$244 Cheap Flights from Mosinee (CWA) to Chicago (MDW)

View $244 flight on Sat, Nov 15, 2025Opens in a new window

Popular airlines from Mosinee, WI (CWA-Central Wisconsin) to Chicago Midway Airport (MDW)

Cheap Flights from Mosinee to Chicago (CWA-MDW)

Prices were available within the past 7 days and start at $244 for one-way flights and $301 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, Dec 25 - Tue, Dec 30
CWA
Mosinee
MDW
Chicago
$301 Roundtrip, found 1 day ago
$301
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Dec 25 from Mosinee to Chicago, returning Tue, Dec 30, priced at $301 found 1 day ago
Delta
Wed, Mar 25 - Sun, Mar 29
CWA
Mosinee
MDW
Chicago
$321 Roundtrip, found 1 hour ago
$321
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, Mar 25 from Mosinee to Chicago, returning Sun, Mar 29, priced at $321 found 1 hour ago
Delta
Wed, Dec 24 - Sat, Dec 27
CWA
Mosinee
MDW
Chicago
$330 Roundtrip, found 1 day ago
$330
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Dec 24 from Mosinee to Chicago, returning Sat, Dec 27, priced at $330 found 1 day ago
Delta
Sun, Mar 22 - Sun, Mar 29
CWA
Mosinee
MDW
Chicago
$341 Roundtrip, found 1 hour ago
$341
Roundtrip
found 1 hour ago
Select Delta flight, departing Sun, Mar 22 from Mosinee to Chicago, returning Sun, Mar 29, priced at $341 found 1 hour ago
Delta
Thu, Dec 25 - Tue, Dec 30
CWA
Mosinee
MDW
Chicago
$348 Roundtrip, found 1 day ago
$348
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Dec 25 from Mosinee to Chicago, returning Tue, Dec 30, priced at $348 found 1 day ago
Delta
Wed, Dec 24 - Mon, Dec 29
CWA
Mosinee
MDW
Chicago
$350 Roundtrip, found 1 day ago
$350
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Dec 24 from Mosinee to Chicago, returning Mon, Dec 29, priced at $350 found 1 day ago
Delta
Thu, Dec 25 - Tue, Dec 30
CWA
Mosinee
MDW
Chicago
$361 Roundtrip, found 1 day ago
$361
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Dec 25 from Mosinee to Chicago, returning Tue, Dec 30, priced at $361 found 1 day ago
Delta
Thu, Jul 2 - Sat, Jul 4
CWA
Mosinee
MDW
Chicago
$380 Roundtrip, found 4 days ago
$380
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, Jul 2 from Mosinee to Chicago, returning Sat, Jul 4, priced at $380 found 4 days ago
Delta
Mon, Dec 22 - Sat, Dec 27
CWA
Mosinee
MDW
Chicago
$380 Roundtrip, found 1 day ago
$380
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Dec 22 from Mosinee to Chicago, returning Sat, Dec 27, priced at $380 found 1 day ago
Delta
Mon, Dec 22 - Mon, Dec 29
CWA
Mosinee
MDW
Chicago
$400 Roundtrip, found 1 day ago
$400
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Dec 22 from Mosinee to Chicago, returning Mon, Dec 29, priced at $400 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 $487
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $487

Frequently asked questions

How much does a flight from Central Wisconsin Airport (CWA) to Midway Intl. Airport (MDW) cost?
Lock in a cheap one-way flight from $244 or cheap return flight from $301 from Central Wisconsin Airport (CWA) 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 Central Wisconsin Airport (CWA) to Midway Intl. Airport (MDW)?
Planning your trip for December may help you find better deals, as it's the cheapest month for flights between CWA and MDW. You'll often find the lowest fares during off-peak months.
What is the cheapest airline that flies from Central Wisconsin Airport (CWA) to Midway Intl. Airport (MDW)?
Use the filters on Expedia to compare airlines and find the cheapest carrier that'll take you from CWA to MDW. Then, sort your results by "Price (lowest to highest)" to snag a great deal.
How many flights per day from Central Wisconsin Airport (CWA) to Midway Intl. Airport (MDW)?
Nonstop flights from Central Wisconsin Airport (CWA) to Midway Intl. Airport (MDW) aren't available daily, so you'll have to take a flight with a layover. Explore your options with our filter tool. Enter your travel dates and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from CWA to MDW?
Usually you'll find the greatest selection of flight options on a Friday. Tuesdays tend to be the quietest.* However, this can change based on the time of year, airline and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Central Wisconsin Airport (CWA) to Midway Intl. Airport (MDW)?
To arrive at Midway Intl. Airport (MDW) without delays, opt for a flight that leaves from Central Wisconsin Airport (CWA) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**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 Central Wisconsin Airport (CWA)?
If you're on a direct flight from Central Wisconsin Airport (CWA) to Chicago, O'Hare Intl. Airport (ORD) is the only airport you can land at.
Is it cheaper to buy a plane ticket from Central Wisconsin Airport (CWA) to Midway Intl. Airport (MDW) last-minute?
Waiting until just before your trip to book a ticket from CWA to MDW often results in higher prices. While you may find some last-minute deals, there's no guarantee. Keep your travel schedule open to maximize your chances of snagging a bargain.
Is it cheaper to book a CWA to MDW flight and hotel package?
Booking a CWA to MDW flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip in one place. Select from our impressive range of stays and then add car rentals, flights and activities to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Central Wisconsin Airport (CWA) to Midway Intl. Airport (MDW)?
It's generally possible to reschedule or cancel your CWA to MDW flight. However, if it's been more than 24 hours since booking, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find more details on our Customer Service portal.

Travel information

Origin airport
Central Wisconsin
Destination airport
Midway Intl.
Airlines serving
Delta
Roundtrip price
$300
Distance
228 mi

Book with confidence

Mosinee to Chicago Flights

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

 

The best time to book a flight from Mosinee to Chicago

Sunday is one of the best days to book for cheap flights from Mosinee 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 Mosinee 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 Mosinee to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $244 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 Mosinee 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 Mosinee 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.

 

Mosinee to Chicago Flights

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*Available to One Key members.