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Cheap flights from Kansas City to Chicago from $100

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 9/16. 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
5:15 pm - 12:10 amMCI-ORD
6h 55m1 stop
Frontier Logo
6:00 am - 1:48 pmORD-MCI
7h 48m1 stop
$165Frontier
Find Deal
Thu, Sep 18 - Mon, Sep 22
Frontier Logo
11:12 am - 6:39 pmMCI-MDW
7h 27m1 stop
Frontier Logo
1:37 pm - 10:17 amMDW-MCI
20h 40m1 stop
$165Frontier
Find Deal
Thu, Nov 13 - Sat, Nov 15
Southwest Logo
6:00 pm - 7:25 pmMCI-MDW
1h 25mnonstop
Southwest Logo
10:25 am - 11:55 amMDW-MCI
1h 30mnonstop
$209Southwest
Find Deal
Thu, Sep 4 - Sat, Sep 6
Southwest Logo
7:30 am - 8:55 amMCI-MDW
1h 25mnonstop
Southwest Logo
7:15 pm - 8:45 pmMDW-MCI
1h 30mnonstop
$213Southwest
Find Deal
Wed, Nov 19 - Mon, Nov 24
American Airlines Logo
6:00 am - 7:43 amMCI-ORD
1h 43mnonstop
American Airlines Logo
5:36 pm - 7:09 pmORD-MCI
1h 33mnonstop
$213American Airlines
Find Deal
Tue, Oct 28 - Fri, Oct 31
Logo
5:15 am - 9:58 pmMCI-ORD
16h 43m1 stop
Logo
7:05 am - 5:55 pmORD-MCI
10h 50m1 stop
$215
Find Deal
Sat, Sep 13 - Sat, Oct 18
American Airlines Logo
7:12 am - 8:51 amMCI-ORD
1h 39mnonstop
American Airlines Logo
9:55 am - 11:41 amORD-MCI
1h 46mnonstop
$217American Airlines
Find Deal
Wed, Sep 10 - Tue, Sep 16
Logo
5:15 am - 9:58 pmMCI-ORD
16h 43m1 stop
Logo
8:49 pm - 11:07 pmORD-MCI
26h 18m1 stop
$221
Find Deal
Tue, Sep 16 - Thu, Sep 25
United Airlines Logo
3:23 pm - 5:05 pmMCI-ORD
1h 42mnonstop
United Airlines Logo
8:03 pm - 9:45 pmORD-MCI
1h 42mnonstop
$236United Airlines
Find Deal
Sat, Oct 4 - Thu, Oct 9
United Airlines Logo
7:30 am - 9:17 amMCI-ORD
1h 47mnonstop
United Airlines Logo
8:57 am - 10:37 amORD-MCI
1h 40mnonstop
$241United Airlines
Find Deal
Thu, Sep 11 - Thu, Sep 18

Frontier flights from Kansas City to Chicago

Our best Frontier deals on Kansas City to Chicago flight tickets
Frontier
Sep 18
MCI5:15 pmKansas City
6h 55m
1 stop
ORD12:10 amChicago O'Hare Intl
Sep 22
ORD6:00 amChicago O'Hare Intl
7h 48m
1 stop
MCI1:48 pmKansas City
$165
Find similar
Frontier
Sep 18
MCI5:15 pmKansas City
6h 55m
1 stop
ORD12:10 amChicago O'Hare Intl
Sep 22
ORD6:00 amChicago O'Hare Intl
7h 48m
1 stop
MCI1:48 pmKansas City
$166
Find similar
Frontier
Sep 5
MCI5:15 pmKansas City
6h 55m
1 stop
ORD12:10 amChicago O'Hare Intl
Sep 7
ORD6:00 amChicago O'Hare Intl
7h 48m
1 stop
MCI1:48 pmKansas City
$169
Find similar

American Airlines flights from Kansas City to Chicago

Our best American Airlines deals on Kansas City to Chicago flight tickets
American Airlines
Aug 30
MCI6:14 amKansas City
1h 43m
ORD7:57 amChicago O'Hare Intl
Aug 31
ORD1:05 pmChicago O'Hare Intl
1h 40m
MCI2:45 pmKansas City
$209
Find similar
American Airlines
Oct 28
MCI6:00 amKansas City
1h 43m
ORD7:43 amChicago O'Hare Intl
Oct 31
ORD5:36 pmChicago O'Hare Intl
1h 33m
MCI7:09 pmKansas City
$213
Find similar
American Airlines
Sep 10
MCI7:12 amKansas City
1h 39m
ORD8:51 amChicago O'Hare Intl
Sep 16
ORD9:55 amChicago O'Hare Intl
1h 46m
MCI11:41 amKansas City
$217
Find similar

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 August 21, 2025.
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 - ORD

MCIORD

Kansas City

Thu 9/18

5:15 pm-12:10 am

1 stop6h 55m

Chicago O'Hare Intl

Mon 9/22

6:00 am-1:48 pm

1 stop7h 48m

$165

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Thu 11/13

11:12 am-6:39 pm

1 stop7h 27m

Chicago Midway

Sat 11/15

1:37 pm-10:17 am

1 stop20h 40m

$165

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Thu 9/4

6:00 pm-7:25 pm

Nonstop1h 25m

Chicago Midway

Sat 9/6

10:25 am-11:55 am

Nonstop1h 30m

$209

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Wed 11/19

7:30 am-8:55 am

Nonstop1h 25m

Chicago Midway

Mon 11/24

7:15 pm-8:45 pm

Nonstop1h 30m

$213

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Tue 10/28

6:00 am-7:43 am

Nonstop1h 43m

Chicago O'Hare Intl

Fri 10/31

5:36 pm-7:09 pm

Nonstop1h 33m

$213

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Sat 9/13

5:15 am-9:58 pm

1 stop16h 43m

Chicago O'Hare Intl

Sat 10/18

7:05 am-5:55 pm

1 stop10h 50m

$215

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Wed 9/10

7:12 am-8:51 am

Nonstop1h 39m

Chicago O'Hare Intl

Tue 9/16

9:55 am-11:41 am

Nonstop1h 46m

$217

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Tue 9/16

5:15 am-9:58 pm

1 stop16h 43m

Chicago O'Hare Intl

Thu 9/25

8:49 pm-11:07 pm

1 stop26h 18m

$221

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Sat 10/4

3:23 pm-5:05 pm

Nonstop1h 42m

Chicago O'Hare Intl

Thu 10/9

8:03 pm-9:45 pm

Nonstop1h 42m

$236

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Thu 9/11

7:30 am-9:17 am

Nonstop1h 47m

Chicago O'Hare Intl

Thu 9/18

8:57 am-10:37 am

Nonstop1h 40m

$241

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 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 $212. If you’re not able to fly to Chicago in September, then October is your next best option. Flight prices from Kansas City to Chicago during October average around $277.

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 $616. 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 $943.

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 evening. Flights from Kansas City to Chicago during this time can be as low as $539. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,141.

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 $315 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 $229 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 August 2025, prices for Kansas City to Chicago flights are approximately 21% cheaper 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

$164

Fastest flight time

1h 20m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Kansas City in the past 72 hours is $164. The best round-trip flight deal from Kansas City to Chicago found on momondo in the last 72 hours is $251.
The fastest flight from Kansas City to Chicago takes 1h 20m
Direct flights go from Kansas City to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), 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
American AirlinesPriceFrom $163Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $186Free CancellationRating
7.4
8,930 reviews
Search United Airlines flights
SouthwestPriceFrom $207Free CancellationRating
8.0
4,245 reviews
Search Southwest flights

  • Southwest Flights From Kansas City to Chicago

    Southwest flight deals from Kansas City to Chicago start from $207 round-trip. Over the 35 Southwest flights for this route in a normal week, average airfare is usually $328 round-trip - but some users have found much cheaper deals with momondo.

  • United Airlines Flights From Kansas City to Chicago

    $186 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 $334, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 8,930 user reviews) flies into Chicago from Kansas City 18 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
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?

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