What percentage of Tulsa to Chicago flights are direct?

Historically, approximately 40.6% of flights from Tulsa to Chicago are direct. For flights that include a stopover, travelers typically encounter about 3 intermediate stops. This data reflects flight patterns observed over the trailing 90 days.

How long does it take to fly from Tulsa to Chicago?

A direct flight from Tulsa to Chicago typically takes about 2 hours and 7 minutes, covering a distance of 938 kilometers. Flights with one stop, on average, have a longer duration, with a median flight time of 5 hours and 53 minutes. This represents a significant increase in travel time compared to direct routes.

Are there frequently good prices on flights from Tulsa to Chicago?

Historically, good prices on flights from Tulsa to Chicago are frequently available. This route is classified as one with consistent deal availability. This assessment is based on pricing trends observed over a 30-day period, indicating regular opportunities for favorable fares.

Flights From Tulsa

To Chicago

Cheap Flights from Tulsa to Chicago

Browse current best options from Tulsa. Become a member to unlock all deals and get alerts when new deals appear.

Deals from

Tulsa

RatePunk searches hundreds of travel sites at once for deals on flights to Chicago

Prices updated 5 days ago

402 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Jul 12, 2026.)

Today’s best flight deals from Tulsa to Chicago

Explore current cheapest deals departing from Tulsa to Chicago

Round trip

Sort by: Cheapest

August 10 - August 13

Cheapest

TUL - Chicago

$191

$177

Round trip

August 11 - August 17

Cheapest

TUL - Chicago

$178

$177

Round trip

August 6 - August 10

Cheapest

Earliest

TUL - Chicago

$191

$177

Round trip

September 3 - September 7

Cheapest

TUL - Chicago

$163

$177

Round trip

September 5 - September 7

Cheapest

TUL - Chicago

$165

$177

Round trip

September 24 - September 28

Cheapest

TUL - Chicago

$168

$177

Round trip

August 6 - August 10

Cheapest

Best

Earliest

TUL - Chicago

$353

$177

Round trip

August 6 - August 11

Cheapest

Earliest

TUL - Chicago

$343

$177

Round trip

August 10 - August 12

Cheapest

TUL - Chicago

$191

$177

Round trip

August 10 - August 17

Cheapest

TUL - Chicago

$177

Round trip

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Tulsa to Chicago: Overview

Insights for flights from Tulsa to Chicago

A typical journey from Tulsa to Chicago, including connections, takes about 2h 7m. This duration reflects the overall travel time for itineraries on this route.

For travelers looking for cheap flights from Tulsa to Chicago, prices typically range from $241–$784, with a median of $345. Right now, fares are below the typical level, and about 3% of recent fares were classified as a good price. New deals appear almost daily, suggesting frequent opportunities for savings.

The cheapest time to fly from Tulsa to Chicago is often in February, with a median fare of $166. Other affordable months include May, where the median fare is $241, and September, with a median fare of $297.

When flying from Tulsa to Chicago, 40.6% of recent fares were for direct flights from Tulsa to Chicago. This indicates that a meaningful share are non-stop, while the rest connect once. For itineraries that include connections, the typical number of stopovers is 3.

The distance between Tulsa and Chicago is 938 kilometers, classifying this as a short-haul route. This means you can expect a relatively quick journey, typically completed within a few hours.

How much is a round trip from Tulsa to Chicago

Regular price: $285 - $375

Prices for flights from Tulsa to Chicago are currently below the regular range.

The regular price range for flights from Tulsa to Chicago is typically between $285 and $375. Currently, the lowest deal found is $177 for travel from Aug 6-Aug 10, offered by kayak.

now $177

Low $285

High $375

The cheapest time to fly from Tulsa to Chicago

The cheapest month to fly from TUL to CHI is March, with a median price of $166. The most expensive month is December, with a median price of $883. Prices are generally lower from February to November.

March

Cheapest

Flights from $166

December

Most Expensive

Flights from $883

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Tulsa to Chicago

American Airlines

Southwest Airlines

Last-minute flights going from Tulsa to Chicago

Tue, Aug 4

⌛ Last-Minute

TUL - Chicago

Tulsa (TUL) - Chicago (ORD)

United Airlines

$155

$257

One-way

Tue, Aug 4

⌛ Last-Minute

TUL - Chicago

Tulsa (TUL) - Chicago (ORD)

United Airlines

$193

$257

One-way

Wed, Aug 5

⌛ Last-Minute

TUL - Chicago

Tulsa (TUL) - Chicago (ORD)

United Airlines

$156

$202

One-way

Wed, Aug 5

⌛ Last-Minute

TUL - Chicago

Tulsa (TUL) - Chicago (MDW)

Southwest Airlines

$179

$208

One-way

Wed, Aug 5

⌛ Last-Minute

TUL - Chicago

Tulsa (TUL) - Chicago (MDW)

$193

$239

One-way

Thu, Aug 6

⌛ Last-Minute

TUL - Chicago

Tulsa (TUL) - Chicago (MDW)

Southwest Airlines

$189

$177

One-way

Biggest price drops on these dates for flights from Tulsa to Chicago

14 nights

Oct 20 - Nov 3

$371 → $197

47%

3 nights

Aug 26 - Aug 29

$340 → $177

48%

3 nights

Aug 29 - Sep 1

$338 → $177

48%

5 nights

Aug 6 - Aug 11

$350 → $190

46%

Popular Airports to fly from Tulsa to Chicago

Tulsa - Chicago route insights

💸 Price insights

Recent fares are below the typical level

Recent fares from Tulsa to Chicago are below the typical level, with a median price of $345.

📅 Best time to fly

Fly in March for the best prices

Historically, March is the cheapest month to fly from Tulsa to Chicago, with a median price of $166.

⏱️ Flight duration

Direct flights take 2h 7m

The median flight time for a direct flight from Tulsa to Chicago is 2 hours and 7 minutes.

✈️ Airlines & availability

Two airlines offer direct flights

American Airlines and Southwest Airlines offer direct flights on this route, accounting for 40.6% of recent deals.

🏆 Airline highlight

Southwest Airlines offers direct flights

Southwest Airlines has offered direct flights from Tulsa to Chicago in recent deals.

🎯 Booking tip

Deals appear frequently

Deals for flights from Tulsa to Chicago appear frequently, with many deals within the last 30 days.

Tulsa main airports to depart from

Tulsa International (TUL)

Cheapest

Tulsa International Airport is a convenient option for flights from Tulsa to Chicago.

📍 ~11 km from Tulsa (reachable by car)

💸 Flights from ~$177

Chicago main airports to arrive at

Chicago Midway International (MDW)

Cheapest

Chicago Midway International is a convenient arrival option for flights to Chicago from Tulsa.

📍 ~14 km from city center (reachable by car, train, and bus).

💸 Flights from ~$177

Chicago Rockford International (RFD)

Chicago Rockford International offers an alternative arrival point for flights to Chicago from Tulsa.

📍 ~126 km from city center (reachable by car).

💸 Flights from ~$291

O Hare International (ORD)

O Hare International is a major arrival airport for flights to Chicago from Tulsa.

📍 ~25 km from city center (reachable by car, train, and bus).

💸 Flights from ~$177

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers significant carrier presence and is easily accessible from Chicago.

📍 ~135 km from Chicago (reachable by rail or car)

💸 Flights from ~$251

Gerald R. Ford International (GRR)

Cheapest

Gerald R. Ford International provides a robust domestic network with a strong presence of airlines.

📍 ~200 km from Chicago (reachable by car)

💸 Flights from ~$250

Dane County Regional (MSN)

Dane County Regional is a reliable regional hub with efficient operations and good amenities for travelers.

📍 ~200 km from Chicago (reachable by car)

💸 Flights from ~$293

South Bend International (SBN)

South Bend International is the closest alternative airport to the Chicago metro area with rail service.

📍 ~120 km from Chicago (reachable by rail)

💸 Flights from ~$268

Fort Wayne International (FWA)

Fort Wayne International offers multiple cabin classes and solid connectivity for eastern domestic destinations.

📍 ~230 km from Chicago (reachable by car)

💸 Flights from ~$278

Business & First Class Flight Deals to Chicago

46% AI deal score

$652

From TUL

Elite

Oct 07

Chicago, United States

38% AI deal score

$1,026

From TUL

Elite

Oct 29

Chicago, United States

34% AI deal score

$1,699

From TUL

Elite

Aug 06

Chicago, United States

33% AI deal score

$2,311

From TUL

Elite

Jul 30

Chicago, United States

31% AI deal score

$2,901

From TUL

Elite

Sep 11

Chicago, United States

31% AI deal score

$3,413

Frequently Asked Questions About Flights to Chicago

Historically, the best time to purchase tickets for flights from Tulsa to Chicago is typically between 28 and 59 days before departure. During this period, the average price for a ticket is around $388. Prices tend to increase significantly closer to the departure date, with flights booked 0-6 days out averaging $603. Even booking more than 60 days in advance can result in higher prices, averaging $523.

Across the trailing quarter, a good price for a flight from Tulsa to Chicago is considered to be $241 or less. The median price for this route historically stands at $345. Prices can go up significantly, with 75% of tickets costing $784 or less. This threshold is based on pricing data observed over a 90-day period.

Historically, February has offered the cheapest flights from Tulsa to Chicago, with a median price of $166. May also presents good value, with a median price of $241. While September's median price of $297 makes it one of the more affordable months, it also represents the most expensive month when compared to the annual median of $345. These insights are based on pricing data observed over a 270-day period.

Related routes

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