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$250+ Cheap flights from Midway (MDW) to Milwaukee (MKE)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MKE
ago. 4 — ago. 111
lun. 8/4
lun. 8/11
1 adult, Economy
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Cheap flight deals from Midway to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Milwaukee (MKE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated julio 30, 2025.

Popular in

December

Cheapest in

April

Average price

$239
Highest demand for flights based on searches. 26% potential increase in price ($102 potential increase over avg. RT price).
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Cheapest flight prices on average. 11% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Midway to Milwaukee

One-way flights from Midway to Milwaukee
Search for one-way flight options from Midway to Milwaukee. Find affordable one-way fares based on user searches. Data last updated julio 30, 2025.

This eDestinos deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/184:56 pmMDW - MKE
2 stops25h 45mFrontier
Deal found 7/28$250

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Milwaukee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated julio 30, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Milwaukee that are best for you.

Fly from

Midway

Fly to

Milwaukee

Route

Depart

Return

Price

ChicagoMilwaukee

MDW - MKE

MDWMKE

Chicago Midway

jue. 9/18

4:56 pm-6:41 pm

2 stops25h 45m

$250

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Best time to book a flight from Midway to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Milwaukee. Reviews last updated julio 30, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Milwaukee, such as Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Frontier
5.9
Fair
3,237 reviews

Crew

6.7

Entertainment

4.5

Food

4.7

Overall

5.9

Boarding

6.1

Comfort

5.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jun 2025

TTN - TPA

TTN is a small airport for Frontier. Drop off is easy as is parking. The location is remote so there is zero traffic. The place could use a renovation but for the price you pay it is not necessary. Good-Staff is very friendly. Flight left on time. Bad- run down, deplaning/boarding on the tarmac. I got wet on the stairs outside of the plane while waiting to board.
Frontier
5.9
Fair
3,237 reviews
Frontier
5.9
Fair
3,237 reviews

Crew

6.7

Entertainment

4.5

Food

4.7

Overall

5.9

Boarding

6.1

Comfort

5.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jun 2025

TTN - TPA

TTN is a small airport for Frontier. Drop off is easy as is parking. The location is remote so there is zero traffic. The place could use a renovation but for the price you pay it is not necessary. Good-Staff is very friendly. Flight left on time. Bad- run down, deplaning/boarding on the tarmac. I got wet on the stairs outside of the plane while waiting to board.

Related info for your journey

Find useful and relevant information for your journey from Midway to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Milwaukee from Chicago Midway?

    For a flight from Chicago Midway to Milwaukee, you will be flying into Milwaukee-Mitchell. Milwaukee-Mitchell (MKE) is just 6.4 mi from the center of the city. Milwaukee-Mitchell is the only Milwaukee airport and it handles 0 inbound flights from Chicago Midway per day. 0 airlines have flights to Milwaukee-Mitchell from Chicago Midway on a regular basis.

  • Can I find deals for flights from Midway to Milwaukee that include hotel bookings?

    Yes. In addition to deals on Midway to Milwaukee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Milwaukee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Milwaukee.

  • Can I find deals for business class flights from Midway to Milwaukee?

    Yes. Cheapflights offers flight deals from Midway to Milwaukee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Milwaukee?

    Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Milwaukee (average of $280). Flying from Chicago Midway Airport to Milwaukee in June is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Mequon
Oak Creek
Sheboygan
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