Cheap flights from Kansas City to Chicago from $134
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 10/27. 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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Fly from
Fly to
Route
Depart
Return
Kansas CityChicago
MCI - MDW
MCIMDW
Kansas City
Tue 9/15
8:20 am-11:50 am
1 stop3h 30m
Chicago Midway
Tue 9/22
7:40 am-1:30 pm
2 stops5h 50m
Kansas CityChicago
MCI - ORD
MCIORD
Kansas City
Wed 11/18
3:51 pm-5:39 pm
Nonstop1h 48m
Chicago O'Hare Intl
Fri 11/20
6:50 am-8:42 am
Nonstop1h 52m
Kansas CityChicago
MCI - ORD
MCIORD
Kansas City
Fri 10/9
6:00 am-7:53 am
Nonstop1h 53m
Chicago O'Hare Intl
Tue 10/13
8:17 pm-10:04 pm
Nonstop1h 47m
Kansas CityChicago
MCI - MDW
MCIMDW
Kansas City
Fri 10/9
8:40 pm-10:00 pm
Nonstop1h 20m
Chicago Midway
Tue 10/13
9:25 am-10:55 am
Nonstop1h 30m
Kansas CityChicago
MCI - ORD
MCIORD
Kansas City
Fri 10/16
7:46 pm-9:42 pm
Nonstop1h 56m
Chicago O'Hare Intl
Tue 10/20
9:10 pm-10:56 pm
Nonstop1h 46m
Kansas CityChicago
MCI - ORD
MCIORD
Kansas City
Thu 10/1
8:32 pm-12:23 am
1 stop27h 51m
Chicago O'Hare Intl
Mon 10/5
8:55 pm-7:37 pm
2 stops22h 42m
Kansas CityChicago
MCI - ORD
MCIORD
Kansas City
Thu 8/27
1:38 pm-1:20 pm
2 stops23h 42m
Chicago O'Hare Intl
Sun 8/30
7:05 am-10:41 am
1 stop27h 36m
Kansas CityChicago
MCI - ORD
MCIORD
Kansas City
Thu 10/15
11:22 am-1:15 pm
Nonstop1h 53m
Chicago O'Hare Intl
Wed 10/21
2:10 pm-4:02 pm
Nonstop1h 52m
Kansas CityChicago
MCI - ORD
MCIORD
Kansas City
Thu 10/1
8:32 pm-12:23 am
1 stop27h 51m
Chicago O'Hare Intl
Sun 10/4
7:11 am-8:26 am
1 stop25h 15m
Kansas CityChicago
MCI - ORD
MCIORD
Kansas City
Sat 8/29
5:40 pm-9:47 pm
1 stop4h 07m
Chicago O'Hare Intl
Sat 9/5
6:00 am-11:32 am
1 stop5h 32m
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?
Prices are currently low for flights on this route.
Typical prices usually range from $283 to $412.The lowest price recently found on this route was $251.
What is the cheapest month to fly to Chicago?
The month of December is, on average, the cheapest month to fly to Chicago from Kansas City, with most prices found around $293. If you’re not able to fly to Chicago in December, then September is your next best option. Flight prices from Kansas City to Chicago during September average around $304.
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 Friday when prices can be found for as low as $570. 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 $852.
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 $583. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $1,019.
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 from Kansas City 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 $356 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 $298 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?
You could potentially save up to 15% on your flight if you consider stops on a Kansas City to Chicago flight.
How have Kansas City to Chicago flight prices changed over time?
As of August 2026, prices for Kansas City to Chicago flights are approximately 17% cheaper when compared to flights at the same time last year.
What is the cheapest airline that flies from Kansas City to Chicago?
United Airlines, Southwest, and Delta are the most popular carriers operating from Kansas City to Chicago
What airlines fly to Chicago?
United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Chicago from Kansas City according to our data. United Airlines is the first choice among our users, with 49% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Kansas City to Chicago on average per day?
The number of flights available between Kansas City and Chicago is 55 per day as of August 2026. The most frequent departure time is 9:00AM, with 45% of daily flights leaving at noon.
How many flights depart from Kansas City to Chicago on average per week?
As of August 2026, there are 385 flights per week flying from Kansas City to Chicago. The most common day of the week flights depart is Thu, with 18% of flights taking off on this day.
When to book flights from Kansas City to Chicago
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
Frequently asked questions about flying from Kansas City to Chicago
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?
As of August 2026, there are 4 operators available to choose from 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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Kansas City to Chicago is Boeing 737-800 (13.57% of total bookings). The next most popular plane models are Airbus A319 (13.57%), Embraer 175 (Enhanced Winglets) (13.22%), and Airbus A320-100/200 (13.07%).
What is the most popular airline from Kansas City to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Kansas City to Chicago is United Airlines (39% of total bookings). The next most popular airlines are Southwest (39%), American Airlines (16%), and Frontier (5%).
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 | ||
|---|---|---|---|---|---|
| PriceFrom $158 | Free Cancellation | Rating 5.6 2,740 reviews | |||
| PriceFrom $188 | Free Cancellation | Rating 7.1 11,845 reviews | |||
| PriceFrom $205 | Free Cancellation | Rating 7.4 10,062 reviews | |||
| PriceFrom $235 | Free Cancellation | Rating 8.0 4,229 reviews |
Southwest Flights From Kansas City to Chicago
Southwest flight deals from Kansas City to Chicago start from $235 round-trip. Over the 24 Southwest flights for this route in a normal week, average airfare is usually $439 round-trip - but some users have found much cheaper deals with momondo.
United Airlines Flights From Kansas City to Chicago
$205 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 $367, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 10,062 user reviews) flies into Chicago from Kansas City 37 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 locationsWhy 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.