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Midway

$72+ 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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
MSP — MDW
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Cheap 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 January 28, 2026.

This Southwest deal was found by Cheapflights users on 1/27. 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 3/114:20 pm
MSP
-
MDW
1 stop6h 30m
Southwest
Wed 3/185:30 pm
MDW
-
MSP
1 stop6h 00m
Southwest
Deal found 1/27$117
This Southwest deal was found by Cheapflights users on 1/27. 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 2/242:30 pm
MSP
-
MDW
1 stop5h 25m
Southwest
Tue 3/31:50 pm
MDW
-
MSP
1 stop8h 00m
Southwest
Deal found 1/27$122
This Southwest deal was found by Cheapflights users on 1/27. 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 3/37:20 am
MSP
-
MDW
Nonstop1h 55m
Southwest
Thu 3/52:20 pm
MDW
-
MSP
Nonstop1h 30m
Southwest
Deal found 1/27$134
This Southwest deal was found by Cheapflights users on 1/27. 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 4/157:10 am
MSP
-
MDW
2 stops8h 35m
Southwest
Thu 4/169:30 pm
MDW
-
MSP
Nonstop1h 30m
Southwest
Deal found 1/27$149
This Southwest deal was found by Cheapflights users on 1/27. 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 3/32:30 pm
MSP
-
MDW
1 stop5h 25m
Southwest
Mon 3/95:40 pm
MDW
-
MSP
1 stop5h 45m
Southwest
Deal found 1/27$154
This Southwest deal was found by Cheapflights users on 1/26. 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 4/154:30 pm
MSP
-
MDW
1 stop5h 20m
Southwest
Sat 4/183:30 pm
MDW
-
MSP
2 stops7h 05m
Southwest
Deal found 1/26$159
This Delta deal was found by Cheapflights users on 1/28. 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 3/47:05 am
MSP
-
MDW
Nonstop2h 01m
Delta
Sat 3/79:34 am
MDW
-
MSP
1 stop4h 15m
Delta
Deal found 1/28$167
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/199:58 am
MSP
-
MDW
1 stop11h 14m
Frontier
Thu 2/263:00 pm
MDW
-
MSP
1 stop28h 25m
Frontier
Deal found 1/26$170
This Delta deal was found by Cheapflights users on 1/26. 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 2/194:59 pm
MSP
-
MDW
Nonstop1h 41m
Delta
Mon 2/237:20 pm
MDW
-
MSP
Nonstop1h 40m
Delta
Deal found 1/26$171
This Southwest deal was found by Cheapflights users on 1/26. 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 2/187:20 am
MSP
-
MDW
Nonstop1h 55m
Southwest
Wed 2/251:25 pm
MDW
-
MSP
2 stops7h 10m
Southwest
Deal found 1/26$172
This Delta deal was found by Cheapflights users on 1/26. 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 2/195:00 am
DLH
-
MDW
1 stop4h 06m
Delta
Mon 2/237:20 pm
MDW
-
DLH
1 stop4h 35m
Delta
Deal found 1/26$198
This Delta deal was found by Cheapflights users on 1/27. 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 3/710:50 am
FSD
-
MDW
1 stop5h 24m
Delta
Tue 3/107:20 pm
MDW
-
FSD
1 stop3h 44m
Delta
Deal found 1/27$209

Find flight deals from Minnesota to Midway

Keep the following information in mind while searching for Minnesota to Midway flight deals. Data was last updated January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$117
(Southwest)

One-way from

$72
(Southwest)

Popular in

February

Cheapest in

September

Average price

$237

Good round-trip deal

$300 or less

Good one-way deal

$171 or less
Provider with most accurate pricing for Minneapolis St Paul-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Minneapolis St Paul-Chicago (CHI) flights.
Search Deals
From Minnesota to Chicago Midway
Search Deals
One-way flight from Minnesota to Chicago Midway
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Minnesota to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Minnesota to Chicago Midway.
Search Deals

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 January 28, 2026.
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

Tue 3/3

6:50 am-1:25 pm

1 stop6h 35m

Chicago Midway

Thu 3/5

6:25 pm-12:40 am

1 stop6h 15m

$154

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Mon 2/16

11:20 am-1:05 pm

Nonstop1h 45m

Chicago Midway

Thu 2/26

9:50 am-11:32 am

Nonstop1h 42m

$171

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Thu 2/26

4:59 pm-6:40 pm

Nonstop1h 41m

Chicago Midway

Mon 3/2

7:20 pm-9:00 pm

Nonstop1h 40m

$171

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Mon 2/16

4:59 pm-6:40 pm

Nonstop1h 41m

Chicago Midway

Wed 2/25

9:50 am-11:32 am

Nonstop1h 42m

$171

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Thu 4/16

4:57 pm-6:36 pm

Nonstop1h 39m

Chicago Midway

Sat 4/18

9:46 am-11:27 am

Nonstop1h 41m

$171

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Wed 3/11

11:49 am-1:25 pm

Nonstop1h 36m

Chicago Midway

Wed 3/18

9:30 am-11:07 am

Nonstop1h 37m

$171

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Thu 2/19

4:59 pm-6:40 pm

Nonstop1h 41m

Chicago Midway

Sat 2/28

5:00 pm-6:52 pm

Nonstop1h 52m

$171

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 3/7

2:30 pm-4:14 pm

Nonstop1h 44m

Chicago Midway

Mon 3/9

7:20 pm-9:00 pm

Nonstop1h 40m

$171

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 2/21

2:30 pm-4:14 pm

Nonstop1h 44m

Chicago Midway

Tue 2/24

9:50 am-11:32 am

Nonstop1h 42m

$171

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Tue 4/7

10:05 am-11:35 am

Nonstop1h 30m

Chicago Midway

Tue 4/14

4:50 pm-11:05 pm

1 stop6h 15m

$181

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 48 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, August is the cheapest month in which you can book a flight from Minnesota to Chicago Midway Airport (average of $77). Flying from Minnesota to Chicago Midway Airport in July is currently the most expensive (average of $191). 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 January 28, 2026.

It’s optimal to fly from Minnesota to Chicago Midway Airport in the evening. By choosing this option you can save up to 9% on the cost of your flight, compared to a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Minnesota to Midway. Price data was last updated on January 24, 2026.

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

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?

    Southwest and Delta can get you from Minnesota to Chicago Midway Airport in just under 1h 45m. Your travel time can differ by up to 4h 50m. The distance from Minnesota to Chicago Midway Airport is about 348 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $48. Users have also found prices from $68 and $89 on Delta and Frontier, respectively.

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

    Most travelers choose Minneapolis St Paul - Chicago Midway, Sioux Falls Joe Foss Field - Chicago Midway or Fargo Hector 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: WestJet (76%), Southwest (76%), SkyWest Airlines( 72%).

  • 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 $308, our data indicates the cheapest price to be $120. 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, August is the cheapest month in which you can book a flight from Minnesota to Chicago Midway Airport (average of $77). Flying from Minnesota to Chicago Midway Airport in July is currently the most expensive (average of $191). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$97Average$265FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$101Average$219FlexibilityNo cancel feeOn-time63%

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