Cheap flights from Tulsa to Chicago from $121
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 11/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Fly from
Fly to
Route
Depart
Return
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Wed 11/4
5:30 am-7:15 am
Nonstop1h 45m
Chicago Midway
Wed 11/11
8:45 pm-10:45 pm
Nonstop2h 00m
TulsaChicago
TUL Tulsa - ORD Chicago O'Hare Intl
TULORD
Tulsa
Wed 11/4
7:29 pm-9:44 pm
Nonstop2h 15m
Chicago O'Hare Intl
Wed 11/11
8:10 am-10:20 am
Nonstop2h 10m
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Wed 11/4
5:30 am-7:15 am
Nonstop1h 45m
Chicago Midway
Wed 11/11
7:05 am-11:15 am
1 stop4h 10m
TulsaChicago
TUL Tulsa - ORD Chicago O'Hare Intl
TULORD
Tulsa
Wed 11/4
6:45 pm-11:59 pm
1 stop5h 14m
Chicago O'Hare Intl
Wed 11/11
3:00 pm-5:13 pm
Nonstop2h 13m
TulsaChicago
TUL Tulsa - ORD Chicago O'Hare Intl
TULORD
Tulsa
Wed 11/25
7:48 pm-10:00 pm
Nonstop2h 12m
Chicago O'Hare Intl
Fri 11/27
4:56 pm-7:18 pm
Nonstop2h 22m
TulsaChicago
TUL Tulsa - MDW Chicago Midway
TULMDW
Tulsa
Tue 11/17
3:05 pm-4:55 pm
Nonstop1h 50m
Chicago Midway
Thu 11/19
10:25 am-12:25 pm
Nonstop2h 00m
TulsaChicago
TUL Tulsa - ORD Chicago O'Hare Intl
TULORD
Tulsa
Wed 11/4
5:30 pm-11:57 pm
1 stop6h 27m
Chicago O'Hare Intl
Wed 11/11
10:32 am-4:29 pm
1 stop5h 57m
TulsaChicago
TUL Tulsa - ORD Chicago O'Hare Intl
TULORD
Tulsa
Wed 11/4
10:08 am-5:47 pm
1 stop7h 39m
Chicago O'Hare Intl
Wed 11/11
7:05 am-4:29 pm
2 stops9h 24m
TulsaChicago
TUL Tulsa - ORD Chicago O'Hare Intl
TULORD
Tulsa
Tue 1/5
2:30 pm-4:35 pm
Nonstop2h 05m
Chicago O'Hare Intl
Sat 1/9
8:40 am-11:06 am
Nonstop2h 26m
TulsaChicago
TUL Tulsa - ORD Chicago O'Hare Intl
TULORD
Tulsa
Tue 11/24
7:00 am-9:06 am
Nonstop2h 06m
Chicago O'Hare Intl
Fri 11/27
12:45 pm-2:54 pm
Nonstop2h 09m
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 typical price of a round-trip flight between Tulsa and Chicago?
Prices are currently typical for flights on this route.
Typical prices usually range from $195 to $344.The lowest price recently found on this route was $241.
What is the cheapest month to fly to Chicago?
The month of October is, on average, the cheapest month to fly to Chicago from Tulsa, with most prices found around $284. If you’re not able to fly to Chicago in October, then April is your next best option. Flight prices from Tulsa to Chicago during April average around $330.
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 Wednesday when prices can be found for as low as $480. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Tulsa to Chicago for around $702.
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 $507. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $810.
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 from Tulsa 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 $406 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 $310 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 October 2026, prices for Tulsa to Chicago flights are approximately 11% more expensive when compared to flights at the same time last year.
What is the cheapest airline that flies from Tulsa to Chicago?
Southwest, Delta, and United Airlines are the most popular carriers operating from Tulsa to Chicago
What airlines fly to Chicago?
American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Tulsa according to our data. American Airlines is the first choice among our users, with 66% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Tulsa to Chicago on average per day?
The number of flights available between Tulsa and Chicago is 28 per day as of October 2026. The most frequent departure time is 6:00AM, with 52% of daily flights leaving at noon.
How many flights depart from Tulsa to Chicago on average per week?
The number of flights available between Tulsa and Chicago is 196 per week as of October 2026. The most frequent departure day is Mon, with 17% of weekly flights leaving on this day.
When to book flights from Tulsa to Chicago
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
Frequently asked questions about flying from Tulsa to Chicago
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 45m.
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?
As of October 2026, there are 3 operators available to choose from 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?
momondo data reveals that the most frequently booked plane model on the route from Tulsa to Chicago is Embraer 170, representing 17.39% of all bookings. The subsequent popular models are Embraer 175 at 17.02%, Embraer 175 (Enhanced Winglets) at 16.47%, and Canadair (Bombardier) Regional Jet CRJ-550 at 13.23%.
What is the most popular airline from Tulsa to Chicago?
momondo data reveals that the most frequently booked airline on the route from Tulsa to Chicago is American Airlines, representing 44% of all bookings. The subsequent popular airlines are Southwest at 28% and United Airlines at 28%.
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 | ||
|---|---|---|---|---|---|
| PriceFrom $177 | Free Cancellation | Rating 7.4 10,285 reviews | |||
| PriceFrom $196 | Free Cancellation | Rating 7.0 12,128 reviews | |||
| PriceFrom $231 | Free Cancellation | Rating 7.9 4,212 reviews |
Southwest Flights From Tulsa to Chicago
Southwest flight deals from Tulsa to Chicago start from $231 round-trip. Over the 6 Southwest 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.
United Airlines Flights From Tulsa to Chicago
United Airlines (7.4/10 from 10,285 reviews) operates around 23 flights from Tulsa to Chicago in any given week. The average United Airlines airfare for this route is around $384, with deals from around $177 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 locationsWhy 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.