$48 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 12/8. 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
$78
Overall average: $203
Sun Country Air
Thu 1/1Mon 1/5
MSP - ORD • Non-stop
Cheapest non-stop
$78
Typical prices: $172-$311
Sun Country Air
Mon 12/22Thu 1/1
MSP - ORD • Non-stop
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Flight Deals
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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, Jan 1 - Mon, Jan 5
Sun Country Air Logo
3:36 pm - 5:14 pmMSP-ORD
1h 38mnonstop
Sun Country Air Logo
6:38 pm - 8:17 pmORD-MSP
1h 39mnonstop
$78Sun Country Air
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Mon, Dec 8 - Mon, Dec 15
Frontier Logo
8:31 am - 10:16 amMSP-ORD
1h 45mnonstop
Frontier Logo
6:00 am - 7:36 amORD-MSP
1h 36mnonstop
$81Frontier
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Sat, Dec 13 - Mon, Dec 15
Multiple Airlines Logo
6:12 am - 7:56 amMSP-ORD
1h 44mnonstop
Multiple Airlines Logo
6:00 am - 7:36 amORD-MSP
1h 36mnonstop
$93Multiple Airlines
Find Deal
Sat, Jan 17 - Sun, Jan 18
Southwest Logo
3:05 pm - 4:45 pmMSP-MDW
1h 40mnonstop
Southwest Logo
8:40 am - 10:20 amMDW-MSP
1h 40mnonstop
$97Southwest
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Sun, Dec 14 - Fri, Dec 19
Multiple Airlines Logo
9:06 am - 10:51 amMSP-ORD
1h 45mnonstop
Multiple Airlines Logo
12:26 pm - 2:02 pmORD-MSP
1h 36mnonstop
$97Multiple Airlines
Find Deal
Wed, Dec 17 - Wed, Dec 24
Southwest Logo
3:25 pm - 5:00 pmMSP-MDW
1h 35mnonstop
Southwest Logo
8:45 pm - 10:15 pmMDW-MSP
1h 30mnonstop
$130Southwest
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Wed, Jan 21 - Sun, Feb 15
Delta Logo
7:05 am - 9:08 amMSP-MDW
2h 03mnonstop
Delta Logo
5:00 pm - 6:54 pmMDW-MSP
1h 54mnonstop
$158Delta
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Fri, Dec 12 - Sat, Dec 13
American Airlines Logo
7:17 am - 8:49 amGRB-ORD
1h 32mnonstop
American Airlines Logo
8:05 am - 9:13 amORD-GRB
1h 08mnonstop
$179American Airlines
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Fri, Dec 12 - Sun, Dec 14
American Airlines Logo
3:48 pm - 5:15 pmATW-ORD
1h 27mnonstop
American Airlines Logo
8:05 am - 9:08 amORD-ATW
1h 03mnonstop
$179American Airlines
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Wed, Jan 14 - Sat, Jan 17
Delta Logo
4:24 pm - 9:43 pmDLH-ORD
5h 19m1 stop
Delta Logo
6:15 am - 11:16 amORD-DLH
5h 01m1 stop
$198Delta
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Useful Info

Good to know

Low seasonJanuary
Cheapest flight$48
Best time to beat the crowds with an average 12% 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 $409
Business Class flights to Chicagofrom $385
Prem Econ Class flights to Chicagofrom $614
Economy Class flights to Chicagofrom $230