Chicago

$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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
MSP — CHI
Aug 23 — Aug 301
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Cheap flight deals from Minnesota to Chicago

Keep the following information in mind while searching for Minnesota to Chicago flight deals. Data was last updated August 18, 2025.

Round-trip from

$92
(Southwest)

One-way from

$59
(American Airlines)

Popular in

February

Cheapest in

September

Average price

$178

Good round-trip deal

$132 or less

Good one-way deal

$140 or less
From Minnesota to Chicago (CHI)
One-way flight from Minnesota to Chicago (CHI)
Highest demand for flights based on searches. 14% potential increase in price ($33 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in August 2025
Price to beat on a round-trip flight from Minnesota to Chicago (CHI).
Price to beat on a one-way flight from Minnesota to Chicago (CHI).

Find 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 August 18, 2025.

This Southwest deal was found by Cheapflights users on 8/16. 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
Tue 10/288:35 pmMDW - MSP
Nonstop1h 25mSouthwest
Deal found 8/16$92
This Sun Country Air deal was found by Cheapflights users on 8/16. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/144:48 pmMSP - ORD
Nonstop1h 38mSun Country Air
Mon 11/2411:42 amORD - MSP
Nonstop1h 42mSun Country Air
Deal found 8/16$92
This Mytrip deal was found by Cheapflights users on 8/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/235:06 pmMSP - ORD
Nonstop1h 39mSun Country Air
Mon 10/2711:41 amORD - MSP
Nonstop1h 43mSun Country Air
Deal found 8/16$93
This Southwest deal was found by Cheapflights users on 8/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/166:05 pmMSP - MDW
Nonstop1h 25mSouthwest
Thu 9/187:40 amMDW - MSP
Nonstop1h 30mSouthwest
Deal found 8/17$97
This Delta deal was found by Cheapflights users on 8/16. 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 10/43:29 pmMSP - ORD
Nonstop1h 32mDelta
Tue 12/28:55 amORD - MSP
Nonstop1h 35mDelta
Deal found 8/16$97
This Southwest deal was found by Cheapflights users on 8/16. 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 9/235:45 amMSP - MDW
Nonstop1h 25mSouthwest
Fri 9/268:40 pmMDW - MSP
Nonstop1h 35mSouthwest
Deal found 8/16$100
This Delta deal was found by Cheapflights users on 8/16. 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 9/246:55 amMSP - ORD
Nonstop1h 30mDelta
Fri 9/268:10 pmORD - MSP
Nonstop1h 43mDelta
Deal found 8/16$100
This Priceline deal was found by Cheapflights users on 8/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/119:18 amMSP - ORD
Nonstop1h 42mSun Country Air
Thu 9/1112:01 pmORD - MSP
Nonstop1h 47mSun Country Air
Deal found 8/17$101
This Southwest deal was found by Cheapflights users on 8/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/94:30 pmMSP - MDW
1 stop5h 25mSouthwest
Tue 9/161:10 pmMDW - MSP
1 stop9h 15mSouthwest
Deal found 8/17$102
This Cheapflightsfares deal was found by Cheapflights users on 8/17. 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.
Thu 10/94:30 pmMSP - ORD
Nonstop1h 39mSun Country Air
Mon 10/1311:41 amORD - MSP
Nonstop1h 43mSun Country Air
Deal found 8/17$103
This American Airlines deal was found by Cheapflights users on 8/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/105:21 amMSP - ORD
Nonstop1h 38mAmerican Airlines
Sat 9/133:31 pmORD - MSP
Nonstop1h 31mAmerican Airlines
Deal found 8/17$104
This Sun Country Air deal was found by Cheapflights users on 8/16. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/137:06 pmMSP - ORD
Nonstop1h 39mSun Country Air
Mon 10/207:42 pmORD - MSP
Nonstop1h 43mSun Country Air
Deal found 8/16$105

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 August 18, 2025.
Use the filters below to find and compare flights from Minnesota to Chicago that are best for you.

Fly from

Minnesota

Fly to

Chicago

Route

Depart

Return

Price

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Tue 10/21

7:00 am-4:50 pm

2 stops9h 50m

Chicago Midway

Tue 10/28

8:35 pm-10:00 pm

Nonstop1h 25m

$92

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Fri 11/14

4:48 pm-6:26 pm

Nonstop1h 38m

Chicago O'Hare Intl

Mon 11/24

11:42 am-1:24 pm

Nonstop1h 42m

$92

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Fri 10/31

5:00 pm-6:39 pm

Nonstop1h 39m

Chicago O'Hare Intl

Sun 11/2

6:08 pm-7:50 pm

Nonstop1h 42m

$92

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Sat 9/13

7:06 pm-8:45 pm

Nonstop1h 39m

Chicago O'Hare Intl

Fri 10/24

7:15 pm-8:58 pm

Nonstop1h 43m

$92

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Mon 9/29

4:00 pm-5:35 pm

Nonstop1h 35m

Chicago Midway

Tue 9/30

7:15 pm-8:59 pm

Nonstop1h 44m

$97

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Tue 9/16

10:00 am-11:43 am

Nonstop1h 43m

Chicago O'Hare Intl

Mon 9/22

8:00 pm-9:39 pm

Nonstop1h 39m

$97

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 9/27

2:45 pm-4:15 pm

Nonstop1h 30m

Chicago Midway

Wed 10/1

4:25 pm-6:00 pm

Nonstop1h 35m

$97

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 10/4

4:00 pm-5:35 pm

Nonstop1h 35m

Chicago Midway

Tue 10/7

9:20 am-11:02 am

Nonstop1h 42m

$97

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 10/4

5:05 pm-6:35 pm

Nonstop1h 30m

Chicago Midway

Tue 10/7

6:35 pm-8:05 pm

Nonstop1h 30m

$97

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Thu 10/23

7:15 am-8:55 am

Nonstop1h 40m

Chicago Midway

Tue 10/28

1:48 pm-3:28 pm

Nonstop1h 40m

$97

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 60 results
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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, August is the cheapest month in which you can book a flight from Minnesota to Chicago (average of $245). Flying from Minnesota to Chicago in March is currently the most expensive (average of $321). 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 August 18, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Minnesota to Chicago as you normally would.

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 August 18, 2025.

The most flights from USMN to CHI are scheduled on a Sunday (119 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (13 on average).

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

    $59 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Sun Country Air and Delta, with prices starting from $60 and $62, respectively.

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

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

    The top 3 most reliable airlines when flying from Minnesota to Chicago are SkyWest Airlines (100%), Royal Jordanian (90%) and Turkish Airlines (87%).

  • What are the cheapest flights from Minnesota to Chicago?

    On average you can expect to pay $732 for a flight from Minnesota to Chicago. The cheapest flight overall is $55 while the most popular route, (Minneapolis St Paul - Chicago O'Hare Intl) is currently priced at $77.

  • 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, August is the cheapest month in which you can book a flight from Minnesota to Chicago (average of $245). Flying from Minnesota to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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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.

Top 5 airlines flying from Minnesota to Chicago

Discover the top 5 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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Sun Country AirCheapest$68Average$159FlexibilityNo cancel feeOn-time83%
DeltaCheapest$81Average$331FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$91Average$283FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$91Average$290FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$97Average$223FlexibilityNo cancel feeOn-time63%

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