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$447+ Cheap flights from Milwaukee (MKE) to Midway (MDW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/14. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MDW
Jan 11 — Jan 181
Sat 1/11
Sat 1/18
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 January 6, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$447
(eDestinos)
Provider with most accurate pricing for Milwaukee-Mitchell-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Chicago Midway flights.
Search Deals
From Milwaukee-Mitchell to Chicago Midway
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Find flight deals from Milwaukee to Midway

Cheapest flights from Milwaukee to Midway
Explore the most affordable flight options available from Milwaukee to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 6, 2025.

This eDestinos deal was found by Cheapflights users on 1/5. 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.
Fri 3/141:19 pmMKE - MDW
2 stops32h 37mFrontier
Fri 3/216:38 pmMDW - MKE
2 stops41h 41mFrontier
Deal found 1/5$447

Find flights from Milwaukee to Midway within your budget

Customize your flight search to find flights from Milwaukee to Midway 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 January 6, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MilwaukeeChicago

MKE - MDW

MKEMDW

Milwaukee-Mitchell

Fri 3/14

1:19 pm-9:56 pm

2 stops32h 37m

Chicago Midway

Fri 3/21

6:38 pm-12:19 pm

2 stops41h 41m

$447

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/5

Compare providers for flights from Milwaukee to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Milwaukee to Midway in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Milwaukee-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Milwaukee-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Milwaukee-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

Travel insights for flights from Milwaukee to Midway

Get recent, data-driven insights about flights from Milwaukee to Midway including ideal travel times, pricing trends, and more.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated January 6, 2025.
Frontier
6.1
Okay
3,445 reviews

Comfort

5.7

Food

4.9

Crew

6.9

Overall

6.1

Boarding

6.4

Entertainment

4.7

Reviews

1 / 10

Nice crew. Good announcements from pilot. Late departure. No ramp crew upon arrival so we waited on the plane for 10 minutes before disembarking.

Frontier
6.1
Okay
3,445 reviews
Frontier
6.1
Okay
3,445 reviews

Comfort

5.7

Food

4.9

Crew

6.9

Overall

6.1

Boarding

6.4

Entertainment

4.7

Reviews

1 / 10

Nice crew. Good announcements from pilot. Late departure. No ramp crew upon arrival so we waited on the plane for 10 minutes before disembarking.

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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