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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 11/1. 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
11:37 am - 11:39 pmMCI-ORD
12h 02m1 stop
Frontier Logo
5:05 am - 10:42 amORD-MCI
5h 37m1 stop
$168Frontier
Find Deal
Thu, Oct 23 - Sun, Oct 26
Frontier Logo
8:38 pm - 9:31 amMCI-MDW
12h 53m1 stop
Frontier Logo
8:05 am - 10:42 amMDW-MCI
26h 37m1 stop
$169Frontier
Find Deal
Sun, Oct 12 - Wed, Oct 15
Multiple Airlines Logo
11:37 am - 7:50 pmMCI-ORD
32h 13m2 stops
Multiple Airlines Logo
7:15 am - 5:55 pmORD-MCI
10h 40m1 stop
$203Multiple Airlines
Find Deal
Fri, Oct 10 - Wed, Oct 15
Multiple Airlines Logo
8:38 pm - 11:53 pmMCI-ORD
27h 15m1 stop
Multiple Airlines Logo
6:58 pm - 8:45 pmORD-MCI
25h 47m1 stop
$205Multiple Airlines
Find Deal
Fri, Oct 10 - Tue, Oct 14
Southwest Logo
7:10 am - 8:35 amMCI-MDW
1h 25mnonstop
Southwest Logo
8:15 am - 9:45 amMDW-MCI
1h 30mnonstop
$230Southwest
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Fri, Oct 31 - Sat, Nov 1
American Airlines Logo
6:05 am - 7:46 amMCI-ORD
1h 41mnonstop
American Airlines Logo
7:39 pm - 9:23 pmORD-MCI
1h 44mnonstop
$230American Airlines
Find Deal
Wed, Nov 19 - Mon, Nov 24
Southwest Logo
11:50 am - 1:15 pmMCI-MDW
1h 25mnonstop
Southwest Logo
7:45 am - 9:10 amMDW-MCI
1h 25mnonstop
$231Southwest
Find Deal
Sat, Oct 11 - Tue, Oct 14
United Airlines Logo
11:33 am - 1:15 pmMCI-ORD
1h 42mnonstop
United Airlines Logo
8:03 pm - 9:45 pmORD-MCI
1h 42mnonstop
$231United Airlines
Find Deal
Sat, Oct 11 - Tue, Oct 14
American Airlines Logo
5:34 am - 10:51 amMCI-ORD
5h 17m1 stop
American Airlines Logo
7:10 pm - 8:52 pmORD-MCI
1h 42mnonstop
$241American Airlines
Find Deal
Sat, Oct 11 - Tue, Oct 14
United Airlines Logo
8:00 am - 9:38 amMCI-ORD
1h 38mnonstop
United Airlines Logo
12:45 pm - 2:21 pmORD-MCI
1h 36mnonstop
$247United Airlines
Find Deal
Thu, Nov 6 - Sat, Nov 8

Frontier flights from Kansas City to Chicago

Our best Frontier deals on Kansas City to Chicago flight tickets
Frontier
Oct 23
MCI11:37 amKansas City
12h 02m
1 stop
ORD11:39 pmChicago O'Hare Intl
Oct 26
ORD5:05 amChicago O'Hare Intl
5h 37m
1 stop
MCI10:42 amKansas City
$168
Find similar
Frontier
Oct 12
MCI8:38 pmKansas City
12h 53m
1 stop
MDW9:31 amChicago Midway
Oct 15
MDW8:05 amChicago Midway
26h 37m
1 stop
MCI10:42 amKansas City
$169
Find similar
Frontier
Oct 12
MCI11:37 amKansas City
8h 44m
1 stop
MDW8:21 pmChicago Midway
Oct 19
MDW7:50 amChicago Midway
7h 25m
1 stop
MCI3:15 pmKansas City
$172
Find similar

Spirit Airlines flights from Kansas City to Chicago

Our best Spirit Airlines deals on Kansas City to Chicago flight tickets
Spirit Airlines
Sep 30
MCI5:15 amKansas City
10h 57m
1 stop
ORD4:12 pmChicago O'Hare Intl
Oct 4
ORD6:30 amChicago O'Hare Intl
16h 37m
1 stop
MCI11:07 pmKansas City
$241
Find similar
Spirit Airlines
Nov 15
MCI1:44 pmKansas City
7h 39m
1 stop
ORD9:23 pmChicago O'Hare Intl
Nov 16
ORD10:49 amChicago O'Hare Intl
24h 19m
1 stop
MCI11:08 amKansas City
$242
Find similar
Spirit Airlines
Dec 3
MCI12:13 pmKansas City
11h 29m
1 stop
ORD11:42 pmChicago O'Hare Intl
Dec 8
ORD6:05 amChicago O'Hare Intl
6h 34m
1 stop
MCI12:39 pmKansas City
$257
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 September 16, 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 10/23

11:37 am-11:39 pm

1 stop12h 02m

Chicago O'Hare Intl

Sun 10/26

5:05 am-10:42 am

1 stop5h 37m

$168

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Sun 10/12

8:38 pm-9:31 am

1 stop12h 53m

Chicago Midway

Wed 10/15

8:05 am-10:42 am

1 stop26h 37m

$169

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Fri 10/10

11:37 am-7:50 pm

2 stops32h 13m

Chicago O'Hare Intl

Wed 10/15

7:15 am-5:55 pm

1 stop10h 40m

$203

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Fri 10/10

8:38 pm-11:53 pm

1 stop27h 15m

Chicago O'Hare Intl

Tue 10/14

6:58 pm-8:45 pm

1 stop25h 47m

$205

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 10/31

7:10 am-8:35 am

Nonstop1h 25m

Chicago Midway

Sat 11/1

8:15 am-9:45 am

Nonstop1h 30m

$230

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Wed 11/19

6:05 am-7:46 am

Nonstop1h 41m

Chicago O'Hare Intl

Mon 11/24

7:39 pm-9:23 pm

Nonstop1h 44m

$230

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Sat 10/11

11:50 am-1:15 pm

Nonstop1h 25m

Chicago Midway

Tue 10/14

7:45 am-9:10 am

Nonstop1h 25m

$231

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Sat 10/11

11:33 am-1:15 pm

Nonstop1h 42m

Chicago O'Hare Intl

Tue 10/14

8:03 pm-9:45 pm

Nonstop1h 42m

$231

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Sat 10/11

5:34 am-10:51 am

1 stop5h 17m

Chicago O'Hare Intl

Tue 10/14

7:10 pm-8:52 pm

Nonstop1h 42m

$241

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Thu 11/6

8:00 am-9:38 am

Nonstop1h 38m

Chicago O'Hare Intl

Sat 11/8

12:45 pm-2:21 pm

Nonstop1h 36m

$247

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 $254. 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 $267.

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 $634. 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 $951.

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 $588. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,136.

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 $318 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 $223 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 September 2025, prices for Kansas City to Chicago flights are approximately 16% 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 $263.
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 25m.

  • 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 $181Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $197Free CancellationRating
7.4
8,929 reviews
Search United Airlines flights
SouthwestPriceFrom $208Free CancellationRating
8.0
4,242 reviews
Search Southwest flights

  • Southwest Flights From Kansas City to Chicago

    Southwest flight deals from Kansas City to Chicago start from $208 round-trip. Over the 32 Southwest flights for this route in a normal week, average airfare is usually $339 round-trip - but some users have found much cheaper deals with momondo.

  • United Airlines Flights From Kansas City to Chicago

    $197 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 8,929 user reviews) flies into Chicago from Kansas City 33 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