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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

$49 CHEAP FLIGHTS from Wisconsin to Chicago

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

...and more

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

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

Cheapest round-trip

$78

Overall average: $197

Sun Country Air

Thu 12/18Thu 12/18

MSP - ORD • Non-stop

Cheapest one-way

$49

Typical prices: $105-$251

Southwest

Wed 12/24

MSP - MDW • 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

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.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Wisconsin to Chicago

Thu, Dec 18 - Thu, Dec 18

8:54 am - 10:44 amMSP-ORD

1h 50mnonstop

11:45 am - 1:24 pmORD-MSP

1h 39mnonstop

$78Sun Country Air

Find Deal

Sun, Nov 23 - Thu, Nov 27

8:41 am - 10:16 amMSP-ORD

1h 35mnonstop

9:20 am - 11:02 amORD-MSP

1h 42mnonstop

$79Multiple Airlines

Find Deal

Fri, Dec 5 - Mon, Dec 8

8:31 am - 10:16 amMSP-ORD

1h 45mnonstop

7:00 am - 6:12 pmORD-MSP

11h 12m1 stop

$84Frontier

Find Deal

Fri, Dec 5 - Mon, Dec 8

8:31 am - 10:16 amMSP-ORD

1h 45mnonstop

7:00 am - 12:02 amORD-MSP

17h 02m1 stop

$85Frontier

Find Deal

Fri, Dec 5 - Sun, Dec 7

3:25 pm - 5:00 pmMSP-MDW

1h 35mnonstop

7:55 am - 9:25 amMDW-MSP

1h 30mnonstop

$101Southwest

Find Deal

Mon, Jan 26 - Tue, Feb 3

4:23 pm - 5:56 pmMSP-ORD

1h 33mnonstop

6:46 pm - 8:22 pmORD-MSP

1h 36mnonstop

$101Delta

Find Deal

Fri, Dec 5 - Mon, Dec 8

4:30 pm - 6:18 pmMSP-MDW

1h 48mnonstop

9:59 am - 11:42 amMDW-MSP

1h 43mnonstop

$102Delta

Find Deal

Tue, Dec 30 - Wed, Dec 31

7:40 am - 9:25 amMSP-ORD

1h 45mnonstop

8:50 am - 10:23 amORD-MSP

1h 33mnonstop

$107United Airlines

Find Deal

Wed, Dec 3 - Mon, Dec 8

5:45 am - 11:25 amMSP-MDW

5h 40m1 stop

8:45 pm - 10:15 pmMDW-MSP

1h 30mnonstop

$111Southwest

Find Deal

Wed, Dec 3 - Mon, Dec 8

6:00 am - 7:41 amMSP-ORD

1h 41mnonstop

7:15 am - 8:44 amORD-MSP

1h 29mnonstop

$122United Airlines

Find Deal

Useful Info

Low season	January
High season	November
Cheapest flight	$49

Best time to beat the crowds with an average 11% drop in price.

Most popular time to fly with an average 2% increase in price.

Flight from Minneapolis to Chicago Midway Airport

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.

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

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to Wisconsin

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

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.

$49 Find Cheap Flights from Wisconsin to Chicago

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

Everything you should know

Cheap Flights from Wisconsin to Chicago

Recent round-trip flight deals from Wisconsin to Chicago

Recent one-way flight deals from Wisconsin to Chicago

Recent last minute flight deals from Wisconsin to Chicago

Recent direct flight deals from Wisconsin to Chicago

Good to know

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?

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Wisconsin

Complete your trip to Chicago with a hotel stay or car rental

Find direct flights for Chicago

Flights to other popular destinations

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Find deals for your return flight