HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$102+ Cheap flights from Tulsa (TUL) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
TUL — CHI
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Tulsa to Chicago with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

The best prices from Tulsa to Chicago are usually found in April or September, booked 84 days in advance, depart on a Thursday or Friday and return on a Saturday

Cheap flight deals from Tulsa to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Tulsa (TUL) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$279
(Southwest)

One-way from

$102
(Mytrip)

Popular in

January

Cheapest in

April

Average price

$331

Good round-trip deal

$376 or less

Good one-way deal

$229 or less
Provider with most accurate pricing for Tulsa-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tulsa-Chicago (CHI) flights.
Search Deals
From Tulsa to Chicago (CHI)
Search Deals
One-way flight from Tulsa to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($88 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
Search Deals
Price to beat on a round-trip flight from Tulsa to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Tulsa to Chicago (CHI).
Search Deals

Find flight deals from Tulsa to Chicago

Cheapest flights from Tulsa to Chicago
Explore the most affordable flight options available from Tulsa to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 22, 2025.

This Southwest deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1212:05 pmTUL - MDW
Nonstop1h 40mSouthwest
Thu 3/139:20 amMDW - TUL
Nonstop2h 00mSouthwest
Deal found 2/21$279
This American Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/105:10 amTUL - ORD
Nonstop2h 02mAmerican Airlines
Mon 3/102:11 pmORD - TUL
Nonstop2h 08mAmerican Airlines
Deal found 2/20$279
This eDestinos deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/911:42 amTUL - ORD
1 stop17h 28mMultiple Airlines
Sun 5/118:14 pmORD - TUL
1 stop14h 38mMultiple Airlines
Deal found 2/21$296
This Delta deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/1011:38 amTUL - MDW
1 stop4h 36mDelta
Wed 3/126:00 amMDW - TUL
1 stop4h 53mDelta
Deal found 2/21$299
This Southwest deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/125:40 amTUL - ORD
2 stops7h 05mSouthwest
Thu 3/134:00 pmORD - TUL
1 stop7h 15mSouthwest
Deal found 2/21$304
This Delta deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/256:49 pmTUL - ORD
1 stop5h 10mDelta
Mon 4/285:30 amORD - TUL
1 stop4h 59mDelta
Deal found 2/21$319
This United Airlines deal was found by Cheapflights users on 2/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/810:45 amTUL - ORD
Nonstop2h 04mUnited Airlines
Wed 3/124:40 pmORD - TUL
Nonstop2h 11mUnited Airlines
Deal found 2/21$369

Find flights from Tulsa to Chicago within your budget

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, Cheapflights users made 2,558,603 searches. Data last updated February 22, 2025.

Fly from

Tulsa

Fly to

Chicago

Route

Depart

Return

Price

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Wed 3/12

12:05 pm-1:45 pm

Nonstop1h 40m

Chicago Midway

Thu 3/13

9:20 am-11:20 am

Nonstop2h 00m

$279

TulsaChicago

TUL - ORD

TULORD

Tulsa

Mon 3/10

5:10 am-7:12 am

Nonstop2h 02m

Chicago O'Hare Intl

Mon 3/10

2:11 pm-4:19 pm

Nonstop2h 08m

$279

TulsaChicago

TUL - ORD

TULORD

Tulsa

Fri 5/9

11:42 am-5:10 am

1 stop17h 28m

Chicago O'Hare Intl

Sun 5/11

8:14 pm-10:52 am

1 stop14h 38m

$296

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Mon 3/10

11:38 am-4:14 pm

1 stop4h 36m

Chicago Midway

Wed 3/12

6:00 am-10:53 am

1 stop4h 53m

$299

TulsaChicago

TUL - ORD

TULORD

Tulsa

Wed 3/12

5:40 am-12:45 pm

2 stops7h 05m

Chicago O'Hare Intl

Thu 3/13

4:00 pm-11:15 pm

1 stop7h 15m

$304

TulsaChicago

TUL - ORD

TULORD

Tulsa

Fri 4/25

6:49 pm-11:59 pm

1 stop5h 10m

Chicago O'Hare Intl

Mon 4/28

5:30 am-10:29 am

1 stop4h 59m

$319

TulsaChicago

TUL - ORD

TULORD

Tulsa

Sat 3/8

10:45 am-12:49 pm

Nonstop2h 04m

Chicago O'Hare Intl

Wed 3/12

4:40 pm-6:51 pm

Nonstop2h 11m

$369

TulsaChicago

TUL - ORD

TULORD

Tulsa

Mon 4/7

11:37 am-1:39 pm

1 stop26h 02m

$102

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Mon 3/24

5:35 pm-7:15 pm

Nonstop1h 40m

$140

TulsaChicago

TUL - ORD

TULORD

Tulsa

Mon 4/7

7:30 am-9:35 am

Nonstop2h 05m

$140

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

Showing 1-10 of 14 results
1
2

Compare providers for flights from Tulsa to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Tulsa to Chicago in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Tulsa-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Tulsa-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Tulsa-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Tulsa-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Tulsa-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Tulsa to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Tulsa with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Tulsa to Chicago

Get recent, data-driven insights about flights from Tulsa to Chicago including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Tulsa to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Tulsa to Chicago. Price data was last updated on February 14, 2025.

The price you pay for your flight from Tulsa to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 84 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Tulsa to Chicago?

Currently, August is the cheapest month in which you can book a flight from Tulsa to Chicago (average of $245). Flying from Tulsa to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from TUL to CHI?

Find hourly flight availability from Tulsa to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 22, 2025.

One of the essential ways to save on airfare from Tulsa to Chicago is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the morning could potentially save you up to 40% on airfare.

What is the cheapest day to fly from Tulsa to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Tulsa to Chicago. Price data was last updated on February 16, 2025.

Travelers seeking maximum savings on their Tulsa to Chicago flight should consider departing on Thursday mornings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Tulsa to Chicago

Explore weekly flight availability from Tulsa to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 22, 2025.

The most flights from TUL to CHI are scheduled on a Monday (22 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated February 22, 2025.
See what other customers who have flown with Southwest, Delta and United Airlines from Tulsa to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,395 reviews
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,212 reviews
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,759 reviews
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Food

7.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Tulsa to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Tulsa to Chicago?

    Tulsa (TUL) is the airport you will fly out of if you book a flight from Tulsa to Chicago. You should not have trouble finding flights to Chicago from Tulsa; the airport handles an average of 17 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 4 airlines have flights from the Tulsa airport to Chicago. It is only a 6.6 mi journey to Tulsa (TUL) from Tulsa’s city center.

  • What are the cheapest airlines flying from Tulsa to Chicago round-trip?

    Cheapflights users have booked flights from Tulsa to Chicago round-trip from $279. Other airlines that can offer you cheap pricing are American Airlines, from $279, and Delta, from $299. Southwest is currently priced 20% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Tulsa to Chicago one-way?

    One-way options have recently been found by users for as low as $140 on Southwest. Other airlines that offer cheap prices include United Airlines from $140 and American Airlines from $147 one-way.

  • What are the most reliable airlines from Tulsa to Chicago?

    Before booking your flight to Chicago from Tulsa, check out the most reliable airlines to get you to your destination on time: Envoy Air (98%), Lufthansa (94%), ANA( 94%).

  • What are the cheapest flights from Tulsa to Chicago?

    Looking at all options, your cheapest flight can be booked for $143. While the most popular route (Tulsa - Chicago O'Hare Intl) can be booked for $280 on average our data indicates $962 when flying from Tulsa to Chicago.

  • Can I find deals for flights from Tulsa to Chicago that include hotel bookings?

    Yes. In addition to deals on Tulsa to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Tulsa to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Tulsa to Chicago.

  • Can I find deals for business class flights from Tulsa to Chicago?

    Yes. Cheapflights offers flight deals from Tulsa to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Tulsa to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Tulsa to Chicago (average of $245). Flying from Tulsa to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Tulsa?

Book flights to Tulsa if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Tulsa to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
Oklahoma City to O'Hare Intl flights
Dallas/Fort Worth to St. Louis flights
Fayetteville to O'Hare Intl flights
Tulsa to O'Hare Intl flights
Dallas/Fort Worth to Peoria flights
Oklahoma City to Midway flights
Fayetteville to Midway flights
Oklahoma City to St. Louis flights
Tulsa to Midway flights
Dallas/Fort Worth to Moline flights
Tulsa to St. Louis flights
Dallas/Fort Worth to Decatur flights
Fayetteville to St. Louis flights
Dallas/Fort Worth to Bloomington flights
Oklahoma City to Moline flights
Dallas/Fort Worth to Champaign flights
Dallas/Fort Worth to Springfield flights
Dallas/Fort Worth to Dubuque flights
Dallas/Fort Worth to Evansville flights
Fayetteville to Peoria flights
Oklahoma City to Peoria flights
Stillwater to O'Hare Intl flights
Stillwater to St. Louis flights
Oklahoma City to Evansville flights
Dallas/Fort Worth to Paducah flights
Tulsa to Peoria flights
Oklahoma City to Bloomington flights

Top 4 airlines flying from Tulsa to Chicago

Discover the top 4 airlines that operate flights from Tulsa to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$193Average$361FlexibilityNo cancel feeOn-time71%
DeltaCheapest$206Average$777FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$242Average$414FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$328Average$382FlexibilityNo cancel feeOn-time63%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.