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Cheap flights from Kansas City to Chicago from $55

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 1/7. 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

Enter your travel dates to find the best prices.
Frontier Logo
9:21 pm - 11:25 pm
MCI
-
MDW
26h 04m2 stops
Frontier Logo
12:25 pm - 8:09 pm
MDW
-
MCI
7h 44m1 stop
$231Frontier
Thu, Feb 12 - Sun, Feb 15
Southwest Logo
10:55 am - 4:40 pm
MCI
-
MDW
5h 45m1 stop
Southwest Logo
8:25 am - 10:05 am
MDW
-
MCI
1h 40mnonstop
$232Southwest
Fri, Jan 23 - Mon, Jan 26
Delta Logo
6:15 am - 12:48 pm
MCI
-
MDW
6h 33m2 stops
Delta Logo
7:16 pm - 11:27 pm
MDW
-
MCI
4h 11m1 stop
$237Delta
Fri, Jan 16 - Mon, Jan 19
Delta Logo
6:15 am - 1:09 pm
MCI
-
MDW
6h 54m1 stop
Delta Logo
7:16 pm - 11:27 pm
MDW
-
MCI
4h 11m1 stop
$239Delta
Fri, Jan 16 - Mon, Jan 19
Southwest Logo
1:35 pm - 5:10 pm
MCI
-
MDW
3h 35m1 stop
Southwest Logo
8:10 am - 9:45 am
MDW
-
MCI
1h 35mnonstop
$241Southwest
Wed, Dec 31 - Thu, Jan 1
Delta Logo
4:00 pm - 10:07 pm
MCI
-
MDW
6h 07m1 stop
Delta Logo
6:00 am - 12:17 pm
MDW
-
MCI
6h 17m1 stop
$242Delta
Fri, Jan 16 - Mon, Jan 19
Frontier Logo
8:46 pm - 11:25 pm
MCI
-
MDW
26h 39m2 stops
Frontier Logo
12:25 pm - 8:09 pm
MDW
-
MCI
7h 44m1 stop
$243Frontier
Fri, Feb 13 - Sun, Feb 15
Delta Logo
2:13 pm - 6:00 pm
MCI
-
MDW
3h 47m1 stop
Delta Logo
9:34 am - 1:28 pm
MDW
-
MCI
3h 54m1 stop
$251Delta
Tue, Dec 16 - Wed, Dec 17
Delta Logo
6:30 am - 6:36 pm
MCI
-
MDW
12h 06m2 stops
Delta Logo
1:26 pm - 11:51 pm
MDW
-
MCI
10h 25m2 stops
$252Delta
Fri, Jan 23 - Mon, Jan 26
Delta Logo
6:30 am - 12:46 pm
MCI
-
MDW
6h 16m1 stop
Delta Logo
6:40 pm - 11:54 pm
MDW
-
MCI
5h 14m1 stop
$253Delta
Sat, Feb 14 - Mon, Feb 16

Frontier flights from Kansas City to Chicago Midway Airport

Our best Frontier deals on Kansas City to Chicago Midway Airport flight tickets
Frontier
Feb 12
MCI9:21 pmKansas City
26h 04m
2 stops
MDW11:25 pmChicago Midway
Feb 15
MDW12:25 pmChicago Midway
7h 44m
1 stop
MCI8:09 pmKansas City
$231
Find similar
Frontier
Dec 12
MCI12:13 pmKansas City
9h 59m
1 stop
MDW10:12 pmChicago Midway
Dec 14
MDW12:18 pmChicago Midway
7h 32m
1 stop
MCI7:50 pmKansas City
$242
Find similar
Frontier
Feb 13
MCI8:46 pmKansas City
26h 39m
2 stops
MDW11:25 pmChicago Midway
Feb 15
MDW12:25 pmChicago Midway
7h 44m
1 stop
MCI8:09 pmKansas City
$243
Find similar

Southwest flights from Kansas City to Chicago Midway Airport

Our best Southwest deals on Kansas City to Chicago Midway Airport flight tickets
Southwest
Jan 23
MCI10:55 amKansas City
5h 45m
1 stop
MDW4:40 pmChicago Midway
Jan 26
MDW8:25 amChicago Midway
1h 40m
MCI10:05 amKansas City
$232
Find similar
Southwest
Jan 3
MCI5:30 amKansas City
1h 25m
MDW6:55 amChicago Midway
Jan 10
MDW2:30 pmChicago Midway
1h 30m
MCI4:00 pmKansas City
$239
Find similar
Southwest
Dec 31
MCI1:35 pmKansas City
3h 35m
1 stop
MDW5:10 pmChicago Midway
Jan 1
MDW8:10 amChicago Midway
1h 35m
MCI9:45 amKansas City
$241
Find similar

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 December 4, 2025.
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

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Thu 2/12

9:21 pm-11:25 pm

2 stops26h 04m

Chicago Midway

Sun 2/15

12:25 pm-8:09 pm

1 stop7h 44m

$231

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 1/23

10:55 am-4:40 pm

1 stop5h 45m

Chicago Midway

Mon 1/26

8:25 am-10:05 am

Nonstop1h 40m

$232

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 1/16

6:15 am-12:48 pm

2 stops6h 33m

Chicago Midway

Mon 1/19

7:16 pm-11:27 pm

1 stop4h 11m

$237

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 1/16

6:15 am-1:09 pm

1 stop6h 54m

Chicago Midway

Mon 1/19

7:16 pm-11:27 pm

1 stop4h 11m

$239

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Wed 12/31

1:35 pm-5:10 pm

1 stop3h 35m

Chicago Midway

Thu 1/1

8:10 am-9:45 am

Nonstop1h 35m

$241

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 1/16

4:00 pm-10:07 pm

1 stop6h 07m

Chicago Midway

Mon 1/19

6:00 am-12:17 pm

1 stop6h 17m

$242

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 2/13

8:46 pm-11:25 pm

2 stops26h 39m

Chicago Midway

Sun 2/15

12:25 pm-8:09 pm

1 stop7h 44m

$243

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Tue 12/16

2:13 pm-6:00 pm

1 stop3h 47m

Chicago Midway

Wed 12/17

9:34 am-1:28 pm

1 stop3h 54m

$251

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 1/23

6:30 am-6:36 pm

2 stops12h 06m

Chicago Midway

Mon 1/26

1:26 pm-11:51 pm

2 stops10h 25m

$252

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Sat 2/14

6:30 am-12:46 pm

1 stop6h 16m

Chicago Midway

Mon 2/16

6:40 pm-11:54 pm

1 stop5h 14m

$253

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 cheapest month to fly to Chicago Midway Airport?

The month of April is, on average, the cheapest month to fly to Chicago Midway Airport from Kansas City, with most prices found around $253. If you are unable to visit Chicago Midway Airport during the month of April, then departing from Kansas City during the month May is also very affordable. Most momondo users find prices during this month for around $273.

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

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Kansas City. The lowest ticket price found for a Tuesday departure recently was $353. 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, Sunday 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 $423.

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 $321 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $398. 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?

You could potentially save up to 53% on your flight if you consider stops on a Kansas City to Chicago Midway Airport flight.

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

$193

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 $193. The best round-trip flight deal from Kansas City to Chicago Midway Airport found on momondo in the last 72 hours is $329.
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

  • 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 25m 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 $219Free CancellationRating
8.0
4,250 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 $219. Generally, Southwest has 30 flights on this route every week with an average price of $348. 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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New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
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 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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