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$59+ Cheap flights from Minnesota to Chicago (CHI)

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 8/12. Fares are subject to change and may not be available on all flights or dates of travel.
MSP — CHI
Aug 16 — Aug 231
Sun 8/16
Sun 8/23
1 adult, Economy
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Cheap flight deals from Minnesota to Chicago

Cheapest flights from Minnesota to Chicago
Explore the most affordable flight options available from Minnesota to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 17, 2026.

This Southwest deal was found by Cheapflights users on 7/12. 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 8/85:30 am
MSP
-
MDW
Nonstop1h 25m
Southwest
Tue 8/118:30 am
MDW
-
MSP
Nonstop1h 40m
Southwest
Deal found 7/12$117
This United Airlines deal was found by Cheapflights users on 7/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:42 am
MSP
-
ORD
Nonstop1h 44m
United Airlines
Mon 9/78:45 am
ORD
-
MSP
Nonstop1h 40m
United Airlines
Deal found 7/13$117
This American Airlines deal was found by Cheapflights users on 7/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:02 am
MSP
-
ORD
Nonstop1h 52m
American Airlines
Mon 8/1010:40 pm
ORD
-
MSP
Nonstop1h 44m
American Airlines
Deal found 7/13$118
This Southwest deal was found by Cheapflights users on 7/13. 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.
Sat 9/512:30 pm
MSP
-
MDW
1 stop8h 15m
Southwest
Mon 9/72:25 pm
MDW
-
MSP
Nonstop1h 30m
Southwest
Deal found 7/13$127
This Southwest deal was found by Cheapflights users on 7/13. 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.
Sat 10/2410:35 am
MSP
-
MDW
Nonstop1h 30m
Southwest
Tue 10/277:55 am
MDW
-
MSP
2 stops6h 55m
Southwest
Deal found 7/13$128
This Southwest deal was found by Cheapflights users on 7/13. 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.
Sat 9/56:00 am
MSP
-
MDW
2 stops7h 20m
Southwest
Sat 9/126:10 pm
MDW
-
MSP
Nonstop1h 30m
Southwest
Deal found 7/13$132
This Southwest deal was found by Cheapflights users on 7/15. 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.
Sat 8/158:05 am
MSP
-
MDW
1 stop8h 00m
Southwest
Sat 8/228:00 am
MDW
-
MSP
Nonstop1h 45m
Southwest
Deal found 7/15$133
This United Airlines deal was found by Cheapflights users on 7/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:34 am
MSP
-
ORD
Nonstop1h 44m
United Airlines
Thu 8/69:28 pm
ORD
-
MSP
Nonstop1h 42m
United Airlines
Deal found 7/12$133
This Southwest deal was found by Cheapflights users on 7/13. 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.
Mon 8/247:10 am
MSP
-
MDW
1 stop7h 00m
Southwest
Mon 8/315:50 pm
MDW
-
MSP
1 stop4h 35m
Southwest
Deal found 7/13$137
This Delta deal was found by Cheapflights users on 7/15. 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 8/207:00 am
MSP
-
ORD
Nonstop1h 30m
Delta
Thu 8/208:24 pm
ORD
-
MSP
Nonstop1h 51m
Delta
Deal found 7/15$137
This Cheapflightsfares deal was found by Cheapflights users on 7/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/59:00 am
MSP
-
ORD
Nonstop1h 38m
Sun Country Air
Fri 10/96:39 pm
ORD
-
MSP
Nonstop1h 50m
Sun Country Air
Deal found 7/17$138
This Southwest deal was found by Cheapflights users on 7/13. 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.
Sat 10/177:10 am
MSP
-
MDW
2 stops7h 40m
Southwest
Tue 10/207:55 am
MDW
-
MSP
2 stops6h 55m
Southwest
Deal found 7/13$143

Find flight deals from Minnesota to Chicago

Keep the following information in mind while searching for Minnesota to Chicago flight deals. Data was last updated July 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$117
(Southwest)

One-way from

$59
(Southwest)

Popular in

March

Cheapest in

December

Average price

$238

Good round-trip deal

$283 or less

Good one-way deal

$202 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 (CHI)
Search Deals
One-way flight from Minnesota to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($47 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Minnesota to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Minnesota to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Minnesota to Chicago 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 July 17, 2026.
Use the filters below to find and compare flights from Minnesota to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Tue 9/8

5:35 pm-7:05 pm

Nonstop1h 30m

Chicago Midway

Wed 9/9

10:15 am-11:45 am

Nonstop1h 30m

$117

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 8/15

6:57 am-8:39 am

Nonstop1h 42m

Chicago Midway

Sat 8/22

1:51 pm-3:35 pm

Nonstop1h 44m

$117

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Thu 8/20

6:00 am-7:44 am

Nonstop1h 44m

Chicago O'Hare Intl

Sat 8/22

6:59 am-8:39 am

Nonstop1h 40m

$117

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Mon 8/24

4:24 pm-6:01 pm

Nonstop1h 37m

Chicago Midway

Tue 8/25

7:25 pm-9:10 pm

Nonstop1h 45m

$117

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 8/22

5:30 am-6:55 am

Nonstop1h 25m

Chicago Midway

Tue 8/25

2:20 pm-3:50 pm

Nonstop1h 30m

$117

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Mon 9/7

6:55 pm-8:40 pm

Nonstop1h 45m

Chicago O'Hare Intl

Thu 9/10

10:25 am-12:03 pm

Nonstop1h 38m

$117

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Wed 8/26

10:35 am-12:00 pm

Nonstop1h 25m

Chicago Midway

Wed 9/2

8:30 am-10:10 am

Nonstop1h 40m

$117

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 12/5

7:00 am-8:49 am

Nonstop1h 49m

Chicago Midway

Tue 12/8

5:35 pm-7:15 pm

Nonstop1h 40m

$117

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Wed 9/23

12:25 pm-1:50 pm

Nonstop1h 25m

Chicago Midway

Sat 9/26

6:10 pm-7:40 pm

Nonstop1h 30m

$117

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Wed 8/12

8:10 pm-9:47 pm

Nonstop1h 37m

Chicago O'Hare Intl

Tue 8/18

6:00 am-7:30 am

Nonstop1h 30m

$117

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/15

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Minnesota to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago 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

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

Currently, January is the cheapest month in which you can book a flight from Minnesota to Chicago (average of $39). Flying from Minnesota to Chicago in December is currently the most expensive (average of $575). 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 CHI?

Find hourly flight availability from Minnesota to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 17, 2026.

When flying from Minnesota to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 26% versus a flight at noon.

Weekly flight availability from Minnesota to Chicago

Explore weekly flight availability from Minnesota to Chicago. 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 July 17, 2026.

The most flights from USMN to CHI are scheduled on a Thursday (126 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (42 on average).

How much does it cost to fly round-trip from Minnesota to Chicago?

How far ahead should I book a flight from Minnesota to Chicago?

To ensure you get the cheapest price possible for a flight from Minnesota to Chicago, you should look to book at least 24 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Use this chart to determine the cheapest time to fly round-trip from Minnesota to Chicago. Price data was last updated on July 11, 2026.

Travelers seeking maximum savings on their Minnesota to Chicago flight should consider departing on Saturday at noon when fares are most often at their lowest. Tuesday evenings 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 Chicago. 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?

    A quick flight from Minnesota to Chicago can take about 1h 30m. Southwest provides one of the quickest options available for as low as $117. There are 348 mi between Minnesota and Chicago. Generally, flights for this route are nonstop.

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

    $27 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Sun Country Air and Southwest, with prices starting from $46 and $48, respectively.

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

    The most popular route from Minnesota to Chicago is Minneapolis St Paul - Chicago Midway. You may also consider Minneapolis St Paul - Chicago O'Hare Intl or Fargo Hector Field - Chicago O'Hare Intl.

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

    The top 3 most reliable airlines when flying from Minnesota to Chicago are Japan Airlines (87%), Cathay Pacific (87%) and Envoy Air (86%).

  • What are the cheapest flights from Minnesota to Chicago?

    On average you can expect to pay $2,327 for a flight from Minnesota to Chicago. The cheapest flight overall is $70 while the most popular route, (Minneapolis St Paul - Chicago Midway) is currently priced at $117.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Minnesota to Chicago 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?

    Currently, January is the cheapest month in which you can book a flight from Minnesota to Chicago (average of $39). Flying from Minnesota to Chicago in December is currently the most expensive (average of $575). 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?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter

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Alternative routes for Minnesota to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Minnesota to Chicago

Discover the top 6 airlines that operate flights from Minnesota to Chicago. 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 July 17, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$96FlexibilityNo cancel feeOn-time62%
DeltaCheapest$58Average$263FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$59Average$165FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$91Average$359FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$98Average$285FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$114Average$263FlexibilityNo cancel feeOn-time63%

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