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Cheap flights from Kansas to Chicago from $119

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kansas to Chicago departing on 6/9. 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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Find the cheapest flights from Kansas to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
3:10 pm - 4:55 pm
TUL
-
MDW
1h 45mnonstop
Southwest Logo
9:05 pm - 10:55 pm
MDW
-
TUL
1h 50mnonstop
$237Southwest
Tue, Jun 23 - Tue, Jul 7
Southwest Logo
5:00 am - 6:45 am
TUL
-
MDW
1h 45mnonstop
Southwest Logo
7:00 am - 1:00 pm
MDW
-
TUL
6h 00m
1 stop
$247Southwest
Tue, Jun 23 - Tue, Jul 7
Southwest Logo
5:05 am - 6:45 am
TUL
-
MDW
1h 40mnonstop
Southwest Logo
10:30 am - 12:15 pm
MDW
-
TUL
1h 45mnonstop
$251Southwest
Sat, Sep 5 - Tue, Sep 8
Southwest Logo
3:10 pm - 4:55 pm
TUL
-
MDW
1h 45mnonstop
Southwest Logo
3:10 pm - 10:50 pm
MDW
-
TUL
7h 40m
2 stops
$252Southwest
Tue, Jun 23 - Tue, Jul 7
Delta Logo
4:43 pm - 10:15 pm
TUL
-
MDW
5h 32m
1 stop
Delta Logo
12:41 pm - 6:04 pm
MDW
-
TUL
5h 23m
1 stop
$257Delta
Tue, Jul 14 - Tue, Jul 21
Southwest Logo
10:05 am - 5:35 pm
TUL
-
MDW
7h 30m
1 stop
Southwest Logo
10:30 am - 12:15 pm
MDW
-
TUL
1h 45mnonstop
$261Southwest
Sat, Sep 5 - Tue, Sep 8
Delta Logo
4:10 pm - 9:46 pm
TUL
-
MDW
5h 36m
1 stop
Delta Logo
6:00 am - 11:34 am
MDW
-
TUL
5h 34m
1 stop
$271Delta
Sat, Sep 5 - Wed, Sep 9
Frontier Logo
6:16 pm - 10:11 pm
MCI
-
MDW
27h 55m
1 stop
Frontier Logo
6:00 am - 5:21 pm
MDW
-
MCI
11h 21m
1 stop
$302Frontier
Wed, Jun 10 - Wed, Jun 17
Frontier Logo
6:16 pm - 11:12 am
MCI
-
MDW
16h 56m
1 stop
Frontier Logo
6:00 am - 5:21 pm
MDW
-
MCI
11h 21m
1 stop
$306Frontier
Sat, Jun 27 - Wed, Jul 1
Multiple Airlines Logo
6:16 pm - 11:07 am
MCI
-
MDW
16h 51m
1 stop
Multiple Airlines Logo
6:00 am - 9:50 am
MDW
-
MCI
27h 50m
2 stops
$310Multiple Airlines
Mon, Jul 6 - Thu, Jul 9

Frontier flights from Kansas to Chicago Midway Airport

Our best Frontier deals on Kansas to Chicago Midway Airport flight tickets
Frontier
Jun 10
MCI6:16 pmKansas City
27h 55m
1 stop
MDW10:11 pmChicago Midway
Jun 17
MDW6:00 amChicago Midway
11h 21m
1 stop
MCI5:21 pmKansas City
$302
Frontier
Jun 27
MCI6:16 pmKansas City
16h 56m
1 stop
MDW11:12 amChicago Midway
Jul 1
MDW6:00 amChicago Midway
11h 21m
1 stop
MCI5:21 pmKansas City
$306
Frontier
Jun 27
MCI6:16 pmKansas City
16h 56m
1 stop
MDW11:12 amChicago Midway
Jun 30
MDW12:27 pmChicago Midway
28h 54m
1 stop
MCI5:21 pmKansas City
$307

Southwest flights from Kansas to Chicago Midway Airport

Our best Southwest deals on Kansas to Chicago Midway Airport flight tickets
Southwest
Jun 23
TUL3:10 pmTulsa
1h 45m
MDW4:55 pmChicago Midway
Jul 7
MDW9:05 pmChicago Midway
1h 50m
TUL10:55 pmTulsa
$237
Southwest
Jun 23
TUL5:00 amTulsa
1h 45m
MDW6:45 amChicago Midway
Jul 7
MDW7:00 amChicago Midway
6h 00m
1 stop
TUL1:00 pmTulsa
$247
Southwest
Sep 5
TUL5:05 amTulsa
1h 40m
MDW6:45 amChicago Midway
Sep 8
MDW10:30 amChicago Midway
1h 45m
TUL12:15 pmTulsa
$251

momondo Fare Finder

 
Customize your flight search to find flights from Kansas to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated May 17, 2026.
Use the filters below to find and compare flights from Kansas to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Tue 6/23

3:10 pm-4:55 pm

Nonstop1h 45m

Chicago Midway

Tue 7/7

9:05 pm-10:55 pm

Nonstop1h 50m

$237

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Tue 6/23

5:00 am-6:45 am

Nonstop1h 45m

Chicago Midway

Tue 7/7

7:00 am-1:00 pm

1 stop6h 00m

$247
Quickest round-trip

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Sat 9/5

5:05 am-6:45 am

Nonstop1h 40m

Chicago Midway

Tue 9/8

10:30 am-12:15 pm

Nonstop1h 45m

$251

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Tue 6/23

3:10 pm-4:55 pm

Nonstop1h 45m

Chicago Midway

Tue 7/7

3:10 pm-10:50 pm

2 stops7h 40m

$252

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Tue 7/14

4:43 pm-10:15 pm

1 stop5h 32m

Chicago Midway

Tue 7/21

12:41 pm-6:04 pm

1 stop5h 23m

$257

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Sat 9/5

10:05 am-5:35 pm

1 stop7h 30m

Chicago Midway

Tue 9/8

10:30 am-12:15 pm

Nonstop1h 45m

$261

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Sat 9/5

4:10 pm-9:46 pm

1 stop5h 36m

Chicago Midway

Wed 9/9

6:00 am-11:34 am

1 stop5h 34m

$271

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Wed 6/10

6:16 pm-10:11 pm

1 stop27h 55m

Chicago Midway

Wed 6/17

6:00 am-5:21 pm

1 stop11h 21m

$302

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Sat 6/27

6:16 pm-11:12 am

1 stop16h 56m

Chicago Midway

Wed 7/1

6:00 am-5:21 pm

1 stop11h 21m

$306

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Mon 7/6

6:16 pm-11:07 am

1 stop16h 51m

Chicago Midway

Thu 7/9

6:00 am-9:50 am

2 stops27h 50m

$310

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Kansas to Chicago Midway Airport

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 cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Kansas. The lowest ticket price found for a Wednesday departure recently was $402. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Saturday is the most expensive day to depart from Kansas because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $488.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Kansas at noon is the least expensive time of day to depart. momondo users have found prices as low as $414 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $468. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Kansas to Chicago Midway flight route?

Fly from Wichita Eisenhower National to Chicago Midway for the best Kansas - Chicago Midway flight prices

Can stopping save me money on Kansas to Chicago Midway Airport flights?

You could potentially save up to 13% on your flight if you consider stops on a Kansas to Chicago Midway Airport flight.

Cheap Kansas to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Kansas to Chicago Midway Airport

Best Price Found

$234

Fastest flight time

1h 20m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Kansas in the past 72 hours is $234. The best round-trip flight deal from Kansas to Chicago Midway Airport found on momondo in the last 72 hours is $383.
The fastest flight from Kansas to Chicago Midway Airport takes 1h 20m
Direct flights go from Kansas to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Kansas to Chicago Midway Airport

  • When did momondo last update prices for flights from Kansas to Chicago Midway Airport?

    Prices for flights from Kansas to Chicago Midway Airport are updated daily.

  • How many operators does momondo search for flights from Kansas to Chicago Midway Airport?

  • How old do you have to be to fly from Kansas to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Kansas to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Kansas to Chicago Midway Airport?

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Kansas 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 Kansas to Chicago for you.

Can I find flights from Kansas to Chicago with flexible booking policies on momondo?

Flights from Kansas 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 Kansas to Chicago?

Once all potential Kansas to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Kansas to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Kansas. 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.

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