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$129+ Cheap flights from Kansas City (MCI) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/12. Fares are subject to change and may not be available on all flights or dates of travel.
MCI — CHI
Jun 19 — Jun 261
Fri 6/19
Fri 6/26
1 adult, Economy
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Find cheap flights from Kansas City to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

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Cheapflights Tip: The best prices from Kansas City to Chicago are usually found in September or August, booked 76 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap flight deals from Kansas City to Chicago

Cheapest flights from Kansas City to Chicago
Explore the most affordable flight options available from Kansas City to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 20, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:24 pm
MCI
-
ORD
1 stop13h 31m
Frontier
Mon 6/86:55 am
ORD
-
MCI
1 stop10h 34m
Frontier
Deal found 5/15$305
This Southwest deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/92:30 pm
MCI
-
MDW
Nonstop1h 25m
Southwest
Wed 6/104:15 pm
MDW
-
MCI
Nonstop1h 25m
Southwest
Deal found 5/15$305
This Kiwi.com deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/276:16 pm
MCI
-
MDW
1 stop16h 56m
Frontier
Tue 6/3012:27 pm
MDW
-
MCI
1 stop28h 54m
Frontier
Deal found 5/15$306
This Trip.com deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/251:45 pm
MCI
-
ORD
1 stop6h 58m
Frontier
Sat 6/276:55 am
ORD
-
MCI
1 stop10h 26m
Frontier
Deal found 5/15$307
This United Airlines deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2711:25 am
MCI
-
ORD
Nonstop1h 50m
United Airlines
Wed 5/277:58 pm
ORD
-
MCI
Nonstop1h 49m
United Airlines
Deal found 5/16$309
This Southwest deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:20 am
MCI
-
MDW
Nonstop1h 25m
Southwest
Sat 7/46:05 pm
MDW
-
MCI
Nonstop1h 30m
Southwest
Deal found 5/15$309
This Kiwi.com deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/241:45 pm
MCI
-
ORD
2 stops18h 18m
Frontier
Mon 6/296:55 am
ORD
-
MCI
1 stop10h 26m
Frontier
Deal found 5/15$310
This Kiwi.com deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/66:16 pm
MCI
-
MDW
1 stop16h 51m
Multiple Airlines
Thu 7/96:00 am
MDW
-
MCI
2 stops27h 50m
Multiple Airlines
Deal found 5/17$310
This KAYAK deal was found by Cheapflights users on 5/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/164:27 pm
MCI
-
ORD
Nonstop2h 02m
American Airlines
Thu 6/186:46 am
ORD
-
MCI
Nonstop1h 49m
American Airlines
Deal found 5/18$312
This Kiwi.com deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/136:16 pm
MCI
-
MDW
1 stop16h 56m
Frontier
Tue 6/1612:27 pm
MDW
-
MCI
1 stop28h 54m
Frontier
Deal found 5/15$312
This Kiwi.com deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/62:34 pm
MCI
-
ORD
2 stops17h 21m
Frontier
Wed 6/106:55 am
ORD
-
MCI
1 stop10h 26m
Frontier
Deal found 5/16$313
This American Airlines deal was found by Cheapflights users on 5/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/105:10 am
MCI
-
ORD
Nonstop1h 51m
American Airlines
Wed 6/105:34 pm
ORD
-
MCI
1 stop5h 22m
American Airlines
Deal found 5/17$315

Find flight deals from Kansas City to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Kansas City (MCI) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$305
(Kiwi.com)

One-way from

$129
(Kiwi.com)

Popular in

May

Cheapest in

September

Average price

$388
Provider with most accurate pricing for Kansas City-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Kansas City-Chicago (CHI) flights.
Search Deals
From Kansas City to Chicago (CHI)
Search Deals
One-way flight from Kansas City to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated May 20, 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

Cheapest round-trip
Quickest round-trip

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Sat 6/20

1:20 pm-2:45 pm

Nonstop1h 25m

Chicago Midway

Sun 6/21

6:30 am-7:55 am

Nonstop1h 25m

$329

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Sat 8/15

2:00 pm-10:15 pm

1 stop8h 15m

Chicago Midway

Mon 8/17

5:00 pm-6:25 pm

Nonstop1h 25m

$329

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Wed 6/10

2:05 pm-5:00 pm

1 stop2h 55m

Chicago Midway

Mon 6/22

4:05 pm-5:30 pm

Nonstop1h 25m

$333

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Tue 6/9

2:30 pm-3:55 pm

Nonstop1h 25m

Chicago Midway

Thu 6/11

10:20 am-1:10 pm

1 stop2h 50m

$343

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 7/3

7:40 am-1:35 pm

2 stops5h 55m

Chicago Midway

Sun 7/5

6:30 am-7:55 am

Nonstop1h 25m

$344

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Tue 6/16

6:23 am-1:09 pm

1 stop6h 46m

Chicago Midway

Sat 6/20

9:54 am-3:14 pm

1 stop5h 20m

$347

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Sat 6/20

12:30 pm-5:54 pm

1 stop5h 24m

Chicago Midway

Wed 6/24

9:54 am-3:14 pm

1 stop5h 20m

$347

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Fri 7/24

7:53 am-9:45 am

Nonstop1h 52m

Chicago O'Hare Intl

Sun 7/26

8:05 pm-9:54 pm

Nonstop1h 49m

$349

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Thu 6/25

4:04 pm-9:25 pm

1 stop5h 21m

Chicago O'Hare Intl

Mon 6/29

5:57 pm-10:02 pm

1 stop4h 05m

$369

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Tue 5/26

4:20 pm-6:23 pm

Nonstop2h 03m

Chicago O'Hare Intl

Wed 5/27

2:00 pm-3:50 pm

Nonstop1h 50m

$377

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/16

Showing 1-10 of 38 resultsSorted by cheapest first
1
2
3
4

Compare providers for flights from Kansas City to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Kansas City to Chicago in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
eDreamsPrice Accuracy2 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Kansas City-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Kansas City-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Kansas City-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Kansas City-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Kansas City-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Kansas City to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Kansas City with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Kansas City to Chicago

What is the cheapest month to book a flight from Kansas City to Chicago?

Currently, June is the cheapest month in which you can book a flight from Kansas City to Chicago (average of $77). Flying from Kansas City to Chicago in May is currently the most expensive (average of $174). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MCI to CHI?

Find hourly flight availability from Kansas City to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 20, 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 27% on flights from Kansas City to Chicago by exploring options for tickets in the morning.

How much does it cost to fly round-trip from Kansas City to Chicago?

How far ahead should I book a flight from Kansas City to Chicago?

Booking 82 days in advance of your planned departure date is, on average, the best time to get cheap flights from Kansas City to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest day to fly from Kansas City to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Kansas City to Chicago. Price data was last updated on May 16, 2026.

Travelers seeking maximum savings on their Kansas City to Chicago flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

The best insider tips for Kansas City to Chicago flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Kansas City to Chicago trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD and MDW

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Matt Meltzer

Matt Meltzer

Expert on MCI

Matt Meltzer has been a travel writer for over a decade, covering U.S. domestic locations and hotels for Thrillist, Fifty Grande, Matador Network, Conde Nast Traveler, and other top publications. He's won multiple travel journalism awards from the Society of American Travel Writers and North American Travel Journalists Association, and currently resides in South Florida.

Read more

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated May 20, 2026.
Read through reviews of airlines operating flights from Kansas City to Chicago, such as Southwest,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,285 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,285 reviews
Southwest
7.9
Good
4,285 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,736 reviews
Southwest
7.9
Good
4,285 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,641 reviews
Southwest
7.9
Good
4,285 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.7
Fair
2,944 reviews
Southwest
7.9
Good
4,285 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Kansas City to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Kansas City to Chicago?

    Located just 17.4 mi from the city center, Kansas City is the airport most travelers will use when flying to Chicago from Kansas City. Booking flights from Kansas City (MCI) to Chicago should be relatively easy as there are 26 daily outbound flights to Chicago from 4 different airlines.

  • How long is the flight from Kansas City to Chicago?

    There are many flights that can get you from Kansas City to Chicago in 1h 25m. Fly via Southwest, United Airlines, or Delta to get the fastest option. The distance between Kansas City and Chicago is about 404 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Kansas City to Chicago round-trip?

    Frontier, at $158, was found to be the cheapest airline from Kansas City to Chicago.Alternate airlines to your destination round-trip include United Airlines and American Airlines. Frontier is currently priced 49% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Kansas City to Chicago one-way?

    $72 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on American Airlines and United Airlines, with prices starting from $85 and $100, respectively.

  • What are the most reliable airlines from Kansas City to Chicago?

    Before booking your flight to Chicago from Kansas City, check out the most reliable airlines to get you to your destination on time: Republic Airways (90%), Copa Airlines (85%), United Airlines( 85%).

  • What are the cheapest flights from Kansas City to Chicago?

    On average you can expect to pay $1,306 for a flight from Kansas City to Chicago. The cheapest flight overall is $168 while the most popular route, (Kansas City - Chicago O'Hare Intl) is currently priced at $249.

  • Can I find deals for flights from Kansas City to Chicago that include hotel bookings?

    Yes. In addition to deals on Kansas City to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kansas City to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kansas City to Chicago.

  • Can I find deals for business class flights from Kansas City to Chicago?

    Yes. Cheapflights offers flight deals from Kansas City to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Kansas City to Chicago?

    Currently, June is the cheapest month in which you can book a flight from Kansas City to Chicago (average of $77). Flying from Kansas City to Chicago in May is currently the most expensive (average of $174). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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Top 4 airlines flying from Kansas City to Chicago

Discover the top 4 airlines that operate flights from Kansas City to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$158Average$182FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$183Average$339FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$188Average$336FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$229Average$412FlexibilityNo cancel feeOn-time63%

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