$39 Cheap Flights from Kansas City (MCI) to Chicago (MDW)

View $39 flight on Wed, Jul 16, 2025Opens in a new window

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

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Find available prices by choosing your travel dates.

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

Prices were available within the past 7 days and start at $39 for one-way flights and $77 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Wed, Jul 2 - Mon, Jul 7
MCI
Kansas City
MDW
Chicago
$77 Roundtrip, found 1 hour ago
$77
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Wed, Jul 2 from Kansas City to Chicago, returning Mon, Jul 7, priced at $77 found 1 hour ago
Southwest Airlines
Wed, Jul 16 - Thu, Jul 24
MCI
Kansas City
MDW
Chicago
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Jul 16 from Kansas City to Chicago, returning Thu, Jul 24, priced at $87 just found
Southwest Airlines
Mon, Jul 21 - Wed, Jul 23
MCI
Kansas City
MDW
Chicago
$92 Roundtrip, just found
$92
Roundtrip
just found
Select Southwest Airlines flight, departing Mon, Jul 21 from Kansas City to Chicago, returning Wed, Jul 23, priced at $92 just found
Southwest Airlines
Wed, Jul 16 - Thu, Jul 24
MCI
Kansas City
MDW
Chicago
$97 Roundtrip, just found
$97
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Jul 16 from Kansas City to Chicago, returning Thu, Jul 24, priced at $97 just found
Southwest Airlines
Mon, Jul 21 - Thu, Jul 24
MCI
Kansas City
MDW
Chicago
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Southwest Airlines flight, departing Mon, Jul 21 from Kansas City to Chicago, returning Thu, Jul 24, priced at $102 just found
Southwest Airlines
Thu, Aug 21 - Mon, Aug 25
MCI
Kansas City
MDW
Chicago
$107 Roundtrip, found 13 hours ago
$107
Roundtrip
found 13 hours ago
Select Southwest Airlines flight, departing Thu, Aug 21 from Kansas City to Chicago, returning Mon, Aug 25, priced at $107 found 13 hours ago
Southwest Airlines
Wed, Jul 16 - Thu, Jul 24
MCI
Kansas City
MDW
Chicago
$117 Roundtrip, just found
$117
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Jul 16 from Kansas City to Chicago, returning Thu, Jul 24, priced at $117 just found
Southwest Airlines
Mon, Jul 21 - Wed, Jul 23
MCI
Kansas City
MDW
Chicago
$122 Roundtrip, just found
$122
Roundtrip
just found
Select Southwest Airlines flight, departing Mon, Jul 21 from Kansas City to Chicago, returning Wed, Jul 23, priced at $122 just found
Delta
Tue, Jun 3 - Mon, Jun 9
MCI
Kansas City
MDW
Chicago
$127 Roundtrip, just found
$127
Roundtrip
just found
Select Delta flight, departing Tue, Jun 3 from Kansas City to Chicago, returning Mon, Jun 9, priced at $127 just found
Frontier Airlines
Fri, Jun 6 - Mon, Jun 9
MCI
Kansas City
MDW
Chicago
$160 Roundtrip, found 2 hours ago
$160
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Jun 6 from Kansas City to Chicago, returning Mon, Jun 9, priced at $160 found 2 hours ago

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 $197. 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 and American Airlines flight leaving MCI on May 12 2025 and touching down at MDW. The price was last updated on April 24 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 $99. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from MCI on May 14 2025. Prices were last updated on April 24 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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