$214 Cheap Flights from Appleton (ATW) to Chicago (MDW)

View $214 flight on Sat, Dec 6, 2025Opens in a new window

Popular airlines from Appleton, WI (ATW-Appleton Intl.) to Chicago Midway Airport (MDW)

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Cheap Flights from Appleton to Chicago (ATW-MDW)

Prices were available within the past 7 days and start at $214 for one-way flights and $199 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, May 9 - Tue, May 26
ATW
Appleton
MDW
Chicago
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, May 9 from Appleton to Chicago, returning Tue, May 26, priced at $199 found 1 day ago
Delta
Sat, May 30 - Sat, Jun 13
ATW
Appleton
MDW
Chicago
$204 Roundtrip, found 1 day ago
$204
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, May 30 from Appleton to Chicago, returning Sat, Jun 13, priced at $204 found 1 day ago
Delta
Tue, Apr 28 - Sat, May 9
ATW
Appleton
MDW
Chicago
$214 Roundtrip, found 1 day ago
$214
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Apr 28 from Appleton to Chicago, returning Sat, May 9, priced at $214 found 1 day ago
Delta
Sun, Jun 14 - Tue, Jun 30
ATW
Appleton
MDW
Chicago
$219 Roundtrip, found 1 day ago
$219
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Jun 14 from Appleton to Chicago, returning Tue, Jun 30, priced at $219 found 1 day ago
Delta
Sat, Jan 10 - Fri, May 1
ATW
Appleton
MDW
Chicago
$229 Roundtrip, found 1 day ago
$229
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Jan 10 from Appleton to Chicago, returning Fri, May 1, priced at $229 found 1 day ago
Delta
Sat, Jun 20 - Mon, Jul 6
ATW
Appleton
MDW
Chicago
$234 Roundtrip, found 1 day ago
$234
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Jun 20 from Appleton to Chicago, returning Mon, Jul 6, priced at $234 found 1 day ago
Delta
Fri, Feb 6 - Sun, Feb 8
ATW
Appleton
MDW
Chicago
$243 Roundtrip, found 18 hours ago
$243
Roundtrip
found 18 hours ago
Select Delta flight, departing Fri, Feb 6 from Appleton to Chicago, returning Sun, Feb 8, priced at $243 found 18 hours ago
Delta
Sat, Nov 15 - Tue, Nov 25
ATW
Appleton
MDW
Chicago
$244 Roundtrip, found 3 days ago
$244
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Nov 15 from Appleton to Chicago, returning Tue, Nov 25, priced at $244 found 3 days ago
Delta
Mon, Feb 23 - Sat, Mar 7
ATW
Appleton
MDW
Chicago
$244 Roundtrip, found 1 day ago
$244
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Feb 23 from Appleton to Chicago, returning Sat, Mar 7, priced at $244 found 1 day ago
Delta
Wed, May 27 - Sat, Jun 13
ATW
Appleton
MDW
Chicago
$248 Roundtrip, found 1 day ago
$248
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, May 27 from Appleton to Chicago, returning Sat, Jun 13, priced at $248 found 1 day ago

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. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $209
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $209

Frequently asked questions

How much does a flight from Appleton Intl. Airport (ATW) to Midway Intl. Airport (MDW) cost?
Get a cheap one-way flight from $214 or cheap return flight from $199 from Appleton Intl. Airport (ATW) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Appleton Intl. Airport (ATW) to Midway Intl. Airport (MDW)?
The cheapest month to fly from ATW to MDW is May, when demand is low. Off-peak season is often when airlines offer better prices between these airports.
What is the cheapest airline that flies from Appleton Intl. Airport (ATW) to Midway Intl. Airport (MDW)?
Expedia's filter tool lets you easily compare airlines, flight times and baggage options all in one place. Customize the search to your preferences, then sort by "Price (lowest to highest)" to see which carrier offers the cheapest ATW to MDW flight.
How many flights per day from Appleton Intl. Airport (ATW) to Midway Intl. Airport (MDW)?
You'll have to take a flight with a layover if you're traveling from Appleton Intl. Airport (ATW) to Midway Intl. Airport (MDW). There are no daily direct flights on this route. However, just filter your search to include one or two stops to discover an option that works for you.
What day of the week has the most flights from ATW to MDW?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Appleton Intl. Airport (ATW) to Midway Intl. Airport (MDW)?
To land at Midway Intl. Airport (MDW) on time, select a flight that leaves Appleton Intl. Airport (ATW) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**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 Appleton Intl. Airport (ATW)?
Browse your flight options from Appleton Intl. Airport (ATW) to O'Hare Intl. Airport (ORD). This is the only Chicago airport you can touch down at if you're taking a direct flight.
Is it cheaper to buy a plane ticket from Appleton Intl. Airport (ATW) to Midway Intl. Airport (MDW) last-minute?
Last-minute fares from ATW to MDW are usually more expensive. For the lowest rates, start looking for flights early. That being said, if your travel plans are flexible, it's possible to land a cheap ticket right before your journey.
Is it cheaper to book an ATW to MDW flight and hotel package?
You'll typically save money by securing an ATW 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 convenient place. Once you've chosen your ideal accommodations and flights, consider adding extras including car rentals, tours and activities.
Can I cancel or change the date of my flight from Appleton Intl. Airport (ATW) to Midway Intl. Airport (MDW)?
Generally, it's possible to reschedule or cancel your ATW to MDW flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Check your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find further details on our Customer Service portal.

Travel information

Origin airport
Appleton Intl.
Destination airport
Midway Intl.
Airlines serving
Delta
Roundtrip price
$198
Distance
175 mi

Book with confidence

Appleton to Chicago Flights

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

 

The best time to book a flight from Appleton to Chicago

Sunday is one of the best days to book for cheap flights from Appleton 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 Appleton 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 Appleton to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $214 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 Appleton 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 Appleton 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.

 

Appleton to Chicago Flights

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*Available to One Key members.