$79 Cheap Flights from Wichita (ICT) to Chicago (MDW)

View $79 flight on Sat, Oct 25, 2025Opens in a new window

Popular airlines from Wichita Dwight D. Eisenhower National Airport (ICT) to Chicago Midway Airport (MDW)

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Cheap Flights from Wichita to Chicago (ICT-MDW)

Prices were available within the past 7 days and start at $79 for one-way flights and $164 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Sat, Oct 18 - Tue, Oct 21
ICT
Wichita
MDW
Chicago
$164 Roundtrip, found 1 hour ago
$164
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Sat, Oct 18 from Wichita to Chicago, returning Tue, Oct 21, priced at $164 found 1 hour ago
Southwest Airlines
Fri, Dec 5 - Mon, Dec 8
ICT
Wichita
MDW
Chicago
$175 Roundtrip, found 16 hours ago
$175
Roundtrip
found 16 hours ago
Select Southwest Airlines flight, departing Fri, Dec 5 from Wichita to Chicago, returning Mon, Dec 8, priced at $175 found 16 hours ago
Southwest Airlines
Wed, Oct 22 - Sat, Oct 25
ICT
Wichita
MDW
Chicago
$177 Roundtrip, found 2 hours ago
$177
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Wed, Oct 22 from Wichita to Chicago, returning Sat, Oct 25, priced at $177 found 2 hours ago
Southwest Airlines
Sat, Oct 18 - Tue, Oct 21
ICT
Wichita
MDW
Chicago
$180 Roundtrip, found 1 hour ago
$180
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Sat, Oct 18 from Wichita to Chicago, returning Tue, Oct 21, priced at $180 found 1 hour ago
Southwest Airlines
Sat, Oct 25 - Thu, Oct 30
ICT
Wichita
MDW
Chicago
$182 Roundtrip, just found
$182
Roundtrip
just found
Select Southwest Airlines flight, departing Sat, Oct 25 from Wichita to Chicago, returning Thu, Oct 30, priced at $182 just found
Southwest Airlines
Sat, Sep 13 - Wed, Sep 17
ICT
Wichita
MDW
Chicago
$184 Roundtrip, found 1 day ago
$184
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Sep 13 from Wichita to Chicago, returning Wed, Sep 17, priced at $184 found 1 day ago
Southwest Airlines
Sat, Oct 18 - Tue, Oct 21
ICT
Wichita
MDW
Chicago
$186 Roundtrip, found 1 hour ago
$186
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Sat, Oct 18 from Wichita to Chicago, returning Tue, Oct 21, priced at $186 found 1 hour ago
Southwest Airlines
Sat, Oct 18 - Tue, Oct 21
ICT
Wichita
MDW
Chicago
$186 Roundtrip, found 1 hour ago
$186
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Sat, Oct 18 from Wichita to Chicago, returning Tue, Oct 21, priced at $186 found 1 hour ago
Southwest Airlines
Mon, Sep 8 - Thu, Sep 11
ICT
Wichita
MDW
Chicago
$188 Roundtrip, found 2 hours ago
$188
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Mon, Sep 8 from Wichita to Chicago, returning Thu, Sep 11, priced at $188 found 2 hours ago
Delta
Tue, Oct 7 - Tue, Oct 21
ICT
Wichita
MDW
Chicago
$197 Roundtrip, just found
$197
Roundtrip
just found
Select Delta flight, departing Tue, Oct 7 from Wichita to Chicago, returning Tue, Oct 21, priced at $197 just found

Find the cheapest month to fly from Wichita (ICT) to Chicago (MDW)

August is typically the cheapest month to fly

From $153 - $681 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 $354
ORD
O'Hare Intl.
Average driving time to city center23 min
Flights from $354
Flights from Wichita (ICT) to Chicago (MDW)
Origin airport
Wichita Dwight D. Eisenhower National
Destination airport
Midway Intl.
Airlines serving
Delta, Southwest Airlines
Roundtrip price
$163
Distance
588 mi

Wichita to Chicago Flights

The cheapest times to fly from Wichita 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 Wichita to Chicago are during the month of October. You can find some of the cheapest flights from Wichita to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Wichita to Chicago

Sunday is one of the best days to book for cheap flights from Wichita 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 Wichita 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 Wichita to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $79 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 Wichita 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 Wichita 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 Wichita Dwight D. Eisenhower National Airport (ICT) to Midway Intl. Airport (MDW) cost?
Lock in a cheap one-way flight from $79 or cheap return flight from $164 from Wichita Dwight D. Eisenhower National Airport (ICT) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Wichita Dwight D. Eisenhower National Airport (ICT) to Midway Intl. Airport (MDW)?
The cheapest month to fly from ICT to MDW is October, when demand is low. Off-peak season is generally when better flight deals are available between these airports.
What is the cheapest airline that flies from Wichita Dwight D. Eisenhower National Airport (ICT) to Midway Intl. Airport (MDW)?
Use the filter tool on Expedia to compare different airlines and find the cheapest carrier that'll fly you from ICT to MDW. Then, sort your results by "Price (lowest to highest)" to score a good deal.
How many flights per day from Wichita Dwight D. Eisenhower National Airport (ICT) to Midway Intl. Airport (MDW)?
You'll have to hop on a flight with a layover if you're traveling from Wichita Dwight D. Eisenhower National Airport (ICT) to Midway Intl. Airport (MDW). Direct flights don't operate daily on this route. However, just filter your search to include one or more stops to find an option that works for you.
What day of the week has the most flights from ICT to MDW?
Friday is usually the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can vary based on a range of factors, such as the carrier and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Wichita Dwight D. Eisenhower National Airport (ICT) to Midway Intl. Airport (MDW)?
Opt for a flight from Wichita Dwight D. Eisenhower National Airport (ICT) to Midway Intl. Airport (MDW) that leaves before 3 PM to reduce the risk of 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 Wichita Dwight D. Eisenhower National Airport (ICT)?
O'Hare Intl. Airport (ORD) is the only airport in Chicago with direct flights from Wichita Dwight D. Eisenhower National Airport (ICT). Check out the options and find affordable fares on Expedia.
Is it cheaper to buy a plane ticket from Wichita Dwight D. Eisenhower National Airport (ICT) to Midway Intl. Airport (MDW) last-minute?
Last-minute fares from ICT to MDW are typically more expensive. To lock in the lowest prices, start looking for flights ahead of time. That said, if you're flexible with your travel plans, you may score a cheap fare right before your trip.
Is it cheaper to book an ICT to MDW flight and hotel package?
You can save money by securing an ICT to MDW flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one place. After selecting your preferred accommodations and flights, consider adding extras like car rentals, activities and tours.
Can I cancel or change the date of my flight from Wichita Dwight D. Eisenhower National Airport (ICT) to Midway Intl. Airport (MDW)?
In most instances, you can modify or cancel your ICT to MDW flight. However, additional fees may apply, especially if your booking was made more than 24 hours ago. Double-check your itinerary for the airline's guidelines and fees on flight changes, or if you want further details, head to our Customer Service portal.

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*Available to One Key members.