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Cheap flights from Kansas to Chicago from $53

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 9/6. 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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Cheap round-trip flights

Southwest Logo
6:00 pm - 7:25 pmMCI-MDW
1h 25mnonstop
Southwest Logo
8:30 pm - 10:00 pmMDW-MCI
1h 30mnonstop
$105Southwest
Find Deal
Wed, Sep 3 - Wed, Sep 10
Southwest Logo
6:00 pm - 7:25 pmMCI-MDW
1h 25mnonstop
Southwest Logo
7:50 am - 9:15 amMDW-MCI
1h 25mnonstop
$122Southwest
Find Deal
Wed, Sep 3 - Thu, Sep 4
Southwest Logo
9:05 am - 10:50 amTUL-MDW
1h 45mnonstop
Southwest Logo
4:50 pm - 6:40 pmMDW-TUL
1h 50mnonstop
$123Southwest
Find Deal
Tue, Sep 2 - Tue, Sep 9
Southwest Logo
12:30 pm - 1:55 pmMCI-MDW
1h 25mnonstop
Southwest Logo
10:05 am - 2:20 pmMDW-MCI
4h 15m1 stop
$132Southwest
Find Deal
Fri, Jan 9 - Tue, Jan 13
Delta Logo
6:00 am - 11:34 amMCI-MDW
5h 34m1 stop
Delta Logo
7:17 pm - 11:05 pmMDW-MCI
3h 48m1 stop
$177Delta
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Sun, Aug 31 - Wed, Sep 3
Frontier Logo
4:30 pm - 1:44 pmMCI-MDW
21h 14m1 stop
Frontier Logo
4:29 pm - 7:02 pmMDW-MCI
26h 33m1 stop
$195Frontier
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Sat, Nov 1 - Sun, Nov 2
Delta Logo
7:30 am - 1:08 pmICT-MDW
5h 38m1 stop
Delta Logo
9:20 am - 3:04 pmMDW-ICT
5h 44m1 stop
$197Delta
Find Deal
Sat, Oct 25 - Tue, Nov 4
Delta Logo
4:31 pm - 9:36 pmTUL-MDW
5h 05m1 stop
Delta Logo
6:00 am - 11:56 amMDW-TUL
5h 56m1 stop
$197Delta
Find Deal
Mon, Sep 29 - Wed, Oct 1
Frontier Logo
6:02 pm - 12:24 amMCI-MDW
6h 22m1 stop
Frontier Logo
6:20 am - 4:20 pmMDW-MCI
10h 00m1 stop
$198Frontier
Find Deal
Fri, Aug 29 - Thu, Sep 4
Frontier Logo
8:33 pm - 8:36 pmMCI-MDW
24h 03m1 stop
Frontier Logo
6:00 am - 2:10 pmMDW-MCI
8h 10m1 stop
$205Frontier
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Thu, Dec 4 - Sun, Dec 7

Delta flights from Kansas to Chicago Midway Airport

Our best Delta deals on Kansas to Chicago Midway Airport flight tickets
Delta
Aug 31
MCI6:00 amKansas City
5h 34m
1 stop
MDW11:34 amChicago Midway
Sep 3
MDW7:17 pmChicago Midway
3h 48m
1 stop
MCI11:05 pmKansas City
$177
Find similar
Delta
Sep 29
TUL4:31 pmTulsa
5h 05m
1 stop
MDW9:36 pmChicago Midway
Oct 1
MDW6:00 amChicago Midway
5h 56m
1 stop
TUL11:56 amTulsa
$197
Find similar
Delta
Oct 25
ICT7:30 amWichita Eisenhower National
10h 55m
2 stops
MDW6:25 pmChicago Midway
Nov 1
MDW3:00 pmChicago Midway
4h 58m
1 stop
ICT7:58 pmWichita Eisenhower National
$202
Find similar

Southwest flights from Kansas to Chicago Midway Airport

Our best Southwest deals on Kansas to Chicago Midway Airport flight tickets
Southwest
Sep 3
MCI6:00 pmKansas City
1h 25m
MDW7:25 pmChicago Midway
Sep 10
MDW8:30 pmChicago Midway
1h 30m
MCI10:00 pmKansas City
$105
Find similar
Southwest
Sep 3
MCI6:00 pmKansas City
1h 25m
MDW7:25 pmChicago Midway
Sep 4
MDW7:50 amChicago Midway
1h 25m
MCI9:15 amKansas City
$122
Find similar
Southwest
Sep 2
TUL9:05 amTulsa
1h 45m
MDW10:50 amChicago Midway
Sep 9
MDW4:50 pmChicago Midway
1h 50m
TUL6:40 pmTulsa
$123
Find similar

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 August 7, 2025.
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

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Wed 9/3

6:00 pm-7:25 pm

Nonstop1h 25m

Chicago Midway

Wed 9/10

8:30 pm-10:00 pm

Nonstop1h 30m

$105

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Wed 9/3

6:00 pm-7:25 pm

Nonstop1h 25m

Chicago Midway

Thu 9/4

7:50 am-9:15 am

Nonstop1h 25m

$122

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Tue 9/2

9:05 am-10:50 am

Nonstop1h 45m

Chicago Midway

Tue 9/9

4:50 pm-6:40 pm

Nonstop1h 50m

$123

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 1/9

12:30 pm-1:55 pm

Nonstop1h 25m

Chicago Midway

Tue 1/13

10:05 am-2:20 pm

1 stop4h 15m

$132

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Sun 8/31

6:00 am-11:34 am

1 stop5h 34m

Chicago Midway

Wed 9/3

7:17 pm-11:05 pm

1 stop3h 48m

$177

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Sat 11/1

4:30 pm-1:44 pm

1 stop21h 14m

Chicago Midway

Sun 11/2

4:29 pm-7:02 pm

1 stop26h 33m

$195

WichitaChicago

ICT - MDW

ICTMDW

Wichita Eisenhower National

Sat 10/25

7:30 am-1:08 pm

1 stop5h 38m

Chicago Midway

Tue 11/4

9:20 am-3:04 pm

1 stop5h 44m

$197

TulsaChicago

TUL - MDW

TULMDW

Tulsa

Mon 9/29

4:31 pm-9:36 pm

1 stop5h 05m

Chicago Midway

Wed 10/1

6:00 am-11:56 am

1 stop5h 56m

$197

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 8/29

6:02 pm-12:24 am

1 stop6h 22m

Chicago Midway

Thu 9/4

6:20 am-4:20 pm

1 stop10h 00m

$198

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Thu 12/4

8:33 pm-8:36 pm

1 stop24h 03m

Chicago Midway

Sun 12/7

6:00 am-2:10 pm

1 stop8h 10m

$205

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 $258. 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, Thursday 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 $362.

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

Flying to Chicago Midway Airport from Kansas in the morning is the least expensive time of day to depart. momondo users have found prices as low as $314 when looking at flights departing in the morning. Try not to purchase tickets in the afternoon because they tend to be around $368. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

$53

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 $53. The best round-trip flight deal from Kansas to Chicago Midway Airport found on momondo in the last 72 hours is $105.
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

  • 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.

Best airlines flying from Kansas to Chicago Midway Airport

Compare and see reviews for airlines that fly from Kansas to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $258Free CancellationRating
8.0
4,247 reviews
Search Southwest flights

Traveling to a place near Chicago?

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