$59 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 3/20. 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
$118
Overall average: $219
Sun Country Air
vie. 2/20dom. 2/22
MSP - ORD • Non-stop
Cheapest one-way
$59
Typical prices: $100-$336
Sun Country Air
vie. 3/20
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

vie., feb. 20 - dom., feb. 22
Sun Country Air Logo
10:54 am - 12:27 pm
MSP
-
ORD
1h 33mnonstop
Sun Country Air Logo
7:05 am - 8:48 am
ORD
-
MSP
1h 43mnonstop
$118Sun Country Air
vie., feb. 20 - dom., feb. 22
Sun Country Air Logo
10:54 am - 12:27 pm
MSP
-
ORD
1h 33mnonstop
Sun Country Air Logo
7:05 am - 8:48 am
ORD
-
MSP
1h 43mnonstop
$119Sun Country Air
jue., feb. 19 - dom., feb. 22
Multiple Airlines Logo
8:27 pm - 8:12 pm
MSP
-
ORD
23h 45m1 stop
Multiple Airlines Logo
7:05 am - 8:48 am
ORD
-
MSP
1h 43mnonstop
$142Multiple Airlines
lun., feb. 2 - lun., feb. 2
Delta Logo
11:19 am - 1:06 pm
MSP
-
MDW
1h 47mnonstop
Delta Logo
7:16 pm - 9:00 pm
MDW
-
MSP
1h 44mnonstop
$143Delta
jue., feb. 19 - lun., mar. 2
Frontier Logo
12:57 pm - 10:37 pm
MSP
-
MDW
9h 40m1 stop
Frontier Logo
6:00 am - 4:55 pm
MDW
-
MSP
10h 55m1 stop
$144Frontier
lun., mar. 16 - mar., mar. 17
American Airlines Logo
12:13 pm - 1:18 pm
MKE
-
ORD
1h 05mnonstop
American Airlines Logo
7:26 pm - 8:25 pm
ORD
-
MKE
0h 59mnonstop
$148American Airlines
jue., abr. 9 - lun., abr. 13
Frontier Logo
1:11 pm - 11:42 pm
MSP
-
MDW
10h 31m1 stop
Frontier Logo
8:00 am - 8:18 pm
MDW
-
MSP
12h 18m1 stop
$150Frontier
mar., feb. 3 - jue., feb. 5
American Airlines Logo
1:04 pm - 2:17 pm
MKE
-
ORD
1h 13mnonstop
American Airlines Logo
10:04 am - 11:01 am
ORD
-
MKE
0h 57mnonstop
$155American Airlines
mié., mar. 4 - sáb., mar. 7
Delta Logo
7:05 am - 9:06 am
MSP
-
MDW
2h 01mnonstop
Delta Logo
5:00 pm - 6:52 pm
MDW
-
MSP
1h 52mnonstop
$157Delta
jue., mar. 5 - lun., mar. 9
Multiple Airlines Logo
7:37 pm - 5:24 pm
MKE
-
ORD
21h 47m2 stops
Multiple Airlines Logo
4:18 pm - 5:50 pm
ORD
-
MKE
25h 32m1 stop
$260Multiple Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$59
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Minneapolis to Chicago O'Hare 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
Saint John
Griffith

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 $329
Business Class flights to Chicagofrom $574
Prem Econ Class flights to Chicagofrom $970
Economy Class flights to Chicagofrom $214