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Cheap flights from Milwaukee (MKE) to Midway (MDW)

MKE — MDW
jul. 8 — jul. 151
mar. 7/8
mar. 7/15
1 adult, Economy
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Cheap flight deals from Milwaukee to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to Midway (MDW). 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 3, 2025.

Popular in

November

Cheapest in

March
Highest demand for flights based on searches. 5% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($18 potential savings vs. average RT price).
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Best time to book a flight from Milwaukee to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Milwaukee 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.

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Midway. 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 from for flights from Milwaukee to Chicago Midway?

    Located just 6.4 mi from the city center, Milwaukee-Mitchell is the airport most travelers will use when flying to Chicago Midway from Milwaukee. Booking flights from Milwaukee-Mitchell (MKE) to Chicago Midway should be relatively easy as there are 0 daily outbound flights to Chicago Midway from 0 different airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Milwaukee to Midway 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 Milwaukee to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Milwaukee to Chicago Midway Airport (average of $160). Flying from Milwaukee to Chicago Midway Airport in November is currently the most expensive (average of $249). 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
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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