 pmTUL-ORD
2h 07mnonstop
American Airlines Logo
1:20 pm - 10:27 pmORD-TUL
9h 07m1 stop
$220American Airlines
Find Deal
Wed, Aug 27 - Thu, Sep 4
United Airlines Logo
6:00 am - 8:05 amTUL-ORD
2h 05mnonstop
United Airlines Logo
12:45 pm - 2:49 pmORD-TUL
2h 04mnonstop
$304United Airlines
Find Deal
Fri, Aug 1 - Mon, Aug 4

American Airlines flights from Tulsa to Chicago

Our best American Airlines deals on Tulsa to Chicago flight tickets
American Airlines
Aug 7
TUL7:00 amTulsa
2h 04m
ORD9:04 amChicago O'Hare Intl
Aug 11
ORD10:20 pmChicago O'Hare Intl
2h 01m
TUL12:21 amTulsa
American Airlines
Aug 27
TUL3:52 pmTulsa
2h 07m
ORD5:59 pmChicago O'Hare Intl
Sep 4
ORD1:20 pmChicago O'Hare Intl
9h 07m
1 stop
TUL10:27 pmTulsa
American Airlines
Aug 20
TUL7:35 amTulsa
9h 35m
1 stop
ORD5:10 pmChicago O'Hare Intl
Aug 21
ORD4:21 pmChicago O'Hare Intl
7h 38m
1 stop
TUL11:59 pmTulsa

Delta flights from Tulsa to Chicago

Our best Delta deals on Tulsa to Chicago flight tickets
Delta
Aug 7
TUL6:47 pmTulsa
5h 22m
1 stop
ORD12:09 amChicago O'Hare Intl
Aug 11
ORD5:45 amChicago O'Hare Intl
6h 12m
1 stop
TUL11:57 amTulsa
Delta
Nov 13
TUL6:50 pmTulsa
5h 03m
1 stop
ORD11:53 pmChicago O'Hare Intl
Nov 18
ORD6:00 amChicago O'Hare Intl
5h 41m
1 stop
TUL11:41 amTulsa
Delta
Aug 15
TUL6:39 pmTulsa
5h 17m
1 stop
ORD11:56 pmChicago O'Hare Intl
Aug 20
ORD9:47 amChicago O'Hare Intl
5h 53m
1 stop
TUL3:40 pmTulsa

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 $269. 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 $310.

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 $572. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Tulsa to Chicago for around $790.

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 $574. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $890.

What is the cheapest Tulsa to Chicago flight route?

Fly from Tulsa to Chicago Midway 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 $378 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 $272 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.

How have Tulsa to Chicago flight prices changed over time?

As of July 2025, prices for Tulsa to Chicago flights are approximately 9% 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

$99

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 $99. The best round-trip flight deal from Tulsa to Chicago found on momondo in the last 72 hours is $197.
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
SouthwestPriceFrom $167Free CancellationRating
8.0
4,266 reviews
Search Southwest flights
American AirlinesPriceFrom $192Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $279Free CancellationRating
7.4
8,861 reviews
Search United Airlines flights
  • Southwest Flights From Tulsa to Chicago

    Southwest flight deals from Tulsa to Chicago start from $167 round-trip. Over the 8 Southwest flights for this route in a normal week, average airfare is usually $358 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 8,861 reviews) operates around 24 flights from Tulsa to Chicago in any given week. The average United Airlines airfare for this route is around $407, with deals from around $279 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
Portage
Saint Joseph
Lansing
Schererville
Valparaiso
Crown Point
Munster
Monticello
Chesterton
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
Tue 7/8
Tue 7/15

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