$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 4/17. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$92
Overall average: $191
Sun Country Air
Thu 4/16Mon 4/20
MSP - ORD • Non-stop
Cheapest non-stop
$118
Typical prices: $148-$284
Sun Country Air
Sat 2/14Sun 2/15
MSP - ORD • Non-stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
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

Thu, Apr 16 - Mon, Apr 20
Sun Country Air Logo
4:42 pm - 6:21 pm
MSP
-
ORD
1h 39mnonstop
Sun Country Air Logo
7:05 pm - 8:49 pm
ORD
-
MSP
1h 44mnonstop
$92Sun Country Air
Fri, Apr 17 - Mon, Apr 20
Sun Country Air Logo
4:48 pm - 6:27 pm
MSP
-
ORD
1h 39mnonstop
Sun Country Air Logo
7:05 pm - 8:49 pm
ORD
-
MSP
1h 44mnonstop
$105Sun Country Air
Sat, Jan 17 - Tue, Jan 20
Southwest Logo
7:05 am - 9:00 am
MSP
-
MDW
1h 55mnonstop
Southwest Logo
8:40 am - 10:20 am
MDW
-
MSP
1h 40mnonstop
$132Southwest
Tue, Jan 20 - Tue, Jan 20
Delta Logo
7:05 am - 9:08 am
MSP
-
MDW
2h 03mnonstop
Delta Logo
1:49 pm - 3:37 pm
MDW
-
MSP
1h 48mnonstop
$143Delta
Sat, Jan 17 - Tue, Jan 20
Delta Logo
9:10 am - 11:05 am
MSP
-
MDW
1h 55mnonstop
Delta Logo
1:49 pm - 3:37 pm
MDW
-
MSP
1h 48mnonstop
$163Delta
Mon, Jan 26 - Mon, Feb 2
Multiple Airlines Logo
7:01 pm - 5:52 pm
MKE
-
ORD
22h 51m1 stop
Multiple Airlines Logo
12:44 pm - 5:58 pm
ORD
-
MKE
29h 14m1 stop
$163Multiple Airlines
Sat, Jan 17 - Tue, Jan 20
Southwest Logo
1:15 pm - 8:30 pm
MSP
-
MDW
7h 15m1 stop
Southwest Logo
8:40 am - 10:20 am
MDW
-
MSP
1h 40mnonstop
$170Southwest
Tue, Jan 27 - Tue, Feb 3
United Airlines Logo
10:42 am - 12:03 pm
GRB
-
ORD
1h 21mnonstop
United Airlines Logo
3:35 pm - 4:47 pm
ORD
-
GRB
1h 12mnonstop
$179United Airlines
Mon, Jan 26 - Mon, Feb 2
United Airlines Logo
3:20 pm - 4:33 pm
MKE
-
ORD
1h 13mnonstop
United Airlines Logo
9:50 pm - 10:56 pm
ORD
-
MKE
1h 06mnonstop
$179United Airlines
Mon, Jan 26 - Mon, Feb 2
Multiple Airlines Logo
7:01 pm - 5:52 pm
MKE
-
ORD
22h 51m1 stop
Multiple Airlines Logo
4:19 pm - 5:58 pm
ORD
-
MKE
25h 39m2 stops
$184Multiple Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$59
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 1% 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 $524
Business Class flights to Chicagofrom $571
Prem Econ Class flights to Chicagofrom $970
Economy Class flights to Chicagofrom $214