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Cheap flights from Minneapolis to Chicago from $59

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Minneapolis to Chicago departing on 9/20. 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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Find the cheapest flights from Minneapolis to Chicago (MSP-MDW)

Cheap round-trip flights

Southwest Logo
12:40 pm - 5:25 pmMSP-MDW
4h 45m1 stop
Southwest Logo
8:40 pm - 10:15 pmMDW-MSP
1h 35mnonstop
$87Southwest
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Wed, Sep 24 - Thu, Sep 25
Delta Logo
4:00 pm - 5:35 pmMSP-MDW
1h 35mnonstop
Delta Logo
9:20 am - 11:02 amMDW-MSP
1h 42mnonstop
$91Delta
Find Deal
Tue, Sep 30 - Tue, Oct 7
Southwest Logo
6:15 am - 1:30 pmMSP-MDW
7h 15m2 stops
Southwest Logo
7:40 am - 9:10 amMDW-MSP
1h 30mnonstop
$92Southwest
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Sat, Sep 13 - Mon, Sep 15
Southwest Logo
2:10 pm - 3:40 pmMSP-MDW
1h 30mnonstop
Southwest Logo
6:30 am - 3:20 pmMDW-MSP
8h 50m1 stop
$93Southwest
Find Deal
Thu, Oct 30 - Sat, Nov 1
Southwest Logo
12:40 pm - 7:45 pmMSP-MDW
7h 05m1 stop
Southwest Logo
5:40 pm - 10:25 pmMDW-MSP
4h 45m1 stop
$97Southwest
Find Deal
Tue, Sep 16 - Tue, Sep 23
Southwest Logo
5:05 am - 6:30 amMSP-MDW
1h 25mnonstop
Southwest Logo
7:40 am - 9:10 amMDW-MSP
1h 30mnonstop
$100Southwest
Find Deal
Sun, Sep 21 - Mon, Sep 29
Delta Logo
7:14 am - 8:53 amMSP-MDW
1h 39mnonstop
Delta Logo
9:20 am - 11:02 amMDW-MSP
1h 42mnonstop
$107Delta
Find Deal
Sun, Sep 28 - Wed, Oct 8
Frontier Logo
4:53 pm - 11:25 pmMSP-MDW
6h 32m1 stop
Frontier Logo
9:44 am - 4:48 pmMDW-MSP
7h 04m1 stop
$143Frontier
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Thu, Oct 16 - Fri, Oct 17
Frontier Logo
9:40 am - 4:00 pmMSP-MDW
6h 20m1 stop
Frontier Logo
4:48 pm - 12:17 amMDW-MSP
7h 29m1 stop
$147Frontier
Find Deal
Mon, Sep 8 - Fri, Sep 12
Frontier Logo
12:25 pm - 11:20 pmMSP-MDW
10h 55m1 stop
Frontier Logo
3:48 pm - 12:17 amMDW-MSP
8h 29m1 stop
$156Frontier
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Thu, Sep 18 - Fri, Sep 19

Southwest flights from Minneapolis to Chicago Midway Airport

Our best Southwest deals on Minneapolis to Chicago Midway Airport flight tickets
Southwest
Sep 24
MSP12:40 pmMinneapolis St Paul
4h 45m
1 stop
MDW5:25 pmChicago Midway
Sep 25
MDW8:40 pmChicago Midway
1h 35m
MSP10:15 pmMinneapolis St Paul
$87
Find similar
Southwest
Sep 13
MSP6:15 amMinneapolis St Paul
7h 15m
2 stops
MDW1:30 pmChicago Midway
Sep 15
MDW7:40 amChicago Midway
1h 30m
MSP9:10 amMinneapolis St Paul
$92
Find similar
Southwest
Oct 30
MSP2:10 pmMinneapolis St Paul
1h 30m
MDW3:40 pmChicago Midway
Nov 1
MDW6:30 amChicago Midway
8h 50m
1 stop
MSP3:20 pmMinneapolis St Paul
$93
Find similar

Delta flights from Minneapolis to Chicago Midway Airport

Our best Delta deals on Minneapolis to Chicago Midway Airport flight tickets
Delta
Sep 30
MSP4:00 pmMinneapolis St Paul
1h 35m
MDW5:35 pmChicago Midway
Oct 7
MDW9:20 amChicago Midway
1h 42m
MSP11:02 amMinneapolis St Paul
$91
Find similar
Delta
Sep 28
MSP7:14 amMinneapolis St Paul
1h 39m
MDW8:53 amChicago Midway
Oct 8
MDW9:20 amChicago Midway
1h 42m
MSP11:02 amMinneapolis St Paul
$107
Find similar
Delta
Sep 14
MSP7:14 amMinneapolis St Paul
1h 39m
MDW8:53 amChicago Midway
Sep 20
MDW1:43 pmChicago Midway
1h 46m
MSP3:29 pmMinneapolis St Paul
$117
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Minneapolis 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 21, 2025.
Use the filters below to find and compare flights from Minneapolis to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Wed 9/24

12:40 pm-5:25 pm

1 stop4h 45m

Chicago Midway

Thu 9/25

8:40 pm-10:15 pm

Nonstop1h 35m

$87

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Tue 9/30

4:00 pm-5:35 pm

Nonstop1h 35m

Chicago Midway

Tue 10/7

9:20 am-11:02 am

Nonstop1h 42m

$91

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sat 9/13

6:15 am-1:30 pm

2 stops7h 15m

Chicago Midway

Mon 9/15

7:40 am-9:10 am

Nonstop1h 30m

$92

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Thu 10/30

2:10 pm-3:40 pm

Nonstop1h 30m

Chicago Midway

Sat 11/1

6:30 am-3:20 pm

1 stop8h 50m

$93

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Tue 9/16

12:40 pm-7:45 pm

1 stop7h 05m

Chicago Midway

Tue 9/23

5:40 pm-10:25 pm

1 stop4h 45m

$97

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sun 9/21

5:05 am-6:30 am

Nonstop1h 25m

Chicago Midway

Mon 9/29

7:40 am-9:10 am

Nonstop1h 30m

$100

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Sun 9/28

7:14 am-8:53 am

Nonstop1h 39m

Chicago Midway

Wed 10/8

9:20 am-11:02 am

Nonstop1h 42m

$107

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Thu 10/16

4:53 pm-11:25 pm

1 stop6h 32m

Chicago Midway

Fri 10/17

9:44 am-4:48 pm

1 stop7h 04m

$143

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Mon 9/8

9:40 am-4:00 pm

1 stop6h 20m

Chicago Midway

Fri 9/12

4:48 pm-12:17 am

1 stop7h 29m

$147

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Thu 9/18

12:25 pm-11:20 pm

1 stop10h 55m

Chicago Midway

Fri 9/19

3:48 pm-12:17 am

1 stop8h 29m

$156

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 Minneapolis 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 Minneapolis, with most prices found around $176. If you are unable to visit Chicago Midway Airport during the month of September, then departing from Minneapolis 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 Minneapolis. The lowest ticket price found for a Thursday departure recently was $301. 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 Minneapolis 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 Minneapolis in the evening is the least expensive time of day to depart. momondo users have found prices as low as $283 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 Minneapolis St Paul to Chicago Midway flight route?

Fly from Minneapolis St Paul to Chicago Midway for the best Minneapolis St Paul - 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 Minneapolis 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 Minneapolis for as low as $138 on momondo.

What cabin class options are available on Minneapolis St Paul to Chicago Midway flights?

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

How have Minneapolis to Chicago Midway Airport flight prices changed over time?

As of August 2025, prices for Minneapolis to Chicago Midway Airport flights are approximately 58% cheaper when compared to flights at the same time last year.

When to book flights from Minneapolis to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Minneapolis to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Minneapolis to Chicago Midway Airport (MSP to MDW) flight deals and tips

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

Best Price Found

$147

Fastest flight time

1h 25m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Minneapolis in the past 72 hours is $147. The best round-trip flight deal from Minneapolis to Chicago Midway Airport found on momondo in the last 72 hours is $132.
The fastest flight from Minneapolis to Chicago Midway Airport takes 1h 25m
Direct flights go from Minneapolis to Chicago Midway Airport every day.
Search flight deals

  • How far is Minneapolis St Paul to Chicago Midway by plane?

    Minneapolis St Paul and Chicago Midway are 353.8 mi apart from one another. Typically, this will take 1h 25m by plane in normal conditions.

  • When did momondo last update prices for flights from Minneapolis St Paul Airport to Chicago Midway Airport?

    Prices for flights from Minneapolis St Paul Airport to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from Minneapolis St Paul Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Minneapolis St Paul Airport 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 Minneapolis St Paul Airport to Chicago Midway Airport.

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

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

  • What is the most popular airline from Minneapolis to Chicago Midway Airport?

Best airlines flying from Minneapolis to Chicago Midway Airport

Compare and see reviews for airlines that fly from Minneapolis to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $97Free CancellationRating
7.9
7,981 reviews
Search Delta flights
SouthwestPriceFrom $97Free CancellationRating
8.0
4,245 reviews
Search Southwest flights

  • Southwest Flights From Minneapolis to Chicago Midway Airport

    Across 25 Southwest flights from Minneapolis to Chicago Midway Airport this week, the average price was $223, with the best Southwest deals starting from $97 round-trip. 4,245 users have rated Southwest on momondo, with an average score of 8.0/10.

  • Delta Flights From Minneapolis to Chicago Midway Airport

    Delta is also a popular choice for this route. Delta flight deals for Minneapolis to Chicago Midway Airport start from as low as $97 round-trip, depending on your selected dates, with average Delta deals seen on momondo around $277. Delta operates 15 flights to Chicago Midway Airport from Minneapolis in an average week. Users have rated it 7.9/10 across 7,981 reviews.

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 Minneapolis to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Minneapolis to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo allows you to filter the results for Minneapolis to Chicago flights to just show those with flexible booking policies.

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

momondo helps you find the best flight between Minneapolis 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 Minneapolis to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Minneapolis to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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