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154 € Cheap Flights from Tulsa International to Chicago Midway

Compare Tulsa International to Chicago Midway flight deals

Find the cheapest month or even day of the year to fly to Chicago Midway

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Flight deals from Tulsa International to Chicago Midway

Looking for a cheap last-minute deal or the best return flight from Tulsa International Airport to Chicago Midway Airport? If you want to travel next month, return fares start from 154 €. Find the lowest prices on one-way and return tickets right here.
Chicago.154 € 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 154 €, select.
Chicago.154 € 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 154 €, select.
Chicago.155 € 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 155 €, select.
Chicago.155 € per passenger.Departing Mon, 21 Sep, returning Wed, 23 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Tulsa International on Mon, 21 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 23 Sep, arriving in Tulsa International.Price includes taxes and charges.From 155 €, select.
Chicago.183 € 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 183 €, select.
Chicago.227 € 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 227 €, select.
Chicago.286 € per passenger.Departing Fri, 31 Jul, returning Wed, 5 Aug.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Tulsa International on Fri, 31 Jul, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 5 Aug, arriving in Tulsa International.Price includes taxes and charges.From 286 €, select.
Chicago.311 € per passenger.Departing Tue, 24 Nov, returning Thu, 3 Dec.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Tulsa International on Tue, 24 Nov, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Thu, 3 Dec, arriving in Tulsa International.Price includes taxes and charges.From 311 €, select.
Chicago.328 € per passenger.Departing Tue, 22 Dec, returning Sun, 3 Jan.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Tulsa International on Tue, 22 Dec, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sun, 3 Jan, arriving in Tulsa International.Price includes taxes and charges.From 328 €, select.
Chicago.336 € per passenger.Departing Sat, 12 Dec, returning Sat, 19 Dec.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Tulsa International on Sat, 12 Dec, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 19 Dec, arriving in Tulsa International.Price includes taxes and charges.From 336 €, select.
Chicago.410 € 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 410 €, select.
Chicago.553 € 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 Midway.Inbound indirect flight with Delta, departs from Chicago Midway on Thu, 13 May, arriving in Tulsa International.Price includes taxes and charges.From 553 €, select.

Find the cheapest month to fly from Tulsa International to Chicago Midway

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Tulsa International to Chicago Midway flights are currently cheapest in August.
Jul
from 410 €
Aug
from 154 €
Sep
from 155 €
Oct
from 154 €
Nov
from 155 €
Dec
from 336 €
Jan
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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 Midway

Tulsa International to Chicago Midway: Alternative routes

Compare routes from Tulsa International to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago Midway.

Chicago Midway

14km from central Chicago
ClosestCheapest
from 154 €
Search flights

Chicago O'Hare International

25km from central Chicago
Cheapest
from 154 €
Search flights

Chicago Rockford

127km from central Chicago
from 340 €
Search flights

Tulsa to Chicago: Flight information

The things to know before you go.
Cheapest flight found154 €
Cheapest month to flyOctober
Average flight time1 hr, 43 mins
Most popular airlineSouthwest Airlines
Average flights per week17

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

The best price we found for a return flight from Tulsa International to Chicago Midway is 154 €. 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 43 minutes is the average flight time from Tulsa International to Chicago Midway.
Southwest Airlines flies direct from Tulsa International to Chicago Midway.
As of July 2026, there are 17 flights per week flying from Tulsa International to Chicago Midway.
The cheapest month to fly from Tulsa International to Chicago Midway is usually October.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Tulsa International Airport to Chicago Midway Airport on Wednesday, 21 October 2026.
Yes – the average flight time is 1 hour and 43 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 Midway 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.

Currently, Southwest Airlines offers the cheapest flight tickets to Chicago Midway.

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

  • Take a direct flight from Tulsa International Airport to Chicago Midway Airport and you'll be travelling for an average of 1 hour 45 minutes.

  • Tulsa and Chicago are in the UTC-6 timezone. This means you won't need to account for any time differences.

  • Choose from eight weekly Tulsa International Airport to Chicago Midway Airport flights. The 06:35 departure with Southwest Airlines is the earliest you can take. Southwest Airlines operates the latest service of the day at 17:35.

  • Get to the airport on time so you don't miss your TUL to MDW flight. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid the stress of rushing.

  • Be prepared for bigger queues during popular months like June. Arriving up to four hours in advance for international flights and two hours for a domestic departure is a good idea.

  • Southwest Airlines is your gateway to discovering Chicago (and maybe even some other exciting corners of the United States!). Check out the direct flights from Tulsa International Airport to Chicago Midway Airport offered by this popular airline.

  • The majority of passengers choose to travel with Southwest Airlines on this route.

  • Southwest Airlines is a leader in on-time performance for TUL to MDW flights, with 85.19% of services reaching their destination on schedule.

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

  • The lowest price we've found for a one-way Tulsa International Airport to Chicago Midway Airport flight is 77 €. A round-trip ticket is currently 154 €. Depending on the availability and when you book, these fares can change.

  • To secure cheap tickets from TUL to MDW, book your journey one month ahead of your planned departure.

  • June is the cheapest month for flights from Tulsa International Airport to Chicago Midway Airport. If you need to fly at a different time of year, the 'Whole month' tool will show you the lowest prices for every month.

  • You don't need to check every day to find out if fares have gone down when you create a Price Alert. We'll let you know as soon as a special offer becomes available on cheap flights from TUL to MDW.

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

Handy information about Tulsa International Airport (TUL)

  • You'll find TUL at 7777 E. Apache.

  • Tulsa International Airport has an excellent on-time record, so you're unlikely to face delays. Departures from TUL land on schedule 81% of the time.

  • Tulsa International Airport is about 16 kilometres from central Tulsa. If you're driving, ride-sharing or catching a taxi from the centre, it'll take you 20 minutes or so to get there, depending on the traffic.

  • Taking public transport? You can expect a journey time of around 45 minutes.

  • Get your travels off to a relaxed start by staying near TUL. Whether you're boarding an early flight from Tulsa International Airport to Chicago Midway Airport or just don't like being rushed, these stays have you covered:

Arriving at Chicago Midway Airport (MDW)

When to fly to Chicago Midway Airport (MDW)

  • The quietest month for a flight from Tulsa International Airport to Chicago Midway Airport is December, while July is the most popular. Choose the ideal time to go to Chicago based on whether you prefer a laid-back vibe or a more bustling atmosphere.

  • Book your flight from Tulsa International Airport to Chicago Midway Airport for July if you want to go to Chicago during its warmest month. Expect temperatures of between 16ºC (61ºF) and 28ºC (82ºF).

  • Search for cheap tickets from TUL to MDW in January if you'd rather travel during cooler conditions. Temperatures are at their lowest around then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

Explore more of the United States

  • You've visited Chicago, now it's time to discover other parts of the United States. Travel around 451 kilometres south-east to Columbus to tick off its leading sights. From Franklin Park Conservatory and Botanical Gardens to Whetstone Park / Park of Roses and Ohio Theatre, you'll have a packed itinerary ahead.

  • Around 257 kilometres south-east of Chicago, Indianapolis is another favourite stop in the United States. Experience this destination's highlights firsthand at Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.

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.