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

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Cheap Flights from Wisconsin to Chicago

Cheap flights from Wisconsin to Chicago with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.

Round-trip

One-way

Last minute

Direct

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

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

Wed, Nov 4 - Wed, Nov 11

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

1h 12mnonstop

7:45 pm - 8:50 pmORD Chicago O'Hare Intl-MKE Milwaukee-Mitchell

1h 05mnonstop

$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

Wed, Nov 4 - Wed, Nov 11

4:15 pm - 5:10 pmMKE Milwaukee-Mitchell-MDW Chicago Midway

0h 55mnonstop

10:10 am - 11:00 amMDW 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

5:04 am - 6:24 amMKE Milwaukee-Mitchell-ORD Chicago O'Hare Intl

1h 20mnonstop

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

0h 59mnonstop

$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, Nov 5 - Thu, Nov 12

5:30 am - 6:35 amMKE Milwaukee-Mitchell-MDW Chicago Midway

1h 05mnonstop

10:10 am - 11:00 amMDW Chicago Midway-MKE Milwaukee-Mitchell

0h 50mnonstop

$161Southwest

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

Tue, Oct 13 - Mon, Oct 19

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

$334American 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

Wed, Oct 14 - Mon, Oct 19

10:00 am - 11:29 amATW Appleton Intl-ORD Chicago O'Hare Intl

1h 29mnonstop

9:40 pm - 10:58 pmORD Chicago O'Hare Intl-ATW Appleton Intl

1h 18mnonstop

$334United Airlines

Wed, Oct 14 - Sun, Oct 18

2:49 pm - 3:59 pmMSN Madison Truax Field-ORD Chicago O'Hare Intl

1h 10mnonstop

9:30 pm - 10:35 pmORD Chicago O'Hare Intl-MSN Madison Truax Field

1h 05mnonstop

$334United Airlines

Thu, Oct 15 - Sat, Oct 17

6:55 pm - 8:30 pmLSE La Crosse-ORD Chicago O'Hare Intl

1h 35mnonstop

4:50 pm - 6:20 pmORD Chicago O'Hare Intl-LSE La Crosse

1h 30mnonstop

$339American Airlines

Thu, Oct 15 - Sat, Oct 17

5:29 am - 6:59 amATW Appleton Intl-ORD Chicago O'Hare Intl

1h 30mnonstop

10:45 pm - 11:57 pmORD Chicago O'Hare Intl-ATW Appleton Intl

1h 12mnonstop

$349American Airlines

Sat, Oct 10 - Thu, Oct 22

7:00 am - 12:59 pmATW Appleton Intl-ORD Chicago O'Hare Intl

5h 59m1 stop Detroit Metropolitan Wayne County

7:00 am - 10:27 amORD Chicago O'Hare Intl-ATW Appleton Intl

3h 27m1 stop Detroit Metropolitan Wayne County

$383Delta

Sat, Oct 10 - Thu, Oct 22

7:00 am - 10:24 amGRB Green Bay Austin-Straubel-ORD Chicago O'Hare Intl

3h 24m1 stop Detroit Metropolitan Wayne County

7:00 am - 10:24 amORD Chicago O'Hare Intl-GRB Green Bay Austin-Straubel

3h 24m1 stop Detroit Metropolitan Wayne County

$387Delta

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 29 - Mon, Nov 2

7:19 pm - 8:49 pmMKE Milwaukee-Mitchell-ORD Chicago O'Hare Intl

1h 30mnonstop

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

0h 59mnonstop

$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

Thu, Nov 12 - Mon, Nov 16

2:23 pm - 3:35 pmMKE Milwaukee-Mitchell-ORD Chicago O'Hare Intl

1h 12mnonstop

5:55 pm - 6:58 pmORD Chicago O'Hare Intl-MKE Milwaukee-Mitchell

1h 03mnonstop

$161United Airlines

Mon, Nov 2 - Tue, Nov 3

2:23 pm - 3:35 pmMKE Milwaukee-Mitchell-ORD Chicago O'Hare Intl

1h 12mnonstop

7:47 pm - 8:52 pmORD Chicago O'Hare Intl-MKE Milwaukee-Mitchell

1h 05mnonstop

$161United Airlines

Wed, Nov 4 - Wed, Nov 11

4:15 pm - 5:10 pmMKE Milwaukee-Mitchell-MDW Chicago Midway

0h 55mnonstop

10:10 am - 11:00 amMDW 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

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

Sat, Nov 7 - Sat, Nov 14

5:04 am - 6:24 amMKE Milwaukee-Mitchell-ORD Chicago O'Hare Intl

1h 20mnonstop

5:24 pm - 6:29 pmORD Chicago O'Hare Intl-MKE Milwaukee-Mitchell

1h 05mnonstop

$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, Nov 5 - Thu, Nov 12

5:30 am - 6:35 amMKE Milwaukee-Mitchell-MDW Chicago Midway

1h 05mnonstop

10:10 am - 11:00 amMDW Chicago Midway-MKE Milwaukee-Mitchell

0h 50mnonstop

$161Southwest

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.