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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 7/9. Fares are subject to change and may not be available on all flights or dates of travel.
MSP — MDW
Apr 20 — Apr 271
Sun 4/20
Sun 4/27
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 April 15, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$97
(Delta)

One-way from

$59
(Southwest)

Popular in

February

Cheapest in

September

Average price

$168

Good round-trip deal

$197 or less

Good one-way deal

$154 or less
Provider with most accurate pricing for Minneapolis St Paul-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Minneapolis St Paul-Chicago (CHI) flights.
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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. 19% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 15, 2025.

This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/87:03 amMSP - MDW
Nonstop1h 33mDelta
Mon 5/129:20 amMDW - MSP
Nonstop1h 39mDelta
Deal found 4/15$97
This Southwest deal was found by Cheapflights users on 4/13. 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 5/89:20 amMSP - MDW
Nonstop1h 30mSouthwest
Mon 5/126:25 pmMDW - MSP
1 stop3h 25mSouthwest
Deal found 4/13$107
This Frontier deal was found by Cheapflights users on 4/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/171:25 pmMSP - MDW
1 stop9h 57mFrontier
Sat 6/216:20 amMDW - MSP
1 stop8h 52mFrontier
Deal found 4/14$182
This Delta deal was found by Cheapflights users on 4/14. 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.
Tue 4/2910:51 amDLH - MDW
1 stop3h 31mDelta
Sat 5/310:20 amMDW - DLH
1 stop5h 31mDelta
Deal found 4/14$208
This Delta deal was found by Cheapflights users on 4/14. 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.
Thu 5/85:00 amFSD - MDW
1 stop3h 36mDelta
Mon 5/127:25 pmMDW - FSD
1 stop3h 32mDelta
Deal found 4/14$209
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/61:02 pmFAR - MDW
1 stop4h 17mDelta
Mon 5/127:25 pmMDW - FAR
1 stop4h 23mDelta
Deal found 4/15$229
This CheapOair deal was found by Cheapflights users on 4/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/22:08 pmFSD - MDW
1 stop5h 00mFrontier
Sun 5/48:03 pmMDW - FSD
1 stop17h 15mFrontier
Deal found 4/14$260
This Frontier deal was found by Cheapflights users on 4/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1910:42 amFAR - MDW
1 stop9h 05mFrontier
Sun 4/206:45 amMDW - FAR
1 stop6h 42mFrontier
Deal found 4/14$261
This Delta deal was found by Cheapflights users on 4/14. 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 9/137:00 amRST - MDW
1 stop6h 09mDelta
Mon 9/155:59 pmMDW - RST
2 stops16h 53mDelta
Deal found 4/14$307
This Delta deal was found by Cheapflights users on 4/14. 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.
Thu 5/2910:57 amBRD - MDW
2 stops7h 48mDelta
Thu 6/59:16 amMDW - BRD
2 stops8h 26mDelta
Deal found 4/14$512

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 April 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

Thu 5/8

7:03 am-8:36 am

Nonstop1h 33m

Chicago Midway

Mon 5/12

9:20 am-10:59 am

Nonstop1h 39m

$97

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Thu 5/8

9:20 am-10:50 am

Nonstop1h 30m

Chicago Midway

Mon 5/12

6:25 pm-9:50 pm

1 stop3h 25m

$107

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Tue 6/17

1:25 pm-11:22 pm

1 stop9h 57m

Chicago Midway

Sat 6/21

6:20 am-3:12 pm

1 stop8h 52m

$182

DuluthChicago

DLH - MDW

DLHMDW

Duluth Intl

Tue 4/29

10:51 am-2:22 pm

1 stop3h 31m

Chicago Midway

Sat 5/3

10:20 am-3:51 pm

1 stop5h 31m

$208

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Thu 5/8

5:00 am-8:36 am

1 stop3h 36m

Chicago Midway

Mon 5/12

7:25 pm-10:57 pm

1 stop3h 32m

$209

FargoChicago

FAR - MDW

FARMDW

Fargo Hector Field

Tue 5/6

1:02 pm-5:19 pm

1 stop4h 17m

Chicago Midway

Mon 5/12

7:25 pm-11:48 pm

1 stop4h 23m

$229

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 5/2

2:08 pm-7:08 pm

1 stop5h 00m

Chicago Midway

Sun 5/4

8:03 pm-1:18 pm

1 stop17h 15m

$260

RochesterChicago

RST - MDW

RSTMDW

Rochester

Wed 5/21

11:31 am-5:45 pm

1 stop6h 14m

Chicago Midway

Sat 5/24

7:25 pm-11:27 pm

1 stop4h 02m

$328

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Fri 5/23

8:34 am-2:04 pm

1 stop5h 30m

Chicago Midway

Mon 5/26

1:15 pm-9:06 pm

2 stops31h 51m

$382

BrainerdChicago

BRD - MDW

BRDMDW

Brainerd Crow Wing County

Thu 5/29

10:57 am-6:45 pm

2 stops7h 48m

Chicago Midway

Thu 6/5

9:16 am-5:42 pm

2 stops8h 26m

$512

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/14

Showing 1-10 of 24 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 April 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 April 15, 2025.

The most flights from USMN to MDW are scheduled on a Monday (13 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (6 on average).

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 April 15, 2025.
Read reviews from past customers who have flown Southwest, Delta and Allegiant Air from Minnesota to Chicago. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,279 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,279 reviews
Southwest
8.0
Very good
4,279 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,916 reviews
Southwest
8.0
Very good
4,279 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,279 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
6.0
Okay
3,281 reviews
Southwest
8.0
Very good
4,279 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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.

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

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $59. Users have also found prices from $80 and $90 on Frontier and Delta, respectively.

  • 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: Southwest (88%), SkyWest Airlines (83%), Delta( 83%).

  • 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 $268, our data indicates the cheapest price to be $71. 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 Minnesota?

Book flights to Minnesota if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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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 3 airlines flying from Minnesota to Midway

Discover the top 3 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 April 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$96Average$222FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$107Average$178FlexibilityNo cancel feeOn-time69%
DeltaCheapest$116Average$266FlexibilityNo cancel feeOn-timeN/A

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