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Cheap flights from Kansas City to Chicago from $101

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 10/24. 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

Frontier Logo
11:12 am - 10:03 pmMCI-MDW
10h 51m1 stop
Frontier Logo
6:06 pm - 10:17 amMDW-MCI
16h 11m2 stops
$174Frontier
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Thu, Nov 13 - Sun, Nov 16
Frontier Logo
11:12 am - 10:03 pmMCI-MDW
10h 51m1 stop
Frontier Logo
2:05 pm - 10:17 amMDW-MCI
20h 12m2 stops
$175Frontier
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Thu, Nov 6 - Sat, Nov 8
Frontier Logo
11:12 am - 6:39 pmMCI-MDW
7h 27m1 stop
Frontier Logo
6:15 am - 10:17 amMDW-MCI
28h 02m1 stop
$176Frontier
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Thu, Nov 6 - Sun, Nov 9
Delta Logo
6:37 am - 12:28 pmMCI-MDW
5h 51m1 stop
Delta Logo
7:15 pm - 11:05 pmMDW-MCI
3h 50m1 stop
$177Delta
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Tue, Sep 30 - Sat, Oct 4
Delta Logo
6:29 am - 12:34 pmMCI-MDW
6h 05m1 stop
Delta Logo
7:02 pm - 11:23 pmMDW-MCI
4h 21m1 stop
$179Delta
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Wed, Nov 12 - Sat, Nov 15
Southwest Logo
1:30 pm - 6:55 pmMCI-MDW
5h 25m1 stop
Southwest Logo
2:45 pm - 4:15 pmMDW-MCI
1h 30mnonstop
$180Southwest
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Thu, Nov 6 - Sat, Nov 8
Southwest Logo
4:50 pm - 6:15 pmMCI-MDW
1h 25mnonstop
Southwest Logo
8:10 am - 9:45 amMDW-MCI
1h 35mnonstop
$181Southwest
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Fri, Oct 31 - Mon, Nov 3
Frontier Logo
11:29 am - 6:39 pmMCI-MDW
7h 10m1 stop
Frontier Logo
12:30 pm - 7:33 pmMDW-MCI
7h 03m1 stop
$184Frontier
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Thu, Oct 30 - Fri, Oct 31
Logo
5:39 pm - 11:41 pmMCI-MDW
6h 02m1 stop
Logo
6:30 am - 9:58 amMDW-MCI
27h 28m2 stops
$195
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Fri, Oct 3 - Sun, Oct 5
Logo
5:15 pm - 11:41 pmMCI-MDW
6h 26m1 stop
Logo
9:47 pm - 11:07 pmMDW-MCI
25h 20m2 stops
$211
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Thu, Oct 2 - Fri, Oct 3

Southwest flights from Kansas City to Chicago Midway Airport

Our best Southwest deals on Kansas City to Chicago Midway Airport flight tickets
Southwest
Nov 6
MCI1:30 pmKansas City
5h 25m
1 stop
MDW6:55 pmChicago Midway
Nov 8
MDW2:45 pmChicago Midway
1h 30m
MCI4:15 pmKansas City
$180
Find similar
Southwest
Oct 31
MCI4:50 pmKansas City
1h 25m
MDW6:15 pmChicago Midway
Nov 3
MDW8:10 amChicago Midway
1h 35m
MCI9:45 amKansas City
$181
Find similar
Southwest
Nov 6
MCI5:40 amKansas City
1h 25m
MDW7:05 amChicago Midway
Nov 8
MDW2:45 pmChicago Midway
1h 30m
MCI4:15 pmKansas City
$186
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Delta flights from Kansas City to Chicago Midway Airport

Our best Delta deals on Kansas City to Chicago Midway Airport flight tickets
Delta
Sep 30
MCI6:37 amKansas City
5h 51m
1 stop
MDW12:28 pmChicago Midway
Oct 4
MDW7:15 pmChicago Midway
3h 50m
1 stop
MCI11:05 pmKansas City
$177
Find similar
Delta
Nov 12
MCI6:29 amKansas City
6h 05m
1 stop
MDW12:34 pmChicago Midway
Nov 15
MDW7:02 pmChicago Midway
4h 21m
1 stop
MCI11:23 pmKansas City
$179
Find similar
Delta
Sep 30
MCI2:00 pmKansas City
4h 35m
1 stop
MDW6:35 pmChicago Midway
Oct 1
MDW9:35 amChicago Midway
3h 40m
1 stop
MCI1:15 pmKansas City
$241
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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 September 11, 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 11/13

11:12 am-10:03 pm

1 stop10h 51m

Chicago Midway

Sun 11/16

6:06 pm-10:17 am

2 stops16h 11m

$174

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Thu 11/6

11:12 am-10:03 pm

1 stop10h 51m

Chicago Midway

Sat 11/8

2:05 pm-10:17 am

2 stops20h 12m

$175

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Thu 11/6

11:12 am-6:39 pm

1 stop7h 27m

Chicago Midway

Sun 11/9

6:15 am-10:17 am

1 stop28h 02m

$176

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Tue 9/30

6:37 am-12:28 pm

1 stop5h 51m

Chicago Midway

Sat 10/4

7:15 pm-11:05 pm

1 stop3h 50m

$177

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Wed 11/12

6:29 am-12:34 pm

1 stop6h 05m

Chicago Midway

Sat 11/15

7:02 pm-11:23 pm

1 stop4h 21m

$179

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Thu 11/6

1:30 pm-6:55 pm

1 stop5h 25m

Chicago Midway

Sat 11/8

2:45 pm-4:15 pm

Nonstop1h 30m

$180

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 10/31

4:50 pm-6:15 pm

Nonstop1h 25m

Chicago Midway

Mon 11/3

8:10 am-9:45 am

Nonstop1h 35m

$181

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Thu 10/30

11:29 am-6:39 pm

1 stop7h 10m

Chicago Midway

Fri 10/31

12:30 pm-7:33 pm

1 stop7h 03m

$184

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 10/3

5:39 pm-11:41 pm

1 stop6h 02m

Chicago Midway

Sun 10/5

6:30 am-9:58 am

2 stops27h 28m

$195

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Thu 10/2

5:15 pm-11:41 pm

1 stop6h 26m

Chicago Midway

Fri 10/3

9:47 pm-11:07 pm

2 stops25h 20m

$211

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 $279.

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 $355. 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 $404.

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 $319 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $392. 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 9% 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

$164

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 $164. The best round-trip flight deal from Kansas City to Chicago Midway Airport found on momondo in the last 72 hours is $263.
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.
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  • 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 $208Free CancellationRating
8.0
4,248 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 $208. Generally, Southwest has 32 flights on this route every week with an average price of $334. 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
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 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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