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Cheap flights from Kansas City to Chicago from $105

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 11/17. 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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Frontier Logo
11:12 am - 6:39 pmMCI-MDW
7h 27m1 stop
Frontier Logo
12:30 pm - 7:33 pmMDW-MCI
7h 03m1 stop
$171Frontier
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Fri, Nov 7 - Mon, Nov 10
Frontier Logo
11:12 am - 10:03 pmMCI-MDW
10h 51m1 stop
Frontier Logo
2:06 pm - 10:17 amMDW-MCI
20h 11m1 stop
$175Frontier
Find Deal
Thu, Nov 6 - Wed, Nov 12
Multiple Airlines Logo
8:28 pm - 11:30 amMCI-MDW
15h 02m1 stop
Multiple Airlines Logo
9:27 am - 12:28 pmMDW-MCI
27h 01m1 stop
$176Multiple Airlines
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Sat, Nov 15 - Mon, Nov 17
Frontier Logo
8:28 pm - 11:30 amMCI-MDW
15h 02m1 stop
Frontier Logo
6:06 pm - 10:17 amMDW-MCI
16h 11m2 stops
$179Frontier
Find Deal
Thu, Nov 13 - Sun, Nov 16
Multiple Airlines Logo
6:49 pm - 11:30 amMCI-MDW
16h 41m1 stop
Multiple Airlines Logo
6:26 pm - 12:28 pmMDW-MCI
18h 02m2 stops
$180Multiple Airlines
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Wed, Nov 5 - Tue, Nov 11
Multiple Airlines Logo
11:12 am - 6:39 pmMCI-MDW
7h 27m1 stop
Multiple Airlines Logo
6:26 pm - 12:28 pmMDW-MCI
18h 02m2 stops
$183Multiple Airlines
Find Deal
Mon, Nov 10 - Tue, Nov 11
Frontier Logo
11:12 am - 6:39 pmMCI-MDW
7h 27m1 stop
Frontier Logo
12:30 pm - 7:38 pmMDW-MCI
7h 08m1 stop
$184Frontier
Find Deal
Mon, Nov 3 - Thu, Nov 6
Southwest Logo
6:15 pm - 7:40 pmMCI-MDW
1h 25mnonstop
Southwest Logo
5:40 am - 7:10 amMDW-MCI
1h 30mnonstop
$219Southwest
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Sat, Nov 22 - Mon, Nov 24
Southwest Logo
7:45 am - 12:45 pmMCI-MDW
5h 00m1 stop
Southwest Logo
7:00 pm - 11:40 pmMDW-MCI
4h 40m1 stop
$227Southwest
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Mon, Nov 24 - Mon, Nov 24
Delta Logo
2:13 pm - 6:00 pmMCI-MDW
3h 47m1 stop
Delta Logo
7:02 pm - 11:10 pmMDW-MCI
4h 08m1 stop
$251Delta
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Tue, Dec 2 - Sat, Dec 13

Delta flights from Kansas City to Chicago Midway Airport

Our best Delta deals on Kansas City to Chicago Midway Airport flight tickets
Delta
Dec 2
MCI2:13 pmKansas City
3h 47m
1 stop
MDW6:00 pmChicago Midway
Dec 13
MDW7:02 pmChicago Midway
4h 08m
1 stop
MCI11:10 pmKansas City
$251
Find similar
Delta
Oct 29
MCI6:15 amKansas City
6h 13m
1 stop
MDW12:28 pmChicago Midway
Nov 1
MDW11:10 amChicago Midway
5h 56m
1 stop
MCI5:06 pmKansas City
$431
Find similar

Frontier flights from Kansas City to Chicago Midway Airport

Our best Frontier deals on Kansas City to Chicago Midway Airport flight tickets
Frontier
Nov 7
MCI11:12 amKansas City
7h 27m
1 stop
MDW6:39 pmChicago Midway
Nov 10
MDW12:30 pmChicago Midway
7h 03m
1 stop
MCI7:33 pmKansas City
$171
Find similar
Frontier
Nov 6
MCI11:12 amKansas City
10h 51m
1 stop
MDW10:03 pmChicago Midway
Nov 12
MDW2:06 pmChicago Midway
20h 11m
1 stop
MCI10:17 amKansas City
$175
Find similar
Frontier
Nov 13
MCI8:28 pmKansas City
15h 02m
1 stop
MDW11:30 amChicago Midway
Nov 16
MDW6:06 pmChicago Midway
16h 11m
2 stops
MCI10:17 amKansas City
$179
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 October 16, 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

Fri 11/7

11:12 am-6:39 pm

1 stop7h 27m

Chicago Midway

Mon 11/10

12:30 pm-7:33 pm

1 stop7h 03m

$171

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Thu 11/6

11:12 am-10:03 pm

1 stop10h 51m

Chicago Midway

Wed 11/12

2:06 pm-10:17 am

1 stop20h 11m

$175

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Sat 11/15

8:28 pm-11:30 am

1 stop15h 02m

Chicago Midway

Mon 11/17

9:27 am-12:28 pm

1 stop27h 01m

$176

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Thu 11/13

8:28 pm-11:30 am

1 stop15h 02m

Chicago Midway

Sun 11/16

6:06 pm-10:17 am

2 stops16h 11m

$179

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Wed 11/5

6:49 pm-11:30 am

1 stop16h 41m

Chicago Midway

Tue 11/11

6:26 pm-12:28 pm

2 stops18h 02m

$180

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Mon 11/10

11:12 am-6:39 pm

1 stop7h 27m

Chicago Midway

Tue 11/11

6:26 pm-12:28 pm

2 stops18h 02m

$183

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Mon 11/3

11:12 am-6:39 pm

1 stop7h 27m

Chicago Midway

Thu 11/6

12:30 pm-7:38 pm

1 stop7h 08m

$184

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Sat 11/22

6:15 pm-7:40 pm

Nonstop1h 25m

Chicago Midway

Mon 11/24

5:40 am-7:10 am

Nonstop1h 30m

$219

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Mon 11/24

7:45 am-12:45 pm

1 stop5h 00m

Chicago Midway

Mon 11/24

7:00 pm-11:40 pm

1 stop4h 40m

$227

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Tue 12/2

2:13 pm-6:00 pm

1 stop3h 47m

Chicago Midway

Sat 12/13

7:02 pm-11:10 pm

1 stop4h 08m

$251

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 January is also very affordable. Most momondo users find prices during this month for around $274.

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 $357. 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 $413.

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 $337 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $396. 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.

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

$218

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 $218. The best round-trip flight deal from Kansas City to Chicago Midway Airport found on momondo in the last 72 hours is $324.
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 $217Free CancellationRating
8.0
4,241 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 $217. Generally, Southwest has 36 flights on this route every week with an average price of $346. 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
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
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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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