$89 Cheap Flights from Kansas City (MCI) to Chicago (MDW)

View $89 flight on Wed, Aug 20, 2025Opens in a new window

Popular airlines from Kansas City International Airport (MCI) to Chicago Midway Airport (MDW)

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Cheap Flights from Kansas City to Chicago (MCI-MDW)

Prices were available within the past 7 days and start at $89 for one-way flights and $177 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Wed, Oct 29 - Sat, Nov 1
MCI
Kansas City
MDW
Chicago
$177 Roundtrip, just found
$177
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Oct 29 from Kansas City to Chicago, returning Sat, Nov 1, priced at $177 just found
Southwest Airlines
Wed, Aug 27 - Sat, Aug 30
MCI
Kansas City
MDW
Chicago
$177 Roundtrip, just found
$177
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Aug 27 from Kansas City to Chicago, returning Sat, Aug 30, priced at $177 just found
Southwest Airlines
Thu, Nov 6 - Sat, Nov 8
MCI
Kansas City
MDW
Chicago
$181 Roundtrip, found 4 days ago
$181
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Thu, Nov 6 from Kansas City to Chicago, returning Sat, Nov 8, priced at $181 found 4 days ago
Southwest Airlines
Tue, Nov 11 - Wed, Nov 12
MCI
Kansas City
MDW
Chicago
$186 Roundtrip, found 5 days ago
$186
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Nov 11 from Kansas City to Chicago, returning Wed, Nov 12, priced at $186 found 5 days ago
Southwest Airlines
Wed, Oct 29 - Sat, Nov 1
MCI
Kansas City
MDW
Chicago
$187 Roundtrip, just found
$187
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Oct 29 from Kansas City to Chicago, returning Sat, Nov 1, priced at $187 just found
Southwest Airlines
Wed, Sep 3 - Sat, Sep 6
MCI
Kansas City
MDW
Chicago
$188 Roundtrip, found 1 hour ago
$188
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Wed, Sep 3 from Kansas City to Chicago, returning Sat, Sep 6, priced at $188 found 1 hour ago
Southwest Airlines
Wed, Aug 27 - Sat, Aug 30
MCI
Kansas City
MDW
Chicago
$192 Roundtrip, just found
$192
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Aug 27 from Kansas City to Chicago, returning Sat, Aug 30, priced at $192 just found
Southwest Airlines
Sun, Aug 31 - Tue, Sep 2
MCI
Kansas City
MDW
Chicago
$193 Roundtrip, found 8 hours ago
$193
Roundtrip
found 8 hours ago
Select Southwest Airlines flight, departing Sun, Aug 31 from Kansas City to Chicago, returning Tue, Sep 2, priced at $193 found 8 hours ago
Frontier Airlines
Thu, Sep 11 - Tue, Sep 16
MCI
Kansas City
MDW
Chicago
$194 Roundtrip, found 1 day ago
$194
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Sep 11 from Kansas City to Chicago, returning Tue, Sep 16, priced at $194 found 1 day ago
Delta
Wed, Oct 29 - Sat, Nov 1
MCI
Kansas City
MDW
Chicago
$197 Roundtrip, just found
$197
Roundtrip
just found
Select Delta flight, departing Wed, Oct 29 from Kansas City to Chicago, returning Sat, Nov 1, priced at $197 just found

Find the cheapest month to fly from Kansas City (MCI) to Chicago (MDW)

June is typically the cheapest month to fly

From $121 - $383 per traveler.

Graph displaying average flight prices per month

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Average driving time to city center is 23 minutes. Flights from $291
ORD
O'Hare Intl.
Average driving time to city center23 min
Flights from $291
Flights from Kansas City (MCI) to Chicago (MDW)
Origin airport
Kansas City Intl.
Destination airport
Midway Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$177
Distance
404 mi
Average flight time
1 hour 24 mins

Kansas City to Chicago Flights

The cheapest times to fly from Kansas City to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Kansas City to Chicago are during the month of October. You can find some of the cheapest flights from Kansas City to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Kansas City to Chicago

Sunday is one of the best days to book for cheap flights from Kansas City to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Kansas City to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Kansas City to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $89 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Kansas City to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Kansas City to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Kansas City Intl. Airport (MCI) to Midway Intl. Airport (MDW) cost?
Cheap round-trip fares from Kansas City Intl. Airport (MCI) to Midway Intl. Airport (MDW) start at $177. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Southwest Airlines flight leaving MCI on August 19 2025 and touching down at MDW. The price was last updated on July 23 2025 and has not changed since.
What is the cheapest month to fly from MCI to MDW?
The cheapest flights from MCI to MDW are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Kansas City Intl. Airport (MCI) to Midway Intl. Airport (MDW)?
You can fly straight from Kansas City Intl. Airport (MCI) to Midway Intl. Airport (MDW) on a Southwest Airlines flight.
What is the cheapest airline that flies from MCI to MDW?
Journey from MCI to MDW with Southwest Airlines. This airline currently offers the cheapest one-way ticket on this route, starting at $89. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from MCI on October 13 2025. Prices were last updated on July 23 2025 and have not changed since.
How many flights per day from Kansas City Intl. Airport (MCI) to Midway Intl. Airport (MDW)?
With, on average, 4 nonstop flights departing from Kansas City Intl. Airport (MCI) to Midway Intl. Airport (MDW) each day, you'll be off on your next adventure in no time.
What are the most popular departure times for flights from Kansas City Intl. Airport (MCI) to Midway Intl. Airport (MDW)?
More people fly between MCI and MDW at 6 AM than at any other time. Looking to skip the crowds? Pick a flight outside the busiest times and there's a chance you'll save on your ticket as well.
What day of the week has the most flights from MCI to MDW?
Sunday offers the most flights from Kansas City Intl. Airport (MCI) to Midway Intl. Airport (MDW). Consider jetting off on this day and you'll have a greater chance of finding a schedule that works for you.
What is the earliest flight from Kansas City Intl. Airport (MCI) to Midway Intl. Airport (MDW)?
Kansas City Intl. Airport (MCI)'s earliest flight to Midway Intl. Airport (MDW) leaves at approximately 6:05AM UTC-6. With a total journey time of 1h 30m, you'll land at around 7:35AM UTC-6.
How long does it take to fly from Kansas City Intl. Airport (MCI) to Midway Intl. Airport (MDW)?
Flights from MCI to MDW have an average travel time of 1 hour and 26 minutes. The total distance between these two airports is 400 mi.
What is the best time to fly from Kansas City Intl. Airport (MCI) to Midway Intl. Airport (MDW)?
Book a flight from Kansas City Intl. Airport (MCI) to Midway Intl. Airport (MDW) that takes off before 3 PM to reduce the risk of delays and cancellations. Departures after this hour have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Kansas City Intl. Airport (MCI)?
If you're traveling on a direct flight from Kansas City Intl. Airport (MCI) to Chicago, you can touch down at either O'Hare Intl. Airport (ORD) or Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Kansas City Intl. Airport (MCI) to Midway Intl. Airport (MDW) last-minute?
Last-minute fares from MCI to MDW are generally more expensive. To secure the lowest prices, start looking for flights as soon as possible. That said, if you're flexible with your travel dates, you may score a cheap fare right before your journey.
Is it cheaper to book a MCI to MDW flight and hotel package?
Compared with arranging hotels and flights separately, booking a MCI to MDW flight and hotel package with Expedia could result in significant savings. What's more, having everything in one place takes the hassle out of planning your trip. Simply pick your flights and select from our wide range of stays, then tailor your trip with other add-ons like activities and car rentals.
Can I cancel or change the date of my flight from Kansas City Intl. Airport (MCI) to Midway Intl. Airport (MDW)?
In most cases, you can modify or cancel your MCI to MDW flight. However, additional charges may apply, especially if your booking was made over 24 hours ago. Check your itinerary for the airline's fees and policies on flight changes, or if you'd like more details, visit our Customer Service portal.

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Chicago nearby Airports

Chicago

Kansas City to O'Hare Intl.
$176.97
*Available to One Key members.