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Cheap Flights from Tulsa (TUL) to Chicago (CHIA)

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Flight deals from Tulsa International to Chicago

Looking for a cheap last-minute deal or the best return flight from Tulsa International Airport to Chicago? If you want to travel next month, return fares start from $253. Find the lowest prices on one-way and return tickets right here.
Chicago.$253 per passenger.Departing Sat, 5 Sep, returning Sun, 6 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Tulsa International on Sat, 5 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sun, 6 Sep, arriving in Tulsa International.Price includes taxes and charges.From $253, select.
Chicago.$253 per passenger.Departing Wed, 21 Oct, returning Sat, 24 Oct.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Tulsa International on Wed, 21 Oct, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 24 Oct, arriving in Tulsa International.Price includes taxes and charges.From $253, select.
Chicago.$253 per passenger.Departing Tue, 18 Aug, returning Tue, 1 Sep.Return flight with United.Outbound direct flight with United departs from Tulsa International on Tue, 18 Aug, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Tue, 1 Sep, arriving in Tulsa International.Price includes taxes and charges.From $253, select.
Chicago.$253 per passenger.Departing Wed, 12 Aug, returning Wed, 12 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Tulsa International on Wed, 12 Aug, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 12 Aug, arriving in Tulsa International.Price includes taxes and charges.From $253, select.
Chicago.$254 per passenger.Departing Thu, 5 Nov, returning Thu, 12 Nov.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Tulsa International on Thu, 5 Nov, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 12 Nov, arriving in Tulsa International.Price includes taxes and charges.From $254, select.
Chicago.$290 per passenger.Departing Wed, 30 Sep, returning Sat, 3 Oct.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Tulsa International on Wed, 30 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 3 Oct, arriving in Tulsa International.Price includes taxes and charges.From $290, select.
Chicago.$318 per passenger.Departing Thu, 14 Jan, returning Thu, 21 Jan.Return flight with Delta.Outbound indirect flight with Delta, departs from Tulsa International on Thu, 14 Jan, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Thu, 21 Jan, arriving in Tulsa International.Price includes taxes and charges.From $318, select.
Chicago.$372 per passenger.Departing Fri, 30 Oct, returning Mon, 2 Nov.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Tulsa International on Fri, 30 Oct, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Mon, 2 Nov, arriving in Tulsa International.Price includes taxes and charges.From $372, select.
Chicago.$404 per passenger.Departing Thu, 14 Jan, returning Thu, 21 Jan.Return flight with United.Outbound direct flight with United departs from Tulsa International on Thu, 14 Jan, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Thu, 21 Jan, arriving in Tulsa International.Price includes taxes and charges.From $404, select.
Chicago.$478 per passenger.Departing Thu, 30 Jul, returning Thu, 6 Aug.Return flight with United.Outbound direct flight with United departs from Tulsa International on Thu, 30 Jul, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Thu, 6 Aug, arriving in Tulsa International.Price includes taxes and charges.From $478, select.
Chicago.$547 per passenger.Departing Thu, 17 Dec, returning Mon, 21 Dec.Return flight with United.Outbound direct flight with United departs from Tulsa International on Thu, 17 Dec, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Mon, 21 Dec, arriving in Tulsa International.Price includes taxes and charges.From $547, select.
Chicago.$671 per passenger.Departing Wed, 22 Jul, returning Wed, 29 Jul.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Tulsa International on Wed, 22 Jul, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 29 Jul, arriving in Tulsa International.Price includes taxes and charges.From $671, select.
Chicago.$701 per passenger.Departing Sun, 18 Apr, returning Thu, 13 May.Return flight with Delta.Outbound indirect flight with Delta, departs from Tulsa International on Sun, 18 Apr, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago O'Hare International on Thu, 13 May, arriving in Tulsa International.Price includes taxes and charges.From $701, select.
Chicago.$773 per passenger.Departing Sun, 18 Apr, returning Thu, 13 May.Return flight with United.Outbound direct flight with United departs from Tulsa International on Sun, 18 Apr, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Thu, 13 May, arriving in Tulsa International.Price includes taxes and charges.From $773, select.

Find the cheapest month to fly from Tulsa International to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Tulsa International to Chicago flights are currently cheapest in August.
Jul
from $671
Aug
from $253
Sep
from $253
Oct
from $253
Nov
from $254
Dec
from $547
Jan
from $318
Feb
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Mar
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Apr
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May
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Jun
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Direct flights from Tulsa International to Chicago

Alternative Tulsa International to Chicago routes

Looking for the cheapest, fastest or easiest route from Tulsa International to Chicago? You could fly into the following airports instead.

Chicago Midway

14km from central Chicago
ClosestCheapest
from $253
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Chicago O'Hare International

25km from central Chicago
Cheapest
from $253
Search flights

Chicago Rockford

127km from central Chicago
Search flights

Tulsa to Chicago: Flight information

The things to know before you go.
Cheapest flight found$253
Cheapest month to flyAugust
Average flight time1 hr, 56 mins
Most popular airlineAmerican Airlines
Average flights per week352

Finding cheap flights from Tulsa International to Chicago: Frequently asked questions

There are 3 airports in Chicago: Chicago Midway, Chicago O'Hare International and Chicago Rockford.
The best price we found for a return flight from Tulsa International to Chicago is $253. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
1 hour and 56 minutes is the average flight time from Tulsa International to Chicago.
American Airlines, United and Republic Airways fly direct from Tulsa International to Chicago.
As of July 2026, there are 352 flights per week flying from Tulsa International to Chicago.
The cheapest month to fly from Tulsa International to Chicago is usually August.
If you're flying from Tulsa International Airport, the cheapest airport near Chicago is Chicago Midway – which is 14.5 km away from the centre of Chicago. We've found flights into this airport from $253.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Tulsa International Airport to Chicago on Wednesday, 12 August 2026.
Yes – the average flight time is 1 hour and 56 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

In July, the average temperature is usually around 22°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Southwest Airlines offers the cheapest flight tickets to Chicago.

Travelling from Tulsa International Airport (TUL) to Chicago: what you need to know

  • Around 2 hours 5 minutes is how long you can expect to be in the air on a direct flight from Tulsa International Airport to Chicago.

  • Tulsa (the location of Tulsa International Airport) and Chicago are in the same timezone — UTC-6.

  • Tulsa International Airport (TUL) to Chicago O'Hare International Airport (ORD) is the most popular route. When booking your flight, you can select from 45 services every week between TUL and ORD.

  • For a relaxed start to your TUL to Chicago flight, allow plenty of time to check in and find your gate. Arriving two hours ahead of international departures and one hour before domestic flights is the general travel rule.

  • During popular months such as June, it's a good idea to get to the airport earlier than usual. Arrive two hours before a domestic departure and four hours ahead of international flights when you fly during high season in general.

  • Begin your journey at TUL and fly straight to Chicago O'Hare International Airport (ORD). That will be your arrival point when searching for Tulsa International Airport to Chicago tickets.

  • Leading airlines that operate direct flights from Tulsa International Airport to Chicago include:

  • Travelling from central Tulsa to TUL takes around 45 minutes by public transport. If you ride-share, drive or get a taxi, you'll cover the 11 kilometres in 20 minutes or so, depending on traffic.

  • Want a leisurely start to your trip? Stay near TUL. Whether you're catching an early flight from Tulsa International Airport to Chicago or want to avoid feeling rushed, these hotels are just the thing:

  • 80% of flights leaving Tulsa International Airport land at their destination on time. Given its strong on-time performance, you're unlikely to be delayed when flying out of TUL.

  • TUL's address is 7777 E. Apache.

How to find the cheapest flights from Tulsa International Airport (TUL) to Chicago

  • $127 is currently the best price for a one-way Tulsa International Airport to Chicago flight. Return plane tickets start at $253. These prices can change depending on demand.

  • Get cheap flights from TUL to Chicago by booking one month ahead. Based on our research, that's the best time for finding the biggest deals.

  • Plan your trip for June. That's the best month for landing a bargain on Tulsa International Airport to Chicago tickets. If you're open to different travel dates, use the 'Whole month' tool to find the cheapest price across every month.

  • Picking up a cheap flight from TUL to Chicago couldn't be easier with Price Alerts. All you need to do is create one of these automatic notifications and we'll let you know as soon as the price has dropped.

  • Tailor your trip with filters. Choose your ideal departure and arrival times, total journey duration and airlines. You can also sort results by 'Best,' 'Cheapest' or 'Fastest' flights from Tulsa International Airport to Chicago.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Chicago O'Hare International Airport (ORD) to the centre of Chicago takes about 30 minutes by car. The centre is roughly 27 kilometres away.

  • It'll take around 45 minutes to get there by public transport.

  • The last thing you need is a long journey to your hotel if you're arriving on a late flight from Tulsa International Airport to Chicago. Check in to one of these accommodation options near ORD instead:

  • To get the best deal, book your vehicle from Chicago O'Hare International Airport about four weeks ahead of your flight from TUL to Chicago.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Once your flight from Tulsa International Airport to Chicago has arrived, you can make your way to the city centre in about 25 minutes by car. Central Chicago is roughly 16 kilometres from Chicago Midway International Airport (MDW).

  • If you're catching public transport, it'll take around 30 minutes.

  • You'll find some comfortable places to park your luggage (and yourself) near MDW. Tuck yourself in and get cosy after your TUL to Chicago flight at any of these well-located options:

  • Get the pick of the lot. Reserving your ride from MDW four weeks in advance often means better prices and a wider selection of vehicles.

  • Chicago Midway International Airport can be found at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Step off your flight from Tulsa International Airport to Chicago and head straight for your hotel or start exploring right away. Central Chicago is around 145 kilometres from Chicago Rockford International Airport (RFD) and usually takes 1 hour 40 minutes to reach by car.

  • If you're using public transport, the journey time is around 2 hours.

  • Enjoy a low-stress, comfortable start to your trip by staying at a hotel near RFD after your TUL to Chicago flight. Unwind after a day of travel or simply take a moment to get your footing in a new city at:

  • Booking a couple of weeks in advance of your flight from Tulsa International Airport to Chicago is always smart. Along with more affordable prices, you'll be able to choose the vehicle make and model you prefer at RFD.

  • Chicago Rockford International Airport can be found at 2 Airport Cir.

Best time to go to Chicago

  • January is the quietest month for flights from Tulsa International Airport to Chicago, while July is the busiest. Figure out the best time to go to Chicago based on whether you like a laid-back vibe or a lively atmosphere.

  • Book a Tulsa International Airport to Chicago plane ticket with a departure in July if you're eager to experience the city during its warmest month. You can expect temperatures to range from 16ºC (61ºF) to 28ºC (82ºF).

  • Look for cheap tickets from TUL to Chicago in January if you'd rather travel when it's cooler. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

More about Chicago

Explore more of the United States

  • Chicago has plenty to offer, but there are so many other corners of the United States you should also see. Around 451 kilometres southeast of Chicago, a visit to Columbus will keep you on the go. Start with popular sights like Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.

  • If you want to check out another corner of the United States, consider Indianapolis, about 257 kilometres southeast of Chicago. Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis are key highlights.

Plan smart, explore more

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Plan the rest of your trip from Tulsa to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.