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Cheap flights from Kansas City to Chicago from $70

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 City to Chicago departing on 4/30. 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 City to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:24 pm - 11:09 am
MCI
-
MDW
16h 45m
1 stop
Frontier Logo
6:00 am - 5:29 pm
MDW
-
MCI
11h 29m
1 stop
$239Frontier
Mon, May 18 - Wed, May 27
Multiple Airlines Logo
6:01 pm - 7:21 am
MCI
-
MDW
13h 20m
1 stop
Multiple Airlines Logo
3:27 pm - 10:34 am
MDW
-
MCI
19h 07m
2 stops
$251Multiple Airlines
Wed, Apr 29 - Thu, Apr 30
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
$260Frontier
Mon, Jun 15 - Wed, Jun 24
Frontier Logo
6:24 pm - 10:02 pm
MCI
-
MDW
27h 38m
1 stop
Frontier Logo
6:00 am - 5:29 pm
MDW
-
MCI
11h 29m
1 stop
$271Frontier
Wed, Jun 3 - Mon, Jun 8
Frontier Logo
6:19 pm - 11:12 am
MCI
-
MDW
16h 53m
1 stop
Frontier Logo
6:00 am - 5:24 pm
MDW
-
MCI
11h 24m
1 stop
$276Frontier
Wed, Jul 15 - Sat, Jul 18
Frontier Logo
6:24 pm - 11:04 am
MCI
-
MDW
16h 40m
1 stop
Frontier Logo
6:00 am - 1:49 pm
MDW
-
MCI
31h 49m
2 stops
$278Frontier
Fri, May 29 - Tue, Jun 2
Multiple Airlines Logo
11:53 am - 7:31 pm
MCI
-
MDW
7h 38m
1 stop
Multiple Airlines Logo
9:14 am - 5:06 pm
MDW
-
MCI
7h 52m
1 stop
$281Multiple Airlines
Thu, Apr 30 - Sat, May 2
Southwest Logo
5:25 am - 6:50 am
MCI
-
MDW
1h 25mnonstop
Southwest Logo
12:20 pm - 1:50 pm
MDW
-
MCI
1h 30mnonstop
$285Southwest
Tue, May 5 - Tue, May 12
Frontier Logo
6:19 pm - 11:04 am
MCI
-
MDW
16h 45m
1 stop
Frontier Logo
6:00 am - 5:24 pm
MDW
-
MCI
11h 24m
1 stop
$286Frontier
Fri, Jun 12 - Mon, Jun 15
Frontier Logo
6:24 pm - 11:04 am
MCI
-
MDW
16h 40m
1 stop
Frontier Logo
6:00 am - 5:29 pm
MDW
-
MCI
11h 29m
1 stop
$287Frontier
Fri, May 8 - Wed, May 13

Frontier flights from Kansas City to Chicago Midway Airport

Our best Frontier deals on Kansas City to Chicago Midway Airport flight tickets
Frontier
May 18
MCI6:24 pmKansas City
16h 45m
1 stop
MDW11:09 amChicago Midway
May 27
MDW6:00 amChicago Midway
11h 29m
1 stop
MCI5:29 pmKansas City
$239
Frontier
May 1
MCI11:19 amKansas City
11h 07m
1 stop
MDW10:26 pmChicago Midway
May 3
MDW6:00 amChicago Midway
28h 28m
1 stop
MCI10:28 amKansas City
$251
Frontier
May 5
MCI2:34 pmKansas City
23h 38m
2 stops
MDW2:12 pmChicago Midway
May 13
MDW6:00 amChicago Midway
11h 29m
1 stop
MCI5:29 pmKansas City
$257

Southwest flights from Kansas City to Chicago Midway Airport

Our best Southwest deals on Kansas City to Chicago Midway Airport flight tickets
Southwest
May 5
MCI5:25 amKansas City
1h 25m
MDW6:50 amChicago Midway
May 12
MDW12:20 pmChicago Midway
1h 30m
MCI1:50 pmKansas City
$285
Southwest
Apr 28
MCI6:45 pmKansas City
1h 25m
MDW8:10 pmChicago Midway
May 2
MDW6:00 pmChicago Midway
1h 30m
MCI7:30 pmKansas City
$288
Southwest
May 5
MCI2:10 pmKansas City
3h 00m
1 stop
MDW5:10 pmChicago Midway
May 12
MDW10:05 amChicago Midway
1h 30m
MCI11:35 amKansas City
$291

momondo Fare Finder

 
Customize your flight search to find flights from Kansas City 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 April 9, 2026.
Use the filters below to find and compare flights from Kansas City to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Mon 5/18

6:24 pm-11:09 am

1 stop16h 45m

Chicago Midway

Wed 5/27

6:00 am-5:29 pm

1 stop11h 29m

$239

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Wed 4/29

6:01 pm-7:21 am

1 stop13h 20m

Chicago Midway

Thu 4/30

3:27 pm-10:34 am

2 stops19h 07m

$251

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Mon 6/15

6:16 pm-11:12 am

1 stop16h 56m

Chicago Midway

Wed 6/24

6:00 am-5:21 pm

1 stop11h 21m

$260

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Wed 6/3

6:24 pm-10:02 pm

1 stop27h 38m

Chicago Midway

Mon 6/8

6:00 am-5:29 pm

1 stop11h 29m

$271

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Wed 7/15

6:19 pm-11:12 am

1 stop16h 53m

Chicago Midway

Sat 7/18

6:00 am-5:24 pm

1 stop11h 24m

$276

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 5/29

6:24 pm-11:04 am

1 stop16h 40m

Chicago Midway

Tue 6/2

6:00 am-1:49 pm

2 stops31h 49m

$278

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Thu 4/30

11:53 am-7:31 pm

1 stop7h 38m

Chicago Midway

Sat 5/2

9:14 am-5:06 pm

1 stop7h 52m

$281
Quickest round-trip

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Tue 5/5

5:25 am-6:50 am

Nonstop1h 25m

Chicago Midway

Tue 5/12

12:20 pm-1:50 pm

Nonstop1h 30m

$285

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 6/12

6:19 pm-11:04 am

1 stop16h 45m

Chicago Midway

Mon 6/15

6:00 am-5:24 pm

1 stop11h 24m

$286

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 5/8

6:24 pm-11:04 am

1 stop16h 40m

Chicago Midway

Wed 5/13

6:00 am-5:29 pm

1 stop11h 29m

$287

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 City 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 typical price of a round-trip flight between Kansas City and Chicago Midway Airport?

What is the cheapest month to fly to Chicago Midway Airport?

The month of December is, on average, the cheapest month to fly to Chicago Midway Airport from Kansas City, with most prices found around $292. If you are unable to visit Chicago Midway Airport during the month of December, then departing from Kansas City during the month May is also very affordable. Most momondo users find prices during this month for around $297.

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

According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Kansas City. The lowest ticket price found for a Saturday departure recently was $342. 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, Monday is the most expensive day to depart from Kansas City because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $439.

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

Flying to Chicago Midway Airport from Kansas City in the evening is the least expensive time of day to depart. momondo users have found prices as low as $327 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $415. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Kansas City to Chicago Midway flight route?

Fly from Kansas City to Chicago Midway for the best Kansas City - Chicago Midway flight prices

What cabin class options are available on Kansas City to Chicago Midway flights?

There is only 1 cabin class available to choose from on Kansas City to Chicago Midway 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 Kansas City to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Kansas City to Chicago Midway Airport.

How have Kansas City to Chicago Midway Airport flight prices changed over time?

As of April 2026, prices for Kansas City to Chicago Midway Airport flights are approximately 49% cheaper when compared to flights at the same time last year.

When to book flights from Kansas City to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Kansas City to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Kansas City to Chicago Midway Airport (MCI to MDW) flight deals and tips

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

Best Price Found

$184

Fastest flight time

1h 20m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Kansas City in the past 72 hours is $184. The best round-trip flight deal from Kansas City to Chicago Midway Airport found on momondo in the last 72 hours is $382.
The fastest flight from Kansas City to Chicago Midway Airport takes 1h 20m
Direct flights go from Kansas City to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Kansas City to Chicago Midway Airport

  • How far is Kansas City to Chicago Midway by plane?

    The straight-line distance from Kansas City to Chicago Midway is 404.6 mi. Typically, this will take 1h 20m by plane in normal conditions.

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

    Prices for flights from Kansas City Airport to Chicago Midway Airport are refreshed on a daily basis.

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

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

    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 Kansas City Airport to Chicago Midway Airport.

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

    The necessary travel and health documents for your Chicago Midway Airport 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 Kansas City to Chicago Midway Airport?

  • What is the most popular airline from Kansas City to Chicago Midway Airport?

Best airlines flying from Kansas City to Chicago Midway Airport

Compare and see reviews for airlines that fly from Kansas City to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $223Free CancellationRating
8.0
4,338 reviews
Search Southwest flights

  • Southwest Flights From Kansas City to Chicago Midway Airport

    The lowest priced Southwest flight from Kansas City to Chicago Midway Airport from the last 72 hours was $223. Generally, Southwest has 32 flights on this route every week with an average price of $383. Southwest is rated 8.0/10 by our users.

Traveling to a place near Chicago?

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

Why use momondo?

Why should I use momondo to find a flight deal from Kansas City to Chicago?

It is quick and easy to find Kansas City to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

Yes. momondo allows you to filter the results for Kansas City to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Kansas City to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Kansas City to Chicago.

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

Price alerts on flights to Chicago from Kansas City are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Chicago Midway Airport trip

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