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$79+ Cheap flights from Minneapolis (MSP) to Midway (MDW)

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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
MSP — MDW
Jun 9 — Jun 161
Tue 6/9
Tue 6/16
1 adult, Economy
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Cheapflights Tip: The best prices from Minneapolis St Paul to Chicago Midway are usually found in October or August, booked 65 days in advance, depart on a Saturday or Friday and return on a Friday

Cheap flight deals from Minneapolis to Midway

Cheapest flights from Minneapolis to Midway
Explore the most affordable flight options available from Minneapolis to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 10, 2026.

This Southwest deal was found by Cheapflights users on 5/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/35:20 am
MSP
-
MDW
Nonstop1h 30m
Southwest
Wed 6/37:55 am
MDW
-
MSP
Nonstop1h 30m
Southwest
Deal found 5/8$137
This Southwest deal was found by Cheapflights users on 5/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/37:10 am
MSP
-
MDW
2 stops8h 35m
Southwest
Wed 6/107:40 am
MDW
-
MSP
Nonstop1h 30m
Southwest
Deal found 5/8$152
This Southwest deal was found by Cheapflights users on 5/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/166:40 pm
MSP
-
MDW
Nonstop1h 30m
Southwest
Wed 6/173:10 pm
MDW
-
MSP
1 stop8h 45m
Southwest
Deal found 5/6$153
This Southwest deal was found by Cheapflights users on 5/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:05 pm
MSP
-
MDW
Nonstop1h 35m
Southwest
Tue 6/92:35 pm
MDW
-
MSP
1 stop8h 10m
Southwest
Deal found 5/9$163
This Delta deal was found by Cheapflights users on 5/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/34:20 pm
MSP
-
MDW
Nonstop1h 36m
Delta
Mon 6/81:49 pm
MDW
-
MSP
Nonstop1h 44m
Delta
Deal found 5/8$167
This Southwest deal was found by Cheapflights users on 5/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/263:15 pm
MSP
-
MDW
Nonstop1h 35m
Southwest
Sat 5/303:30 pm
MDW
-
MSP
2 stops7h 05m
Southwest
Deal found 5/5$172
This Southwest deal was found by Cheapflights users on 5/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/45:00 am
MSP
-
MDW
Nonstop1h 30m
Southwest
Mon 6/89:50 pm
MDW
-
MSP
Nonstop1h 25m
Southwest
Deal found 5/8$177
This Southwest deal was found by Cheapflights users on 5/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/128:00 am
MSP
-
MDW
1 stop7h 10m
Southwest
Tue 10/133:50 pm
MDW
-
MSP
1 stop6h 35m
Southwest
Deal found 5/6$182
This Southwest deal was found by Cheapflights users on 5/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/284:55 pm
MSP
-
MDW
1 stop6h 35m
Southwest
Mon 6/19:30 pm
MDW
-
MSP
Nonstop1h 30m
Southwest
Deal found 5/7$187

Find flight deals from Minneapolis to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Minneapolis (MSP) 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 May 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$137
(Southwest)

One-way from

$79
(Southwest)

Popular in

April

Cheapest in

October

Average price

$291

Good round-trip deal

$315 or less

Good one-way deal

$172 or less
Provider with most accurate pricing for Minneapolis St Paul-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Minneapolis St Paul-Chicago Midway flights.
Search Deals
From Minneapolis St Paul to Chicago Midway
Search Deals
One-way flight from Minneapolis St Paul to Chicago Midway
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($68 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Minneapolis St Paul to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Minneapolis St Paul to Chicago Midway.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Minneapolis 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 May 10, 2026.
Use the filters below to find and compare flights from Minneapolis to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Wed 5/27

3:15 pm-4:50 pm

Nonstop1h 35m

Chicago Midway

Wed 5/27

9:05 pm-10:35 pm

Nonstop1h 30m

$137

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Wed 8/26

4:30 pm-9:50 pm

1 stop5h 20m

Chicago Midway

Mon 8/31

8:00 am-9:45 am

Nonstop1h 45m

$157

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Tue 6/2

4:30 pm-9:50 pm

1 stop5h 20m

Chicago Midway

Thu 6/4

5:05 pm-6:35 pm

Nonstop1h 30m

$167

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Thu 8/27

4:24 pm-6:01 pm

Nonstop1h 37m

Chicago Midway

Mon 8/31

9:20 am-10:55 am

Nonstop1h 35m

$177

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Mon 10/12

8:00 am-3:10 pm

1 stop7h 10m

Chicago Midway

Tue 10/13

3:50 pm-10:25 pm

1 stop6h 35m

$182

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Thu 8/20

9:00 am-12:39 pm

1 stop3h 39m

Chicago Midway

Wed 8/26

9:59 am-11:42 am

Nonstop1h 43m

$197

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 8/1

4:45 pm-11:15 pm

1 stop6h 30m

Chicago Midway

Sat 8/8

6:35 am-11:50 am

1 stop5h 15m

$197

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Tue 6/16

9:50 am-11:20 am

Nonstop1h 30m

Chicago Midway

Sat 6/20

8:10 am-9:40 am

Nonstop1h 30m

$216
Quickest round-trip

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Tue 7/21

6:40 pm-8:10 pm

Nonstop1h 30m

Chicago Midway

Thu 7/23

9:50 pm-11:15 pm

Nonstop1h 25m

$216

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Wed 7/22

6:40 pm-8:10 pm

Nonstop1h 30m

Chicago Midway

Sun 7/26

9:30 pm-10:55 pm

Nonstop1h 25m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/5

Showing 1-10 of 23 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Minneapolis 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 Minneapolis to Midway in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star

*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 Minneapolis-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 Minneapolis-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Minneapolis-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Minneapolis-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 Minneapolis-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 Minneapolis to Midway

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

Cheapflights Insights

Everything you need to know about your flight from Minneapolis to Chicago Midway Airport

How far ahead should I book a flight from Minneapolis to Chicago Midway Airport?

Booking 64 days in advance of your planned departure date is, on average, the best time to get cheap flights from Minneapolis to Chicago Midway Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, October is the cheapest month in which you can book a flight from Minneapolis to Chicago Midway Airport (average of $156). Flying from Minneapolis to Chicago Midway Airport in April is currently the most expensive (average of $329). 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.

What is the cheapest time of day to fly from MSP to MDW?

Find hourly flight availability from Minneapolis to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 10, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 7% on flights from Minneapolis to Chicago Midway Airport by exploring options for tickets in the evening.

What is the cheapest day to fly from Minneapolis to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Minneapolis to Midway. Price data was last updated on May 9, 2026.

Travelers seeking maximum savings on their Minneapolis to Chicago Midway Airport flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Minneapolis to Chicago Midway Airport?

The best insider tips for Minneapolis to Chicago Midway Airport flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Minneapolis to Chicago Midway Airport trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on MDW

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Brandon Schultz

Brandon Schultz

Expert on MSP

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more

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 May 10, 2026.
Read reviews from past customers who have flown Southwest and Delta from Minneapolis to Chicago Midway Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,306 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,306 reviews
Southwest
8.0
Very good
4,306 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,455 reviews
Southwest
8.0
Very good
4,306 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Minneapolis 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 Minneapolis to Chicago Midway?

    Minneapolis St Paul (MSP), located 7.3 mi from the city center, is the airport you fly out of when you book flights from Minneapolis to Chicago Midway. 2 airlines have flights from Minneapolis St Paul to Chicago Midway on a regular basis. Booking flights from Minneapolis St Paul to Chicago Midway should not be difficult; the airport handles an average of 9 outbound flights to Chicago Midway per day.

  • How long is the flight from Minneapolis to Chicago Midway Airport?

    A quick flight from Minneapolis to Chicago Midway Airport can take about 1h 35m. Southwest provides one of the quickest options available for as low as $137. Minneapolis and Chicago Midway Airport are separated by a distance of 348 mi. Generally, flights for this route are nonstop.

  • What are the cheapest airlines flying from Minneapolis to Chicago Midway Airport round-trip?

    Flying on Delta is currently your cheapest option to Chicago Midway Airport, with prices starting at $97. Another option worth looking into is Southwest, starting at $110 round trip. You may be able to fly from Minneapolis to Chicago Midway Airport for 59% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Minneapolis to Chicago Midway Airport one-way?

    The cheapest airlines for a one-way flight from Minneapolis to Chicago Midway Airport are Southwest ($48), Delta ($88), and Frontier ($89).

  • What are the most reliable airlines from Minneapolis to Chicago Midway Airport?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Minneapolis to Chicago Midway Airport on time: Sun Country Air (100%), Southwest (82%), SkyWest Airlines (75%).

  • What are the cheapest flights from Minneapolis to Chicago Midway Airport?

    On average you can expect to pay $331 for a flight from Minneapolis to Chicago Midway Airport. The cheapest flight overall is $88 while the most popular route, (Minneapolis St Paul - Chicago Midway) is currently priced at $117.

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Minneapolis to Chicago Midway Airport (average of $156). Flying from Minneapolis to Chicago Midway Airport in April is currently the most expensive (average of $329). 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.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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Top 2 airlines flying from Minneapolis to Midway

Discover the top 2 airlines that operate flights from Minneapolis to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$97Average$259FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$110Average$233FlexibilityNo cancel feeOn-time63%

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