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.

$81 CHEAP FLIGHTS from Wisconsin to Chicago

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals

Cheap Flights from Wisconsin to Chicago

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, Nov 12 - Thu, Nov 26

7:40 am - 9:05 amMKE Milwaukee-Mitchell-ORD Chicago O'Hare Intl

1h 25mnonstop

11:45 am - 12:46 pmORD Chicago O'Hare Intl-MKE Milwaukee-Mitchell

1h 01mnonstop

$161American Airlines

Tue, Nov 3 - Tue, Nov 10

12:16 pm - 1:30 pmMKE Milwaukee-Mitchell-ORD Chicago O'Hare Intl

1h 14mnonstop

6:56 pm - 8:02 pmORD Chicago O'Hare Intl-MKE Milwaukee-Mitchell

1h 06mnonstop

$161American Airlines

Tue, Nov 3 - Tue, Nov 10

8:50 am - 10:00 amMKE Milwaukee-Mitchell-ORD Chicago O'Hare Intl

1h 10mnonstop

10:25 am - 11:28 amORD Chicago O'Hare Intl-MKE Milwaukee-Mitchell

1h 03mnonstop

$161United Airlines

Mon, Nov 2 - Mon, Nov 9

6:18 pm - 7:30 pmMKE Milwaukee-Mitchell-ORD Chicago O'Hare Intl

1h 12mnonstop

7:29 am - 8:35 amORD Chicago O'Hare Intl-MKE Milwaukee-Mitchell

1h 06mnonstop

$161United Airlines

Mon, Nov 2 - Mon, Nov 9

4:50 pm - 5:40 pmMKE Milwaukee-Mitchell-MDW Chicago Midway

0h 50mnonstop

9:15 pm - 10:15 pmMDW Chicago Midway-MKE Milwaukee-Mitchell

1h 00mnonstop

$161Southwest

Thu, Nov 12 - Thu, Nov 26

4:50 pm - 5:40 pmMKE Milwaukee-Mitchell-MDW Chicago Midway

0h 50mnonstop

3:50 pm - 4:40 pmMDW Chicago Midway-MKE Milwaukee-Mitchell

0h 50mnonstop

$161Southwest

Tue, Nov 10 - Wed, Nov 11

7:40 am - 9:05 amMKE Milwaukee-Mitchell-ORD Chicago O'Hare Intl

1h 25mnonstop

6:49 am - 7:48 amORD Chicago O'Hare Intl-MKE Milwaukee-Mitchell

0h 59mnonstop

$161American Airlines

Mon, Nov 2 - Mon, Nov 9

6:18 pm - 7:30 pmMKE Milwaukee-Mitchell-ORD Chicago O'Hare Intl

1h 12mnonstop

9:20 pm - 10:15 pmORD Chicago O'Hare Intl-MKE Milwaukee-Mitchell

0h 55mnonstop

$161United Airlines

Mon, Nov 2 - Mon, Nov 9

4:50 pm - 5:40 pmMKE Milwaukee-Mitchell-MDW Chicago Midway

0h 50mnonstop

9:15 pm - 10:15 pmMDW Chicago Midway-MKE Milwaukee-Mitchell

1h 00mnonstop

$162Southwest

Mon, Nov 2 - Mon, Nov 9

2:55 pm - 4:10 pmMKE Milwaukee-Mitchell-ORD Chicago O'Hare Intl

1h 15mnonstop

6:49 am - 7:48 amORD Chicago O'Hare Intl-MKE Milwaukee-Mitchell

0h 59mnonstop

$189American Airlines

Recent last minute flight deals from Wisconsin to Chicago

Sun, Oct 11 - Sun, Oct 18

5:00 am - 6:29 amEAU Eau Claire-ORD Chicago O'Hare Intl

1h 29mnonstop

10:00 pm - 11:32 pmORD Chicago O'Hare Intl-EAU Eau Claire

1h 32mnonstop

$330United Airlines

Sun, Oct 11 - Sun, Oct 18

5:00 am - 6:26 amGRB Green Bay Austin-Straubel-ORD Chicago O'Hare Intl

1h 26mnonstop

3:35 pm - 4:54 pmORD Chicago O'Hare Intl-GRB Green Bay Austin-Straubel

1h 19mnonstop

$334United Airlines

Sat, Oct 10 - Mon, Oct 12

5:00 am - 6:26 amGRB Green Bay Austin-Straubel-ORD Chicago O'Hare Intl

1h 26mnonstop

10:00 pm - 11:19 pmORD Chicago O'Hare Intl-GRB Green Bay Austin-Straubel

1h 19mnonstop

$349United Airlines

Sat, Oct 10 - Mon, Oct 12

5:00 am - 6:26 amGRB Green Bay Austin-Straubel-ORD Chicago O'Hare Intl

1h 26mnonstop

10:00 pm - 11:19 pmORD Chicago O'Hare Intl-GRB Green Bay Austin-Straubel

1h 19mnonstop

$349United Airlines

Wed, Oct 7 - Sun, Oct 18

8:04 pm - 9:29 pmGRB Green Bay Austin-Straubel-ORD Chicago O'Hare Intl

1h 25mnonstop

11:00 pm - 12:12 amORD Chicago O'Hare Intl-GRB Green Bay Austin-Straubel

1h 12mnonstop

$367American Airlines

Wed, Oct 7 - Sun, Oct 18

8:04 pm - 9:29 pmGRB Green Bay Austin-Straubel-ORD Chicago O'Hare Intl

1h 25mnonstop

4:59 pm - 6:17 pmORD Chicago O'Hare Intl-GRB Green Bay Austin-Straubel

1h 18mnonstop

$367American Airlines

Wed, Oct 7 - Sun, Oct 18

6:00 am - 7:27 amGRB Green Bay Austin-Straubel-ORD Chicago O'Hare Intl

1h 27mnonstop

4:59 pm - 6:17 pmORD Chicago O'Hare Intl-GRB Green Bay Austin-Straubel

1h 18mnonstop

$367American Airlines

Sat, Oct 10 - Tue, Oct 13

7:00 am - 10:24 amATW Appleton Intl-ORD Chicago O'Hare Intl

3h 24m1 stop Detroit Metropolitan Wayne County

5:29 pm - 9:15 pmORD Chicago O'Hare Intl-ATW Appleton Intl

3h 46m1 stop Detroit Metropolitan Wayne County

$369Delta

Tue, Oct 13 - Tue, Oct 20

6:10 am - 7:00 amMKE Milwaukee-Mitchell-MDW Chicago Midway

0h 50mnonstop

10:20 am - 11:05 amMDW Chicago Midway-MKE Milwaukee-Mitchell

0h 45mnonstop

$398Southwest

Thu, Oct 8 - Sat, Oct 17

12:30 pm - 4:40 pmATW Appleton Intl-ORD Chicago O'Hare Intl

4h 10m1 stop Minneapolis St Paul

3:30 pm - 9:34 pmORD Chicago O'Hare Intl-ATW Appleton Intl

6h 04m1 stop Minneapolis St Paul

$404Delta

Recent direct flight deals from Wisconsin to Chicago

Tue, Nov 3 - Tue, Nov 10

12:16 pm - 1:30 pmMKE Milwaukee-Mitchell-ORD Chicago O'Hare Intl

1h 14mnonstop

6:56 pm - 8:02 pmORD Chicago O'Hare Intl-MKE Milwaukee-Mitchell

1h 06mnonstop

$161American Airlines

Tue, Nov 10 - Wed, Nov 11

7:40 am - 9:05 amMKE Milwaukee-Mitchell-ORD Chicago O'Hare Intl

1h 25mnonstop

6:49 am - 7:48 amORD Chicago O'Hare Intl-MKE Milwaukee-Mitchell

0h 59mnonstop

$161American Airlines

Mon, Nov 2 - Mon, Nov 9

6:18 pm - 7:30 pmMKE Milwaukee-Mitchell-ORD Chicago O'Hare Intl

1h 12mnonstop

7:29 am - 8:35 amORD Chicago O'Hare Intl-MKE Milwaukee-Mitchell

1h 06mnonstop

$161United Airlines

Mon, Nov 2 - Mon, Nov 9

6:18 pm - 7:30 pmMKE Milwaukee-Mitchell-ORD Chicago O'Hare Intl

1h 12mnonstop

9:20 pm - 10:15 pmORD Chicago O'Hare Intl-MKE Milwaukee-Mitchell

0h 55mnonstop

$161United Airlines

Thu, Nov 12 - Thu, Nov 26

4:50 pm - 5:40 pmMKE Milwaukee-Mitchell-MDW Chicago Midway

0h 50mnonstop

3:50 pm - 4:40 pmMDW Chicago Midway-MKE Milwaukee-Mitchell

0h 50mnonstop

$161Southwest

Mon, Nov 2 - Mon, Nov 9

4:50 pm - 5:40 pmMKE Milwaukee-Mitchell-MDW Chicago Midway

0h 50mnonstop

9:15 pm - 10:15 pmMDW Chicago Midway-MKE Milwaukee-Mitchell

1h 00mnonstop

$161Southwest

Thu, Nov 12 - Thu, Nov 26

7:40 am - 9:05 amMKE Milwaukee-Mitchell-ORD Chicago O'Hare Intl

1h 25mnonstop

11:45 am - 12:46 pmORD Chicago O'Hare Intl-MKE Milwaukee-Mitchell

1h 01mnonstop

$161American Airlines

Tue, Nov 3 - Tue, Nov 10

8:50 am - 10:00 amMKE Milwaukee-Mitchell-ORD Chicago O'Hare Intl

1h 10mnonstop

10:25 am - 11:28 amORD Chicago O'Hare Intl-MKE Milwaukee-Mitchell

1h 03mnonstop

$161United Airlines

Thu, Oct 29 - Mon, Nov 2

5:00 pm - 5:50 pmMKE Milwaukee-Mitchell-MDW Chicago Midway

0h 50mnonstop

9:15 pm - 10:10 pmMDW Chicago Midway-MKE Milwaukee-Mitchell

0h 55mnonstop

$162Southwest

Mon, Nov 2 - Mon, Nov 9

2:55 pm - 4:10 pmMKE Milwaukee-Mitchell-ORD Chicago O'Hare Intl

1h 15mnonstop

6:49 am - 7:48 amORD Chicago O'Hare Intl-MKE Milwaukee-Mitchell

0h 59mnonstop

$189American Airlines

Useful Info

Low season	June
High season	February
Cheapest flight	$81

Best time to beat the crowds with an average 28% drop in price.

Most popular time to fly with an average 10% increase in price.

Flight from Milwaukee to Chicago O'Hare 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

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Chesterton

Schererville

Munster

Porter

Monticello

Saint John

Griffith

More options for your flight to Chicago

Add a hotel or car rental

Cabin class

Direct Flights

Origins

Other airports

Other destinations

Return flight

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

Car rentals in Chicago

$81 Find Cheap Flights from Wisconsin to Chicago - Compare and Save

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

Low season

High season

Cheapest flight

FAQs for booking flights from Wisconsin to Chicago

Traveling to a place near Chicago?

More options for your flight to Chicago

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

Cabin class types available on flights to Wisconsin

Find direct flights for Chicago

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Flights to other popular destinations

Find deals for your return flight