$72 Find Cheap Flights from Wisconsin to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 4/1. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$127
Typical prices: $139-$328
Southwest
Wed 4/1Tue 4/7
MSP - MDW • 1 stop
Cheapest non-stop
$137
Typical prices: $114-$269
Sun Country Air
Fri 4/17Sun 4/19
MSP - ORD • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Wisconsin to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Wisconsin 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 flight deals from Wisconsin to Chicago

Wed, Apr 1 - Tue, Apr 7
Southwest Logo
7:25 am - 11:40 am
MSP
-
MDW
4h 15m
1 stop
Southwest Logo
7:55 am - 9:25 am
MDW
-
MSP
1h 30mnonstop
$127Southwest
Tue, Apr 7 - Tue, Apr 14
Southwest Logo
7:10 am - 3:45 pm
MSP
-
MDW
8h 35m
2 stops
Southwest Logo
7:55 am - 9:25 am
MDW
-
MSP
1h 30mnonstop
$132Southwest
Fri, Apr 17 - Sun, Apr 19
Sun Country Air Logo
10:24 am - 12:00 pm
MSP
-
ORD
1h 36mnonstop
Sun Country Air Logo
7:20 am - 9:02 am
ORD
-
MSP
1h 42mnonstop
$137Sun Country Air
Fri, Apr 17 - Sun, Apr 19
Sun Country Air Logo
10:36 am - 12:12 pm
MSP
-
ORD
1h 36mnonstop
Sun Country Air Logo
7:20 am - 9:02 am
ORD
-
MSP
1h 42mnonstop
$138Sun Country Air
Wed, May 6 - Mon, May 18
Delta Logo
6:10 pm - 7:48 pm
MSP
-
ORD
1h 38mnonstop
Delta Logo
8:05 pm - 9:51 pm
ORD
-
MSP
1h 46mnonstop
$144Delta
Mon, Apr 13 - Thu, Apr 16
Multiple Airlines Logo
9:12 am - 10:49 am
MSP
-
ORD
1h 37mnonstop
Multiple Airlines Logo
5:11 am - 12:55 pm
ORD
-
MSP
7h 44m
1 stop
$153Multiple Airlines
Thu, Apr 16 - Sun, Apr 19
Multiple Airlines Logo
3:40 pm - 12:52 am
MSP
-
ORD
9h 12m
1 stop
Multiple Airlines Logo
7:20 am - 9:02 am
ORD
-
MSP
1h 42mnonstop
$154Multiple Airlines
Wed, Apr 1 - Wed, Apr 8
Delta Logo
4:19 pm - 7:49 pm
GRB
-
ORD
3h 30m
1 stop
Delta Logo
6:15 am - 11:18 am
ORD
-
GRB
5h 03m
1 stop
$167Delta
Fri, Mar 6 - Sat, Mar 7
United Airlines Logo
6:43 pm - 8:32 pm
DLH
-
ORD
1h 49mnonstop
United Airlines Logo
8:50 am - 10:43 am
ORD
-
DLH
1h 53mnonstop
$179United Airlines
Fri, Feb 27 - Sun, Mar 1
United Airlines Logo
5:00 am - 6:30 am
EAU
-
ORD
1h 30mnonstop
United Airlines Logo
9:50 pm - 11:15 pm
ORD
-
EAU
1h 25mnonstop
$180United Airlines
Useful Info

Good to know

Low seasonJune
Cheapest flight$74
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Minneapolis to Chicago Midway Airport

FAQs for booking flights from Wisconsin to Chicago

  • How does KAYAK find such low prices on flights from Wisconsin to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Wisconsin to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Wisconsin to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Wisconsin is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Wisconsin to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Wisconsin with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Wisconsin to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Wisconsin up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

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

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Wisconsin

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $524
Business Class flights to Chicagofrom $522
Premium Economy Class flights to Chicagofrom $765
Economy Class flights to Chicagofrom $230