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Cheap flights from Minnesota to Chicago from $39

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Minnesota to Chicago departing on 10/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Minnesota to Chicago

Cheap round-trip flights

Southwest Logo
11:35 am - 1:05 pmMSP-MDW
1h 30mnonstop
Southwest Logo
5:25 pm - 7:00 pmMDW-MSP
1h 35mnonstop
$77Southwest
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Thu, Sep 4 - Mon, Sep 8
Southwest Logo
9:55 am - 11:20 amMSP-MDW
1h 25mnonstop
Southwest Logo
6:05 pm - 10:05 pmMDW-MSP
4h 00m1 stop
$87Southwest
Find Deal
Thu, Sep 4 - Mon, Sep 8
Southwest Logo
6:35 am - 1:30 pmMSP-MDW
6h 55m2 stops
Southwest Logo
8:40 pm - 10:15 pmMDW-MSP
1h 35mnonstop
$92Southwest
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Thu, Sep 4 - Mon, Sep 8
Southwest Logo
3:30 pm - 12:05 amMSP-MDW
8h 35m1 stop
Southwest Logo
8:15 am - 9:50 amMDW-MSP
1h 35mnonstop
$93Southwest
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Thu, Sep 4 - Sat, Sep 6
Delta Logo
7:13 am - 8:50 amMSP-MDW
1h 37mnonstop
Delta Logo
9:15 am - 10:53 amMDW-MSP
1h 38mnonstop
$117Delta
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Mon, Sep 1 - Thu, Sep 4
Delta Logo
10:00 am - 11:34 amMSP-MDW
1h 34mnonstop
Delta Logo
9:15 am - 10:53 amMDW-MSP
1h 38mnonstop
$128Delta
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Sun, Aug 31 - Tue, Sep 2
Delta Logo
7:13 am - 8:50 amMSP-MDW
1h 37mnonstop
Delta Logo
1:43 pm - 3:25 pmMDW-MSP
1h 42mnonstop
$148Delta
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Thu, Sep 4 - Mon, Sep 8
Frontier Logo
2:09 pm - 10:38 pmFSD-MDW
8h 29m1 stop
Frontier Logo
4:29 pm - 1:24 pmMDW-FSD
20h 55m1 stop
$285Frontier
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Fri, Nov 7 - Sun, Nov 9
Frontier Logo
3:09 pm - 12:36 amFAR-MDW
9h 27m1 stop
Frontier Logo
6:24 pm - 2:51 pmMDW-FAR
20h 27m1 stop
$293Frontier
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Thu, Oct 9 - Mon, Oct 13
Frontier Logo
2:09 pm - 5:20 pmFSD-MDW
27h 11m2 stops
Frontier Logo
4:29 pm - 1:24 pmMDW-FSD
20h 55m1 stop
$294Frontier
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Fri, Nov 7 - Sun, Nov 9

Delta flights from Minnesota to Chicago Midway Airport

Our best Delta deals on Minnesota to Chicago Midway Airport flight tickets
Delta
Sep 1
MSP7:13 amMinneapolis St Paul
1h 37m
MDW8:50 amChicago Midway
Sep 4
MDW9:15 amChicago Midway
1h 38m
MSP10:53 amMinneapolis St Paul
$117
Find similar
Delta
Aug 31
MSP10:00 amMinneapolis St Paul
1h 34m
MDW11:34 amChicago Midway
Sep 2
MDW9:15 amChicago Midway
1h 38m
MSP10:53 amMinneapolis St Paul
$128
Find similar
Delta
Sep 4
MSP7:13 amMinneapolis St Paul
1h 37m
MDW8:50 amChicago Midway
Sep 8
MDW1:43 pmChicago Midway
1h 42m
MSP3:25 pmMinneapolis St Paul
$148
Find similar

Southwest flights from Minnesota to Chicago Midway Airport

Our best Southwest deals on Minnesota to Chicago Midway Airport flight tickets
Southwest
Sep 4
MSP11:35 amMinneapolis St Paul
1h 30m
MDW1:05 pmChicago Midway
Sep 8
MDW5:25 pmChicago Midway
1h 35m
MSP7:00 pmMinneapolis St Paul
$77
Find similar
Southwest
Sep 4
MSP9:55 amMinneapolis St Paul
1h 25m
MDW11:20 amChicago Midway
Sep 8
MDW6:05 pmChicago Midway
4h 00m
1 stop
MSP10:05 pmMinneapolis St Paul
$87
Find similar
Southwest
Sep 4
MSP6:35 amMinneapolis St Paul
6h 55m
2 stops
MDW1:30 pmChicago Midway
Sep 8
MDW8:40 pmChicago Midway
1h 35m
MSP10:15 pmMinneapolis St Paul
$92
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momondo Fare Finder

 
Customize your flight search to find flights from Minnesota to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated August 13, 2025.
Use the filters below to find and compare flights from Minnesota to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Thu 9/4

11:35 am-1:05 pm

Nonstop1h 30m

Chicago Midway

Mon 9/8

5:25 pm-7:00 pm

Nonstop1h 35m

$77

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Thu 9/4

9:55 am-11:20 am

Nonstop1h 25m

Chicago Midway

Mon 9/8

6:05 pm-10:05 pm

1 stop4h 00m

$87

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Thu 9/4

6:35 am-1:30 pm

2 stops6h 55m

Chicago Midway

Mon 9/8

8:40 pm-10:15 pm

Nonstop1h 35m

$92

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Thu 9/4

3:30 pm-12:05 am

1 stop8h 35m

Chicago Midway

Sat 9/6

8:15 am-9:50 am

Nonstop1h 35m

$93

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Mon 9/1

7:13 am-8:50 am

Nonstop1h 37m

Chicago Midway

Thu 9/4

9:15 am-10:53 am

Nonstop1h 38m

$117

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sun 8/31

10:00 am-11:34 am

Nonstop1h 34m

Chicago Midway

Tue 9/2

9:15 am-10:53 am

Nonstop1h 38m

$128

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Thu 9/4

7:13 am-8:50 am

Nonstop1h 37m

Chicago Midway

Mon 9/8

1:43 pm-3:25 pm

Nonstop1h 42m

$148

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 11/7

2:09 pm-10:38 pm

1 stop8h 29m

Chicago Midway

Sun 11/9

4:29 pm-1:24 pm

1 stop20h 55m

$285

FargoChicago

FAR - MDW

FARMDW

Fargo Hector Field

Thu 10/9

3:09 pm-12:36 am

1 stop9h 27m

Chicago Midway

Mon 10/13

6:24 pm-2:51 pm

1 stop20h 27m

$293

Sioux FallsChicago

FSD - MDW

FSDMDW

Sioux Falls Joe Foss Field

Fri 11/7

2:09 pm-5:20 pm

2 stops27h 11m

Chicago Midway

Sun 11/9

4:29 pm-1:24 pm

1 stop20h 55m

$294

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Minnesota to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

The month of September is, on average, the cheapest month to fly to Chicago Midway Airport from Minnesota, with most prices found around $176. If you are unable to visit Chicago Midway Airport during the month of September, then departing from Minnesota during the month October is also very affordable. Most momondo users find prices during this month for around $186.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from Minnesota. The lowest ticket price found for a Thursday departure recently was $299. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Minnesota because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $424.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Minnesota in the evening is the least expensive time of day to depart. momondo users have found prices as low as $281 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $332. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Minnesota to Chicago Midway flight route?

Fly from Minneapolis St Paul to Chicago Midway for the best Minnesota - Chicago Midway flight prices

How far in advance should I book a flight to Chicago Midway Airport?

You are more likely to see cheaper flights to Chicago Midway Airport from Minnesota when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $225 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Minnesota for as low as $138 on momondo.

What cabin class options are available on Minnesota to Chicago Midway flights?

There are 4 cabin classes available to choose from on Minnesota to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Minnesota to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Minnesota to Chicago Midway Airport.

Cheap Minnesota to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Minnesota to Chicago Midway Airport

Best Price Found

$39

Fastest flight time

1h 25m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Minnesota in the past 72 hours is $39. The best round-trip flight deal from Minnesota to Chicago Midway Airport found on momondo in the last 72 hours is $77.
The fastest flight from Minnesota to Chicago Midway Airport takes 1h 25m
Direct flights go from Minnesota to Chicago Midway Airport every day.
Search flight deals

  • When did momondo last update prices for flights from Minnesota to Chicago Midway Airport?

    Prices for flights from Minnesota to Chicago Midway Airport refresh daily.

  • How many operators does momondo search for flights from Minnesota to Chicago Midway Airport?

  • How old do you have to be to fly from Minnesota to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Minnesota to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Minnesota to Chicago Midway Airport?

Best airlines flying from Minnesota to Chicago Midway Airport

Compare and see reviews for airlines that fly from Minnesota to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $97Free CancellationRating
8.0
7,979 reviews
Search Delta flights
SouthwestPriceFrom $97Free CancellationRating
8.0
4,246 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Minnesota to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Minnesota to Chicago for you.

Can I find flights from Minnesota to Chicago with flexible booking policies on momondo?

All flight searches from Minnesota to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Minnesota to Chicago?

momondo helps you find the best flight between Minnesota and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Minnesota to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Minnesota to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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