MSP - CHI

$54 Find Cheap Southwest Flights from Minneapolis to Chicago

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Flight Deals

Cheap Southwest Flight Deals from Minneapolis to Chicago

 
Here are some of the best deals found on KAYAK recently from Southwest for round-trip flights from Minneapolis to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip Southwest flight deals from Minneapolis to Chicago

Thu, Oct 23 - Mon, Oct 27
Southwest Logo
5:15 am - 6:45 amMSP-MDW
1h 30mnonstop
Southwest Logo
9:30 pm - 11:00 pmMDW-MSP
1h 30mnonstop
$77Southwest
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Fri, Oct 31 - Mon, Nov 3
Southwest Logo
5:25 am - 6:55 amMSP-MDW
1h 30mnonstop
Southwest Logo
11:25 am - 12:55 pmMDW-MSP
1h 30mnonstop
$84Southwest
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Mon, Oct 27 - Tue, Oct 28
Southwest Logo
12:45 pm - 8:50 pmMSP-MDW
8h 05m1 stop
Southwest Logo
7:45 am - 9:10 amMDW-MSP
1h 25mnonstop
$87Southwest
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Thu, Oct 23 - Mon, Oct 27
Southwest Logo
6:00 am - 3:15 pmMSP-MDW
9h 15m1 stop
Southwest Logo
9:30 pm - 11:00 pmMDW-MSP
1h 30mnonstop
$93Southwest
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Wed, Dec 17 - Sat, Jan 17
Southwest Logo
7:15 am - 9:00 amMSP-MDW
1h 45mnonstop
Southwest Logo
8:40 am - 2:20 pmMDW-MSP
5h 40m1 stop
$94Southwest
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Fri, Oct 31 - Mon, Nov 3
Southwest Logo
5:25 am - 6:55 amMSP-MDW
1h 30mnonstop
Southwest Logo
11:25 am - 9:45 pmMDW-MSP
10h 20m1 stop
$100Southwest
Find Deal
Mon, Oct 27 - Tue, Oct 28
Southwest Logo
12:45 pm - 8:50 pmMSP-MDW
8h 05m1 stop
Southwest Logo
12:40 pm - 10:20 pmMDW-MSP
9h 40m1 stop
$102Southwest
Find Deal
Wed, Dec 17 - Sat, Jan 17
Southwest Logo
6:30 am - 4:00 pmMSP-MDW
9h 30m1 stop
Southwest Logo
8:40 am - 2:20 pmMDW-MSP
5h 40m1 stop
$109Southwest
Find Deal
Fri, Dec 5 - Mon, Dec 8
Southwest Logo
5:35 pm - 7:15 pmMSP-MDW
1h 40mnonstop
Southwest Logo
11:25 am - 12:55 pmMDW-MSP
1h 30mnonstop
$110Southwest
Find Deal
Wed, Oct 29 - Fri, Oct 31
Southwest Logo
7:45 am - 9:15 amMSP-MDW
1h 30mnonstop
Southwest Logo
12:40 pm - 2:10 pmMDW-MSP
1h 30mnonstop
$114Southwest
Find Deal
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Good to know

Low seasonFebruary
Cheapest flight$54
Average price round-trip$160
Best time to beat the crowds but there is an average 37% increase in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from Minneapolis to Chicago Midway Airport
(price for this month)

When to Book Flights with Southwest from Minneapolis to Chicago

Average price per month
Flight prices as travel date approaches

FAQs for flying to Chicago with Southwest

  • How far in advance should I book tickets for a flight with Southwest from Minneapolis to Chicago?

    Generally, when trying to get a below average price for your ticket, try to book around 17 days before departure. For the cheapest possible price, our data suggests booking 61 days before departure.

  • Is Southwest the cheapest airline to fly with from Minneapolis to Chicago?

    With an average price of $222 return, Southwest is not the cheapest airline to fly from Minneapolis to Chicago with. Instead, for the lowest price, our data suggests flying with Sun Country Air, where a return flight costs $158 on average.

  • What is the cheapest Southwest flight from Minneapolis to Chicago?

    In the last 3 days, the lowest price for a flight with Southwest from Minneapolis to Chicago was $92 for a return flight and $60 for a one-way flight.

  • Does Southwest fly direct to Chicago from Minneapolis?

    Yes, Southwest does offer direct flights for the route, with around 15 flights per week.

  • What’s the cheapest day of the week to fly from Minneapolis to Chicago with Southwest?

    On average, the cheapest day of the week to fly from Minneapolis to Chicago with Southwest is Monday, when prices are around $38. The most expensive day is generally Saturday, where the average price is around $76.

  • What’s the cheapest month to fly from Minneapolis to Chicago with Southwest?

    The cheapest month for Southwest flights to Chicago from Minneapolis is generally August, where plane tickets cost $74 on average. If possible, try to avoid the most expensive months of September and June, where tickets cost $158 and $199 respectively.

Southwest Customer Reviews

8.0
Very good4,248 verified ratings
8.6Crew
8.1Boarding
7.0Food
8.0Comfort
7.5Entertainment
Pros +
Cons -
Show reviews that mention
Traveler rating:
Sort by:
G
10.0 Wonderful
DEN-SMF
Connecting flight is on time and boarding was a breeze!
G
10.0 Wonderful
LGA-DEN
Easy boarding process. No delays!
M
10.0 Wonderful
MDW-DTW
Excellent
M
10.0 Wonderful
MSY-MDW
Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience
R
10.0 Wonderful
RNO-LAS
As always, the entire Southwest experience was perfect. Purchasing the tickets on the Southwest web site was effortless, departure and arrival gates were spotless and comfortable, plane was clean and comfortable, crew was excellent and flight was on time. Wheelchair service in Las Vegas at departure was somewhat chaotic and disjointed, but I am not sure if that was Southwest problem, airport problem or combination.
A
4.0 Mediocre
PHX-OGG
Southwest airlines boarding process is the worst. Period.
V
8.0 Very good
LAS-DTW
Good
V
10.0 Wonderful
CLT-BWI
Always liked SW
L
10.0 Wonderful
MDW-OKC
Clear communication
L
10.0 Wonderful
BNA-MDW
On time-smooth flights-clear communication

Everything you need to know for your flight from Minneapolis to Chicago

Cabin class types available on flights to Chicago

Cabin classes available on flights to Minneapolis. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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