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Cheap flights from Kansas City to Chicago from $56

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 3/21. 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.
Southwest Logo
5:20 am - 6:45 am
MCI
-
MDW
1h 25mnonstop
Southwest Logo
3:45 pm - 10:45 pm
MDW
-
MCI
7h 00m
1 stop
$194Southwest
Sat, Mar 28 - Tue, Mar 31
Southwest Logo
3:30 pm - 4:55 pm
MCI
-
MDW
1h 25mnonstop
Southwest Logo
12:05 pm - 7:15 pm
MDW
-
MCI
7h 10m
1 stop
$196Southwest
Tue, Apr 28 - Sat, May 2
Southwest Logo
3:20 pm - 4:45 pm
MCI
-
MDW
1h 25mnonstop
Southwest Logo
3:00 pm - 4:30 pm
MDW
-
MCI
1h 30mnonstop
$198Southwest
Thu, Apr 9 - Sat, Apr 11
American Airlines Logo
5:45 am - 7:29 am
MCI
-
ORD
1h 44mnonstop
American Airlines Logo
6:56 am - 8:42 am
ORD
-
MCI
1h 46mnonstop
$199American Airlines
Sun, Mar 22 - Thu, Mar 26
Delta Logo
2:16 pm - 8:23 pm
MCI
-
ORD
6h 07m
1 stop
Delta Logo
7:10 am - 12:20 pm
ORD
-
MCI
5h 10m
1 stop
$201Delta
Fri, Apr 3 - Wed, Apr 8
Delta Logo
5:12 pm - 10:28 pm
MCI
-
MDW
5h 16m
1 stop
Delta Logo
6:00 am - 11:20 am
MDW
-
MCI
5h 20m
1 stop
$201Delta
Fri, Apr 17 - Tue, Apr 21
American Airlines Logo
5:00 am - 6:41 am
MCI
-
ORD
1h 41mnonstop
American Airlines Logo
6:56 am - 8:42 am
ORD
-
MCI
1h 46mnonstop
$202American Airlines
Fri, Mar 27 - Sun, Mar 29
American Airlines Logo
5:00 am - 6:40 am
MCI
-
ORD
1h 40mnonstop
American Airlines Logo
10:11 pm - 11:54 pm
ORD
-
MCI
1h 43mnonstop
$203American Airlines
Thu, Apr 2 - Mon, Apr 6
United Airlines Logo
8:00 am - 9:40 am
MCI
-
ORD
1h 40mnonstop
United Airlines Logo
6:00 pm - 7:45 pm
ORD
-
MCI
1h 45mnonstop
$207United Airlines
Sat, Mar 28 - Mon, Mar 30
United Airlines Logo
8:00 am - 9:43 am
MCI
-
ORD
1h 43mnonstop
United Airlines Logo
7:05 am - 9:01 am
ORD
-
MCI
1h 56mnonstop
$215United Airlines
Wed, May 6 - Wed, May 13

United Airlines flights from Kansas City to Chicago

Our best United Airlines deals on Kansas City to Chicago flight tickets
United Airlines
Mar 28
MCI8:00 amKansas City
1h 40m
ORD9:40 amChicago O'Hare Intl
Mar 30
ORD6:00 pmChicago O'Hare Intl
1h 45m
MCI7:45 pmKansas City
$207
United Airlines
May 6
MCI8:00 amKansas City
1h 43m
ORD9:43 amChicago O'Hare Intl
May 13
ORD7:05 amChicago O'Hare Intl
1h 56m
MCI9:01 amKansas City
$215
United Airlines
Mar 27
MCI11:33 amKansas City
1h 42m
ORD1:15 pmChicago O'Hare Intl
Apr 10
ORD8:11 pmChicago O'Hare Intl
1h 48m
MCI9:59 pmKansas City
$237

American Airlines flights from Kansas City to Chicago

Our best American Airlines deals on Kansas City to Chicago flight tickets
American Airlines
Mar 22
MCI5:45 amKansas City
1h 44m
ORD7:29 amChicago O'Hare Intl
Mar 26
ORD6:56 amChicago O'Hare Intl
1h 46m
MCI8:42 amKansas City
$199
American Airlines
Mar 27
MCI5:00 amKansas City
1h 41m
ORD6:41 amChicago O'Hare Intl
Mar 29
ORD6:56 amChicago O'Hare Intl
1h 46m
MCI8:42 amKansas City
$202
American Airlines
Apr 2
MCI5:00 amKansas City
1h 40m
ORD6:40 amChicago O'Hare Intl
Apr 6
ORD10:11 pmChicago O'Hare Intl
1h 43m
MCI11:54 pmKansas City
$203

momondo Fare Finder

 
Customize your flight search to find flights from Kansas City to Chicago 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 February 23, 2026.
Use the filters below to find and compare flights from Kansas City to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Sat 3/28

5:20 am-6:45 am

Nonstop1h 25m

Chicago Midway

Tue 3/31

3:45 pm-10:45 pm

1 stop7h 00m

$194

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Tue 4/28

3:30 pm-4:55 pm

Nonstop1h 25m

Chicago Midway

Sat 5/2

12:05 pm-7:15 pm

1 stop7h 10m

$196

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Thu 4/9

3:20 pm-4:45 pm

Nonstop1h 25m

Chicago Midway

Sat 4/11

3:00 pm-4:30 pm

Nonstop1h 30m

$198

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Sun 3/22

5:45 am-7:29 am

Nonstop1h 44m

Chicago O'Hare Intl

Thu 3/26

6:56 am-8:42 am

Nonstop1h 46m

$199

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Fri 4/3

2:16 pm-8:23 pm

1 stop6h 07m

Chicago O'Hare Intl

Wed 4/8

7:10 am-12:20 pm

1 stop5h 10m

$201

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 4/17

5:12 pm-10:28 pm

1 stop5h 16m

Chicago Midway

Tue 4/21

6:00 am-11:20 am

1 stop5h 20m

$201

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Fri 3/27

5:00 am-6:41 am

Nonstop1h 41m

Chicago O'Hare Intl

Sun 3/29

6:56 am-8:42 am

Nonstop1h 46m

$202

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Thu 4/2

5:00 am-6:40 am

Nonstop1h 40m

Chicago O'Hare Intl

Mon 4/6

10:11 pm-11:54 pm

Nonstop1h 43m

$203

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Sat 3/28

8:00 am-9:40 am

Nonstop1h 40m

Chicago O'Hare Intl

Mon 3/30

6:00 pm-7:45 pm

Nonstop1h 45m

$207

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Wed 5/6

8:00 am-9:43 am

Nonstop1h 43m

Chicago O'Hare Intl

Wed 5/13

7:05 am-9:01 am

Nonstop1h 56m

$215

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

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?

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Kansas City, with most prices found around $236. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from Kansas City to Chicago during August average around $279.

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

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $586. This is often the case because there is less demand to fly during this day of the week. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Kansas City to Chicago for around $940.

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

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Kansas City to Chicago during this time can be as low as $612. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $966.

What is the cheapest Kansas City to Chicago flight route?

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

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Kansas City when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $326 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Kansas City for as low as $251 on momondo.

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

There are 4 cabin classes available to choose from on Kansas City to Chicago 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 flights?

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

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

As of February 2026, prices for Kansas City to Chicago flights are approximately 43% more expensive when compared to flights at the same time last year.

When to book flights from Kansas City to Chicago

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

Cheap Kansas City to Chicago (MCI to CHI) flight deals and tips

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

Best Price Found

$179

Fastest flight time

1h 20m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Kansas City in the past 72 hours is $179. The best round-trip flight deal from Kansas City to Chicago found on momondo in the last 72 hours is $355.
The fastest flight from Kansas City to Chicago takes 1h 20m
Direct flights go from Kansas City to Chicago every day.
There are 3 airports in Chicago. From Kansas City there are direct flights to Chicago Midway (MDW).
Search flight deals

  • How far is Kansas City to Chicago by plane?

    There are 412.7 mi between Kansas City and Chicago. By plane, this route typically takes 1h 20m.

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

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

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Kansas City Airport to Chicago.

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

    The necessary travel and health documents for your Chicago 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?

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

Best airlines flying from Kansas City to Chicago

Compare and see reviews for airlines that fly from Kansas City to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $168Free CancellationRating
7.4
9,339 reviews
Search United Airlines flights
American AirlinesPriceFrom $188Free CancellationRating
7.2
11,341 reviews
Search American Airlines flights
SouthwestPriceFrom $214Free CancellationRating
8.0
4,298 reviews
Search Southwest flights

  • Southwest Flights From Kansas City to Chicago

    Southwest flight deals from Kansas City to Chicago start from $214 round-trip. Over the 25 Southwest flights for this route in a normal week, average airfare is usually $368 round-trip - but some users have found much cheaper deals with momondo.

  • United Airlines Flights From Kansas City to Chicago

    $168 is the best United Airlines flight deal from Kansas City to Chicago found on momondo over the last 72 hours. The average United Airlines ticket price found was closer to $326, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 9,342 user reviews) flies into Chicago from Kansas City 27 times in an average week so prices can vary.

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
Portage
Lansing
Schererville
Valparaiso
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?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Kansas City to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo enables you to select and highlight flights to Chicago from Kansas City with this policy.

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

momondo provides multiple filters to help you find the best flight to Chicago from Kansas City. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

If you are not ready to book a flight from Kansas City to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport