Chicago

$116+ 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
TUL — CHI
Apr 20 — Apr 271
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Cheapflights Tip: The best prices from Tulsa to Chicago are usually found in August or September, booked 87 days in advance, depart on a Thursday or Friday and return on a Thursday

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 April 15, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$239
(American Airlines)

One-way from

$116
(Southwest)

Popular in

January

Cheapest in

August

Average price

$323

Good round-trip deal

$326 or less

Good one-way deal

$204 or less
Provider with most accurate pricing for Tulsa-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Tulsa-Chicago (CHI) flights.
From Tulsa to Chicago (CHI)
One-way flight from Tulsa to Chicago (CHI)
Highest demand for flights based on searches. 18% potential increase in price ($82 potential increase over avg. RT price).
Cheapest flight prices on average. 7% potential price decrease ($27 potential savings vs. average RT price).
Average for round-trip flights in April 2025
Price to beat on a round-trip flight from Tulsa to Chicago (CHI).
Price to beat on a one-way flight from Tulsa to Chicago (CHI).

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 April 15, 2025.

This American Airlines deal was found by Cheapflights users on 4/14. 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.
Wed 5/217:24 pmTUL - ORD
Nonstop2h 04mAmerican Airlines
Wed 5/288:56 pmORD - TUL
Nonstop2h 08mAmerican Airlines
Deal found 4/14$239
This Delta deal was found by Cheapflights users on 4/14. 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.
Wed 7/26:47 pmTUL - ORD
1 stop5h 12mDelta
Sat 7/55:35 amORD - TUL
1 stop5h 48mDelta
Deal found 4/14$251
This Delta deal was found by Cheapflights users on 4/14. 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.
Sat 5/1010:00 amTUL - MDW
1 stop5h 30mDelta
Sun 5/116:00 amMDW - TUL
1 stop6h 07mDelta
Deal found 4/14$267
This Southwest deal was found by Cheapflights users on 4/15. 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.
Sun 5/1110:30 amTUL - MDW
Nonstop1h 45mSouthwest
Fri 5/162:00 pmMDW - TUL
Nonstop1h 50mSouthwest
Deal found 4/15$278
This Mytrip deal was found by Cheapflights users on 4/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/910:03 pmTUL - ORD
1 stop13h 33mMultiple Airlines
Sun 5/116:59 pmORD - TUL
1 stop26h 14mMultiple Airlines
Deal found 4/14$295
This Southwest deal was found by Cheapflights users on 4/15. 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.
Sun 5/115:50 amTUL - ORD
1 stop4h 55mSouthwest
Fri 5/162:55 pmORD - TUL
1 stop8h 50mSouthwest
Deal found 4/15$298
This United Airlines deal was found by Cheapflights users on 4/14. 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.
Thu 5/12:25 pmTUL - ORD
Nonstop2h 05mUnited Airlines
Mon 5/58:13 pmORD - TUL
Nonstop2h 14mUnited Airlines
Deal found 4/14$353

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated April 15, 2025.
Use the filters below to find and compare flights from Tulsa to Chicago that are best for you.

Fly from

Tulsa

Fly to

Chicago

Route

Depart

Return

Price

TulsaChicago

TUL - ORD

TULORD

Tulsa

Wed 5/21

7:24 pm-9:28 pm

Nonstop2h 04m

Chicago O'Hare Intl

Wed 5/28

8:56 pm-11:04 pm

Nonstop2h 08m

$239

TulsaChicago

TUL - ORD

TULORD

Tulsa

Wed 7/2

6:47 pm-11:59 pm

1 stop5h 12m

Chicago O'Hare Intl

Sat 7/5

5:35 am-11:23 am

1 stop5h 48m

$251

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Sat 5/10

10:00 am-3:30 pm

1 stop5h 30m

Chicago Midway

Sun 5/11

6:00 am-12:07 pm

1 stop6h 07m

$267

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Sun 5/11

10:30 am-12:15 pm

Nonstop1h 45m

Chicago Midway

Fri 5/16

2:00 pm-3:50 pm

Nonstop1h 50m

$278

TulsaChicago

TUL - ORD

TULORD

Tulsa

Fri 5/9

10:03 pm-11:36 am

1 stop13h 33m

Chicago O'Hare Intl

Sun 5/11

6:59 pm-9:13 pm

1 stop26h 14m

$295

TulsaChicago

TUL - ORD

TULORD

Tulsa

Sun 5/11

5:50 am-10:45 am

1 stop4h 55m

Chicago O'Hare Intl

Fri 5/16

2:55 pm-11:45 pm

1 stop8h 50m

$298

TulsaChicago

TUL - ORD

TULORD

Tulsa

Thu 5/1

2:25 pm-4:30 pm

Nonstop2h 05m

Chicago O'Hare Intl

Mon 5/5

8:13 pm-10:27 pm

Nonstop2h 14m

$353

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Thu 5/29

3:20 pm-5:05 pm

Nonstop1h 45m

$116

TulsaChicago

TUL - ORD

TULORD

Tulsa

Wed 5/28

2:35 pm-4:41 pm

Nonstop2h 06m

$116

TulsaChicago

TUL - ORD

TULORD

Tulsa

Wed 5/21

7:24 pm-9:28 pm

Nonstop2h 04m

$124

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/14

Showing 1-10 of 15 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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice 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 eDreams the most. eDreams 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.

Cheapflights Insights

Everything you need to know about your flight from Tulsa to Chicago

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 April 11, 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 87 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 April 15, 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 38% 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 March 30, 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 April 15, 2025.

The most flights from TUL to CHI are scheduled on a Tuesday (29 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (19 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 April 15, 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.

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
8.0
Very good

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 24 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 3 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 $239. Other airlines that can offer you cheap pricing are Delta, from $251, and Southwest, from $278. American Airlines is currently priced 33% 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 $116 on Southwest. Other airlines that offer cheap prices include United Airlines from $116 and American Airlines from $124 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 (86%), GoJet (85%), Air Canada( 83%).

  • What are the cheapest flights from Tulsa to Chicago?

    Looking at all options, your cheapest flight can be booked for $156. While the most popular route (Tulsa - Chicago O'Hare Intl) can be booked for $259 on average our data indicates $1,057 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
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Top 3 airlines flying from Tulsa to Chicago

Discover the top 3 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 April 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$205Average$363FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$262Average$418FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$278Average$373FlexibilityNo cancel feeOn-time63%

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