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Midway

$59+ Cheap flights from Minnesota 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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
MSP — MDW
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Minnesota to Midway

Keep the following information in mind while searching for Minnesota to Midway flight deals. Data was last updated September 15, 2025.

Round-trip from

$97
(Delta)

One-way from

$59
(Southwest)

Popular in

February

Cheapest in

November

Average price

$158

Good round-trip deal

$161 or less

Good one-way deal

$144 or less
From Minnesota to Chicago Midway
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One-way flight from Minnesota to Chicago Midway
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Highest demand for flights based on searches. 15% potential increase in price ($34 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 Minnesota to Chicago Midway.
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Price to beat on a one-way flight from Minnesota to Chicago Midway.
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Find flight deals from Minnesota to Midway

Cheapest flights from Minnesota to Midway
Explore the most affordable flight options available from Minnesota to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Delta deal was found by Cheapflights users on 9/14. 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.
Sat 10/1811:32 amMSP - MDW
Nonstop1h 36mDelta
Tue 10/211:48 pmMDW - MSP
Nonstop1h 40mDelta
Deal found 9/14$97
This Southwest deal was found by Cheapflights users on 9/12. 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 10/183:40 pmMSP - MDW
1 stop3h 25mSouthwest
Tue 10/217:45 amMDW - MSP
Nonstop1h 25mSouthwest
Deal found 9/12$107
This Southwest deal was found by Cheapflights users on 9/13. 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 10/217:00 amMSP - MDW
2 stops9h 50mSouthwest
Thu 10/237:45 amMDW - MSP
Nonstop1h 25mSouthwest
Deal found 9/13$112
This Delta deal was found by Cheapflights users on 9/13. 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.
Sun 10/57:14 amMSP - MDW
Nonstop1h 39mDelta
Wed 10/89:20 amMDW - MSP
Nonstop1h 42mDelta
Deal found 9/13$115
This Delta deal was found by Cheapflights users on 9/14. 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.
Fri 10/247:15 amMSP - MDW
Nonstop1h 40mDelta
Mon 10/279:20 amMDW - MSP
Nonstop1h 42mDelta
Deal found 9/14$120
This Southwest deal was found by Cheapflights users on 9/15. 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 10/226:00 amMSP - MDW
1 stop3h 55mSouthwest
Sat 10/258:20 amMDW - MSP
2 stops8h 15mSouthwest
Deal found 9/15$122
This Southwest deal was found by Cheapflights users on 9/12. 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 10/206:55 pmMSP - MDW
Nonstop1h 30mSouthwest
Thu 10/237:45 amMDW - MSP
Nonstop1h 25mSouthwest
Deal found 9/12$124
This Southwest deal was found by Cheapflights users on 9/13. 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 10/297:00 amMSP - MDW
2 stops9h 50mSouthwest
Sat 11/18:20 amMDW - MSP
2 stops8h 15mSouthwest
Deal found 9/13$127
This Southwest deal was found by Cheapflights users on 9/13. 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 10/236:00 amMSP - MDW
1 stop9h 15mSouthwest
Sat 10/258:20 amMDW - MSP
2 stops8h 15mSouthwest
Deal found 9/13$128
This Southwest deal was found by Cheapflights users on 9/14. 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 11/81:25 pmMSP - MDW
Nonstop1h 30mSouthwest
Sun 11/97:55 amMDW - MSP
Nonstop1h 30mSouthwest
Deal found 9/14$130
This Delta deal was found by Cheapflights users on 9/13. 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.
Sat 10/116:30 amDLH - MDW
1 stop4h 00mDelta
Sat 10/187:10 pmMDW - DLH
1 stop3h 43mDelta
Deal found 9/13$198
This Delta deal was found by Cheapflights users on 9/14. 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.
Sat 12/2011:55 amDLH - MDW
1 stop5h 24mDelta
Sat 1/311:48 amMDW - DLH
1 stop3h 55mDelta
Deal found 9/14$228

Cheapflights Fare Finder

 
Customize your flight search to find flights from Minnesota 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 September 15, 2025.
Use the filters below to find and compare flights from Minnesota to Chicago Midway Airport that are best for you.

Fly from

Minnesota

Fly to

Midway

Route

Depart

Return

Price

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 10/18

4:08 pm-5:43 pm

Nonstop1h 35m

Chicago Midway

Tue 10/21

7:10 pm-8:49 pm

Nonstop1h 39m

$97

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 11/22

7:10 am-8:55 am

Nonstop1h 45m

Chicago Midway

Sat 11/22

5:55 pm-7:25 pm

Nonstop1h 30m

$97

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Tue 11/11

7:15 am-9:00 am

Nonstop1h 45m

Chicago Midway

Sat 11/22

10:35 pm-12:05 am

Nonstop1h 30m

$97

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Thu 10/23

4:08 pm-5:43 pm

Nonstop1h 35m

Chicago Midway

Tue 10/28

7:10 pm-8:49 pm

Nonstop1h 39m

$97

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 12/13

7:24 am-9:19 am

Nonstop1h 55m

Chicago Midway

Wed 12/17

9:59 am-11:42 am

Nonstop1h 43m

$97

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Tue 12/9

4:30 pm-6:18 pm

Nonstop1h 48m

Chicago Midway

Tue 12/16

7:02 pm-8:45 pm

Nonstop1h 43m

$97

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 11/8

4:08 pm-5:43 pm

Nonstop1h 35m

Chicago Midway

Tue 11/11

9:41 am-11:23 am

Nonstop1h 42m

$97

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Thu 12/4

7:15 am-9:00 am

Nonstop1h 45m

Chicago Midway

Sun 12/7

7:55 am-9:25 am

Nonstop1h 30m

$120

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Fri 10/17

4:08 pm-5:43 pm

Nonstop1h 35m

Chicago Midway

Sat 10/18

9:20 am-11:02 am

Nonstop1h 42m

$120

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

Sat 10/18

6:30 am-1:08 pm

1 stop6h 38m

Chicago Midway

Tue 10/21

7:10 pm-11:42 pm

1 stop4h 32m

$198

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 59 results
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Best time to book a flight from Minnesota to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Minnesota 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 Minnesota to Chicago Midway Airport

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

Currently, April is the cheapest month in which you can book a flight from Minnesota to Chicago Midway Airport (average of $160). Flying from Minnesota 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 MN to MDW?

Find hourly flight availability from Minnesota 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 September 15, 2025.

When flying from Minnesota to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Minnesota to Chicago Midway Airport

Explore weekly flight availability from Minnesota to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 15, 2025.

The most flights from USMN to MDW are scheduled on a Monday (12 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (7 on average).

Related info for your journey

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

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

    Delta and Southwest can get you from Minnesota to Chicago Midway Airport in just under 1h 35m. Your travel time will be generally consistent. The distance from Minnesota to Chicago Midway Airport is about 348 mi. Generally, flights for this route are nonstop.

  • What are the most popular routes from Minnesota to Chicago Midway Airport?

    Most travelers choose Minneapolis St Paul - Chicago Midway, Fargo Hector Field - Chicago Midway or Sioux Falls Joe Foss Field - Chicago Midway when deciding on the best route from Minnesota to Chicago Midway Airport.

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

    Before booking your flight to Chicago Midway Airport from Minnesota, check out the most reliable airlines to get you to your destination on time: Air France (82%), SkyWest Airlines (78%), Delta( 78%).

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

    Looking for the cheapest flight from Minnesota to Chicago Midway Airport? While on average our users pay $242, our data indicates the cheapest price to be $88. The most popular route (Minneapolis St Paul - Chicago Midway), is priced around $97.

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

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

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

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

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

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

    Currently, April is the cheapest month in which you can book a flight from Minnesota to Chicago Midway Airport (average of $160). Flying from Minnesota 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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Alternative routes for Minnesota to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Minnesota to Midway

Discover the top 2 airlines that operate flights from Minnesota 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$99Average$223FlexibilityNo cancel feeOn-time63%
DeltaCheapest$107Average$276FlexibilityNo cancel feeOn-timeN/A

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