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Midway

$59+ 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 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
MSP — MDW
oct. 25 — nov. 11
sáb. 10/25
sáb. 11/1
1 adult, Economy
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Cheapflights Tip: The best prices from Minneapolis St Paul to Chicago Midway are usually found in August or October, booked 65 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap 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 septiembre 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$97
(Delta)

One-way from

$59
(Southwest)

Popular in

March

Cheapest in

August

Average price

$221

Good round-trip deal

$168 or less

Good one-way deal

$145 or less
Provider with most accurate pricing for Minneapolis St Paul-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Minneapolis St Paul-Chicago Midway flights.
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From Minneapolis St Paul to Chicago Midway
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One-way flight from Minneapolis St Paul to Chicago Midway
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Highest demand for flights based on searches. 8% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Minneapolis St Paul to Chicago Midway.
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Price to beat on a one-way flight from Minneapolis St Paul to Chicago Midway.
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Find 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 septiembre 25, 2025.

This Southwest deal was found by Cheapflights users on 9/24. 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.
mié. 10/227:45 amMSP - MDW
Nonstop1h 30mSouthwest
mié. 10/2211:10 amMDW - MSP
Nonstop1h 30mSouthwest
Deal found 9/24$97
This Southwest deal was found by Cheapflights users on 9/22. 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.
jue. 12/184:45 pmMSP - MDW
Nonstop1h 35mSouthwest
lun. 1/59:30 amMDW - MSP
2 stops6h 25mSouthwest
Deal found 9/22$112
This Southwest deal was found by Cheapflights users on 9/23. 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.
jue. 10/236:00 amMSP - MDW
1 stop9h 15mSouthwest
lun. 10/273:35 pmMDW - MSP
Nonstop1h 25mSouthwest
Deal found 9/23$113
This Southwest deal was found by Cheapflights users on 9/24. 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.
mié. 10/226:00 amMSP - MDW
1 stop3h 55mSouthwest
mié. 10/295:45 amMDW - MSP
1 stop6h 00mSouthwest
Deal found 9/24$117
This Delta deal was found by Cheapflights users on 9/25. 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.
sáb. 11/811:32 amMSP - MDW
Nonstop1h 36mDelta
mar. 11/111:47 pmMDW - MSP
Nonstop1h 45mDelta
Deal found 9/25$120
This Southwest deal was found by Cheapflights users on 9/23. 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.
jue. 10/236:00 amMSP - MDW
1 stop9h 15mSouthwest
jue. 10/307:40 amMDW - MSP
1 stop4h 20mSouthwest
Deal found 9/23$122
This Southwest deal was found by Cheapflights users on 9/24. 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.
jue. 10/306:00 amMSP - MDW
1 stop9h 15mSouthwest
lun. 11/311:25 amMDW - MSP
1 stop10h 20mSouthwest
Deal found 9/24$128
This Delta deal was found by Cheapflights users on 9/24. 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.
jue. 10/237:15 amMSP - MDW
Nonstop1h 40mDelta
jue. 10/309:20 amMDW - MSP
Nonstop1h 42mDelta
Deal found 9/24$134
This Delta deal was found by Cheapflights users on 9/23. 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.
jue. 10/237:15 amMSP - MDW
Nonstop1h 40mDelta
lun. 10/277:10 pmMDW - MSP
Nonstop1h 39mDelta
Deal found 9/23$135
This Southwest deal was found by Cheapflights users on 9/25. 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.
sáb. 11/110:25 amMSP - MDW
Nonstop1h 30mSouthwest
lun. 11/311:25 amMDW - MSP
1 stop10h 20mSouthwest
Deal found 9/25$136

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 septiembre 25, 2025.
Use the filters below to find and compare flights from Minneapolis to Chicago Midway Airport that are best for you.

Fly from

Minneapolis

Fly to

Midway

Route

Depart

Return

Price

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

jue. 12/18

1:40 pm-9:15 pm

1 stop7h 35m

Chicago Midway

lun. 1/5

11:15 am-12:45 pm

Nonstop1h 30m

$107

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

lun. 10/27

3:25 pm-8:55 pm

1 stop5h 30m

Chicago Midway

jue. 10/30

7:45 am-2:40 pm

1 stop6h 55m

$117

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

sáb. 11/8

11:32 am-1:08 pm

Nonstop1h 36m

Chicago Midway

mar. 11/11

1:47 pm-3:32 pm

Nonstop1h 45m

$120

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

jue. 10/30

5:15 am-6:45 am

Nonstop1h 30m

Chicago Midway

dom. 11/2

7:55 am-9:25 am

Nonstop1h 30m

$120

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

jue. 10/30

5:15 am-6:45 am

Nonstop1h 30m

Chicago Midway

sáb. 11/1

3:00 pm-4:30 pm

Nonstop1h 30m

$120

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

vie. 12/5

7:15 am-9:00 am

Nonstop1h 45m

Chicago Midway

lun. 12/8

5:15 pm-9:45 pm

1 stop4h 30m

$130

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

vie. 11/7

6:30 am-8:15 am

Nonstop1h 45m

Chicago Midway

lun. 11/10

7:00 pm-11:45 pm

1 stop4h 45m

$130

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

sáb. 11/1

10:25 am-11:55 am

Nonstop1h 30m

Chicago Midway

lun. 11/3

11:25 am-9:45 pm

1 stop10h 20m

$136

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

lun. 10/20

6:55 pm-8:25 pm

Nonstop1h 30m

Chicago Midway

mié. 10/22

8:35 pm-10:00 pm

Nonstop1h 25m

$141

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

sáb. 10/18

11:32 am-1:08 pm

Nonstop1h 36m

Chicago Midway

sáb. 10/25

7:10 pm-8:49 pm

Nonstop1h 39m

$153

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/22

Showing 1-10 of 21 results
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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 September.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*3 stars
Justfly.comPrice 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 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.

The best insider tips for Minneapolis to Chicago Midway Airport flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Minneapolis to Chicago Midway Airport trip
Airports
MSP

Security lines at MSP are generally efficient, but during peak travel periods, waits can approach an hour. Typically, expect less than a half-hour wait.

Read more about MSPby Brandon Schultz
MDW

The Orange Line train is the easiest way to reach downtown Chicago from MDW, taking less than 30 minutes and operating almost 24 hours.

Read more about MDWby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on MDW

Ramsey Qubein

Ramsey Qubein

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

Brandon Schultz

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

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?

Use this chart to determine the optimal time to book a round-trip flight from Minneapolis to Midway. Price data was last updated on September 19, 2025.

Booking 65 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, April is the cheapest month in which you can book a flight from Minneapolis to Chicago Midway Airport (average of $160). Flying from Minneapolis 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.

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 septiembre 25, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 13% 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 September 21, 2025.

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

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 septiembre 25, 2025.
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
4,246 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,973 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 10 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 36m. Southwest provides one of the quickest options available for as low as $120. Minneapolis and Chicago Midway Airport are separated by a distance of 348 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $97 round trip. You may be able to fly from Minneapolis to Chicago Midway Airport for 57% less than the average price by searching for these airlines.

  • 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: Air France (82%), SkyWest Airlines (79%), Delta (79%).

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

    On average you can expect to pay $245 for a flight from Minneapolis to Chicago Midway Airport. The cheapest flight overall is $61 while the most popular route, (Minneapolis St Paul - Chicago Midway) is currently priced at $97.

  • 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, April is the cheapest month in which you can book a flight from Minneapolis to Chicago Midway Airport (average of $160). Flying from Minneapolis 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.

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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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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 septiembre 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$97Average$274FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$97Average$221FlexibilityNo cancel feeOn-time63%

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