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$100+ 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 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
MCI — CHI
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheapflights Tip: The best prices from Kansas City to Chicago are usually found in September or October, booked 51 days in advance, depart on a Thursday or Friday and return on a Saturday

Cheap 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 September 15, 2025.

Round-trip from

$168
(Frontier)

One-way from

$100
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$254
From Kansas City to Chicago (CHI)
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One-way flight from Kansas City to Chicago (CHI)
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Highest demand for flights based on searches. 7% potential increase in price ($23 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 15, 2025.

This Frontier deal was found by Cheapflights users on 9/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2311:37 amMCI - ORD
1 stop12h 02mFrontier
Sun 10/265:05 amORD - MCI
1 stop5h 37mFrontier
Deal found 9/14$168
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Sun 10/128:38 pmMCI - MDW
1 stop12h 53mFrontier
Wed 10/158:05 amMDW - MCI
1 stop26h 37mFrontier
Deal found 9/14$169
This United Airlines deal was found by Cheapflights users on 9/12. 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.
Sat 10/111:00 pmMCI - ORD
Nonstop1h 47mUnited Airlines
Tue 10/148:03 pmORD - MCI
Nonstop1h 42mUnited Airlines
Deal found 9/12$171
This Southwest deal was found by Cheapflights users on 9/13. 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.
Fri 10/246:55 pmMCI - MDW
1 stop5h 30mSouthwest
Fri 10/3112:45 pmMDW - MCI
Nonstop1h 25mSouthwest
Deal found 9/13$171
This Priceline deal was found by Cheapflights users on 9/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1211:37 amMCI - MDW
1 stop8h 44mFrontier
Sun 10/197:50 amMDW - MCI
1 stop7h 25mFrontier
Deal found 9/14$172
This Frontier deal was found by Cheapflights users on 9/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1711:37 amMCI - MDW
1 stop12h 09mFrontier
Sun 10/197:50 amMDW - MCI
1 stop7h 25mFrontier
Deal found 9/13$173
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Fri 10/36:00 amMCI - ORD
Nonstop1h 39mAmerican Airlines
Tue 10/77:10 pmORD - MCI
Nonstop1h 42mAmerican Airlines
Deal found 9/13$174
This Frontier deal was found by Cheapflights users on 9/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/255:15 pmMCI - ORD
1 stop6h 55mFrontier
Mon 9/295:10 amORD - MCI
1 stop11h 10mFrontier
Deal found 9/14$175
This Priceline deal was found by Cheapflights users on 9/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1611:37 amMCI - MDW
1 stop8h 44mFrontier
Sun 10/197:50 amMDW - MCI
1 stop7h 25mFrontier
Deal found 9/14$175
This Frontier deal was found by Cheapflights users on 9/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1711:37 amMCI - ORD
1 stop6h 20mFrontier
Sun 10/195:05 amORD - MCI
1 stop5h 37mFrontier
Deal found 9/14$177
This Frontier deal was found by Cheapflights users on 9/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/911:37 amMCI - ORD
1 stop12h 02mFrontier
Mon 10/135:05 amORD - MCI
1 stop5h 37mFrontier
Deal found 9/13$179
This Southwest deal was found by Cheapflights users on 9/13. 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.
Fri 10/245:15 pmMCI - ORD
1 stop5h 50mSouthwest
Fri 10/311:50 pmORD - MCI
1 stop6h 15mSouthwest
Deal found 9/13$181

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 September 15, 2025.
Use the filters below to find and compare flights from Kansas City to Chicago that are best for you.

Fly from

Kansas City

Fly to

Chicago

Route

Depart

Return

Price

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Sat 10/11

1:00 pm-2:47 pm

Nonstop1h 47m

Chicago O'Hare Intl

Tue 10/14

8:03 pm-9:45 pm

Nonstop1h 42m

$171

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Thu 10/16

6:32 pm-8:15 pm

Nonstop1h 43m

Chicago O'Hare Intl

Tue 11/4

8:10 pm-9:50 pm

Nonstop1h 40m

$174

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Fri 10/24

5:15 pm-11:05 pm

1 stop5h 50m

Chicago O'Hare Intl

Fri 10/31

1:50 pm-8:05 pm

1 stop6h 15m

$181

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Fri 10/17

11:37 am-11:46 pm

1 stop12h 09m

Chicago Midway

Sun 10/19

7:50 am-3:15 pm

1 stop7h 25m

$184

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Wed 11/12

10:09 am-9:12 am

1 stop23h 03m

Chicago Midway

Sat 11/15

1:37 pm-10:17 am

1 stop20h 40m

$188

Kansas CityChicago

MCI - MDW

MCIMDW

Kansas City

Sat 10/11

3:05 pm-4:30 pm

Nonstop1h 25m

Chicago Midway

Mon 10/13

5:00 am-6:30 am

Nonstop1h 30m

$196

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Fri 10/17

6:32 pm-8:15 pm

Nonstop1h 43m

Chicago O'Hare Intl

Sun 10/19

7:25 am-9:09 am

Nonstop1h 44m

$203

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Thu 10/16

5:15 pm-11:05 pm

1 stop5h 50m

Chicago O'Hare Intl

Tue 11/4

1:45 pm-10:30 pm

1 stop8h 45m

$207

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Sat 10/11

5:55 pm-11:05 pm

1 stop5h 10m

Chicago O'Hare Intl

Mon 10/13

5:45 pm-11:50 pm

1 stop6h 05m

$215

Kansas CityChicago

MCI - ORD

MCIORD

Kansas City

Sat 10/11

1:00 pm-2:47 pm

Nonstop1h 47m

Chicago O'Hare Intl

Sat 10/18

8:57 am-10:37 am

Nonstop1h 40m

$231

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 37 results
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The best insider tips for Kansas City to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Kansas City to Chicago trip
Airports
MCI

MCI's central security checkpoint is efficient, rarely exceeding a 5-minute wait, even without TSA PreCheck.

Read more about MCIby Matt Meltzer
ORD

ORD offers a free shuttle train between terminals, useful for navigating its expansive layout.

Read more about ORDby Ramsey Qubein
MDW

The Orange Line train connects MDW to downtown Chicago in under 30 minutes, offering a convenient and affordable transit option.

Read more about MDWby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD and MDW

Ramsey Qubein

Ramsey Qubein

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

Matt Meltzer

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

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

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

Use this chart to determine the optimal time to book a round-trip flight from Kansas City to Chicago. Price data was last updated on September 12, 2025.

Booking 51 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 month to book a flight from Kansas City to Chicago?

Currently, August is the cheapest month in which you can book a flight from Kansas City to Chicago (average of $245). Flying from Kansas City to Chicago in March is currently the most expensive (average of $321). 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 September 15, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 49% on flights from Kansas City to Chicago by exploring options for tickets in the evening.

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 September 14, 2025.

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

Weekly flight availability from Kansas City to Chicago

Explore weekly flight availability from Kansas City to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 15, 2025.

The most flights from MCI to CHI are scheduled on a Monday (63 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (39 on average).

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 September 15, 2025.
Read through reviews of airlines operating flights from Kansas City to Chicago, such as Southwest, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,929 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,172 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 52 daily outbound flights to Chicago from 3 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 47m. Fly via United Airlines, Southwest, or Frontier to get the fastest option. The distance between Kansas City and Chicago is about 402 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?

    American Airlines, at $181, was found to be the cheapest airline from Kansas City to Chicago.Alternate airlines to your destination round-trip include United Airlines and Southwest. American Airlines is currently priced 39% below the average price you’ll pay for this route.

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

    $103 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on United Airlines and Southwest, with prices starting from $115 and $115, 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 (91%), Turkish Airlines (87%), ANA( 85%).

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

    On average you can expect to pay $1,036 for a flight from Kansas City to Chicago. The cheapest flight overall is $119 while the most popular route, (Kansas City - Chicago O'Hare Intl) is currently priced at $133.

  • 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, August is the cheapest month in which you can book a flight from Kansas City to Chicago (average of $245). Flying from Kansas City to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Top 3 airlines flying from Kansas City to Chicago

Discover the top 3 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$181Average$306FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$197Average$334FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$208Average$339FlexibilityNo cancel feeOn-time63%

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