How many flights depart from Chicago to Wisconsin on average per day?

As of August 2026, there are 175 flights per day flying from Chicago to Wisconsin. The most common time of day flights depart is 5:00PM, with 39% of flights taking off in the afternoon.

How many flights depart from Chicago to Wisconsin on average per week?

1,226 flights are operational weekly from Chicago to Wisconsin as of August 2026. The most popular departure day for this route is Thu, with 16% of flights per week taking off on this day.

What is the cheapest airline that flies from Chicago to Wisconsin?

United Airlines, Delta, and Southwest are the most popular carriers operating from Chicago to Wisconsin

When did momondo last update prices for flights from Chicago to Wisconsin?

Prices for flights from Chicago to Wisconsin were last updated today.

How many operators does momondo search for flights from Chicago to Wisconsin?

The number of operators available for flights from Chicago to Wisconsin is 6 as of August 2026.

How old do you have to be to fly from Chicago to Wisconsin?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Wisconsin.

What documentation or ID do you need to fly to Wisconsin?

The travel and health documents required for your trip to Wisconsin can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Wisconsin. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$59 Cheap Flights from Chicago to Wisconsin in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Wisconsin

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:05 am - 1:43 pmMDW Chicago Midway-MSP Minneapolis St Paul

7h 38m1 stop Atlanta Hartsfield-Jackson

9:30 am - 5:51 pmMSP Minneapolis St Paul-MDW Chicago Midway

8h 21m1 stop Atlanta Hartsfield-Jackson

$118Frontier

Tue, Sep 8 - Sat, Sep 12

6:05 am - 1:43 pmMDW Chicago Midway-MSP Minneapolis St Paul

7h 38m1 stop Atlanta Hartsfield-Jackson

8:43 am - 5:46 pmMSP Minneapolis St Paul-MDW Chicago Midway

9h 03m1 stop Atlanta Hartsfield-Jackson

$118Frontier

Tue, Sep 8 - Thu, Sep 10

6:45 am - 8:38 amORD Chicago O'Hare Intl-MSP Minneapolis St Paul

1h 53mnonstop

7:46 pm - 9:41 pmMSP Minneapolis St Paul-ORD Chicago O'Hare Intl

1h 55mnonstop

$118American Airlines

Thu, Sep 10 - Mon, Sep 14

8:21 am - 10:14 amORD Chicago O'Hare Intl-MSP Minneapolis St Paul

1h 53mnonstop

7:46 pm - 9:41 pmMSP Minneapolis St Paul-ORD Chicago O'Hare Intl

1h 55mnonstop

$118American Airlines

Sat, Sep 19 - Mon, Sep 21

7:01 am - 8:41 amORD Chicago O'Hare Intl-MSP Minneapolis St Paul

1h 40mnonstop

8:04 am - 9:45 amMSP Minneapolis St Paul-ORD Chicago O'Hare Intl

1h 41mnonstop

$127United Airlines

Thu, Sep 24 - Mon, Sep 28

7:01 am - 8:41 amORD Chicago O'Hare Intl-MSP Minneapolis St Paul

1h 40mnonstop

11:22 am - 1:06 pmMSP Minneapolis St Paul-ORD Chicago O'Hare Intl

1h 44mnonstop

$127United Airlines

Thu, Sep 24 - Tue, Sep 29

4:40 pm - 10:30 pmMDW Chicago Midway-MSP Minneapolis St Paul

5h 50m1 stop Lambert-St Louis

5:50 pm - 7:20 pmMSP Minneapolis St Paul-MDW Chicago Midway

1h 30mnonstop

$127Southwest

Wed, Sep 30 - Wed, Oct 7

8:00 am - 9:45 amMDW Chicago Midway-MSP Minneapolis St Paul

1h 45mnonstop

6:00 am - 11:20 amMSP Minneapolis St Paul-MDW Chicago Midway

5h 20m1 stop Nashville Intl

$127Southwest

Thu, Sep 10 - Sat, Sep 12

6:30 am - 1:38 pmORD Chicago O'Hare Intl-MSP Minneapolis St Paul

7h 08m1 stop Denver Intl

1:25 pm - 3:03 pmMSP Minneapolis St Paul-ORD Chicago O'Hare Intl

1h 38mnonstop

$131Multiple Airlines

Wed, Oct 7 - Sat, Oct 10

6:30 am - 1:38 pmORD Chicago O'Hare Intl-MSP Minneapolis St Paul

7h 08m1 stop Denver Intl

9:00 am - 10:41 amMSP Minneapolis St Paul-ORD Chicago O'Hare Intl

1h 41mnonstop

$131Multiple Airlines

Thu, Oct 29 - Mon, Nov 2

Cheap last minute flights

Enter your travel dates to find the best prices.

7:05 am - 1:43 pmORD Chicago O'Hare Intl-MSP Minneapolis St Paul

6h 38m1 stop Atlanta Hartsfield-Jackson

2:33 pm - 12:23 amMSP Minneapolis St Paul-ORD Chicago O'Hare Intl

9h 50m1 stop Denver Intl

$233Frontier

Fri, Aug 21 - Wed, Sep 23

8:30 am - 10:06 amORD Chicago O'Hare Intl-MSP Minneapolis St Paul

1h 36mnonstop

3:35 pm - 5:10 pmMSP Minneapolis St Paul-ORD Chicago O'Hare Intl

1h 35mnonstop

$246Sun Country Air

Sun, Aug 23 - Fri, Nov 6

2:41 pm - 9:02 pmORD Chicago O'Hare Intl-MSP Minneapolis St Paul

6h 21m1 stop Denver Intl

5:35 pm - 7:13 pmMSP Minneapolis St Paul-ORD Chicago O'Hare Intl

1h 38mnonstop

$252Multiple Airlines

Fri, Aug 21 - Sun, Sep 20

7:44 pm - 6:32 pmORD Chicago O'Hare Intl-MSP Minneapolis St Paul

22h 48m1 stop Orlando

3:35 pm - 5:10 pmMSP Minneapolis St Paul-ORD Chicago O'Hare Intl

1h 35mnonstop

$254Multiple Airlines

Sun, Aug 23 - Fri, Nov 6

6:05 am - 6:02 pmMDW Chicago Midway-MSP Minneapolis St Paul

11h 57m1 stop Atlanta Hartsfield-Jackson

8:43 am - 5:46 pmMSP Minneapolis St Paul-MDW Chicago Midway

9h 03m1 stop Atlanta Hartsfield-Jackson

$277Frontier

Fri, Aug 21 - Sun, Sep 20

8:30 am - 10:06 amORD Chicago O'Hare Intl-MSP Minneapolis St Paul

1h 36mnonstop

8:05 am - 9:43 amMSP Minneapolis St Paul-ORD Chicago O'Hare Intl

1h 38mnonstop

$296Sun Country Air

Sun, Aug 23 - Mon, Aug 31

8:45 am - 10:25 amORD Chicago O'Hare Intl-MSP Minneapolis St Paul

1h 40mnonstop

11:30 am - 1:15 pmMSP Minneapolis St Paul-ORD Chicago O'Hare Intl

1h 45mnonstop

$317United Airlines

Fri, Aug 21 - Wed, Sep 23

7:30 pm - 9:08 pmORD Chicago O'Hare Intl-MSP Minneapolis St Paul

1h 38mnonstop

6:55 pm - 8:40 pmMSP Minneapolis St Paul-ORD Chicago O'Hare Intl

1h 45mnonstop

$317United Airlines

Fri, Aug 21 - Thu, Sep 24

2:45 pm - 4:15 pmMDW Chicago Midway-MSP Minneapolis St Paul

1h 30mnonstop

4:10 pm - 5:50 pmMSP Minneapolis St Paul-MDW Chicago Midway

1h 40mnonstop

$324Southwest

Sun, Aug 23 - Fri, Nov 6

4:35 pm - 6:05 pmMDW Chicago Midway-MSP Minneapolis St Paul

1h 30mnonstop

5:15 pm - 12:05 amMSP Minneapolis St Paul-MDW Chicago Midway

6h 50m1 stop Nashville Intl

$334Southwest

Sun, Aug 23 - Fri, Nov 6

Cheap direct flights

Enter your travel dates to find the best prices.

6:45 am - 8:38 amORD Chicago O'Hare Intl-MSP Minneapolis St Paul

1h 53mnonstop

7:46 pm - 9:41 pmMSP Minneapolis St Paul-ORD Chicago O'Hare Intl

1h 55mnonstop

$118American Airlines

Thu, Sep 10 - Mon, Sep 14

8:21 am - 10:14 amORD Chicago O'Hare Intl-MSP Minneapolis St Paul

1h 53mnonstop

7:46 pm - 9:41 pmMSP Minneapolis St Paul-ORD Chicago O'Hare Intl

1h 55mnonstop

$118American Airlines

Sat, Sep 19 - Mon, Sep 21

7:01 am - 8:41 amORD Chicago O'Hare Intl-MSP Minneapolis St Paul

1h 40mnonstop

11:22 am - 1:06 pmMSP Minneapolis St Paul-ORD Chicago O'Hare Intl

1h 44mnonstop

$127United Airlines

Thu, Sep 24 - Tue, Sep 29

7:01 am - 8:41 amORD Chicago O'Hare Intl-MSP Minneapolis St Paul

1h 40mnonstop

8:04 am - 9:45 amMSP Minneapolis St Paul-ORD Chicago O'Hare Intl

1h 41mnonstop

$127United Airlines

Thu, Sep 24 - Mon, Sep 28

4:25 pm - 6:00 pmMDW Chicago Midway-MSP Minneapolis St Paul

1h 35mnonstop

12:25 pm - 1:55 pmMSP Minneapolis St Paul-MDW Chicago Midway

1h 30mnonstop

$134Southwest

Fri, Nov 6 - Mon, Nov 9

9:25 pm - 10:50 pmMDW Chicago Midway-MSP Minneapolis St Paul

1h 25mnonstop

1:10 pm - 2:40 pmMSP Minneapolis St Paul-MDW Chicago Midway

1h 30mnonstop

$134Southwest

Fri, Oct 23 - Sat, Oct 24

5:20 pm - 6:55 pmORD Chicago O'Hare Intl-MSP Minneapolis St Paul

1h 35mnonstop

3:15 pm - 4:49 pmMSP Minneapolis St Paul-ORD Chicago O'Hare Intl

1h 34mnonstop

$134Delta

Fri, Jan 8 - Tue, Jan 12

7:45 pm - 9:25 pmORD Chicago O'Hare Intl-MSP Minneapolis St Paul

1h 40mnonstop

3:35 pm - 5:14 pmMSP Minneapolis St Paul-ORD Chicago O'Hare Intl

1h 39mnonstop

$137Sun Country Air

Thu, Oct 22 - Sun, Oct 25

7:18 pm - 8:58 pmORD Chicago O'Hare Intl-MSP Minneapolis St Paul

1h 40mnonstop

3:35 pm - 5:10 pmMSP Minneapolis St Paul-ORD Chicago O'Hare Intl

1h 35mnonstop

$137Sun Country Air

Thu, Oct 29 - Sun, Nov 1

9:59 am - 11:40 amMDW Chicago Midway-MSP Minneapolis St Paul

1h 41mnonstop

4:20 pm - 5:59 pmMSP Minneapolis St Paul-MDW Chicago Midway

1h 39mnonstop

$157Delta

Sat, Sep 19 - Sat, Sep 19

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Sun Country Air flights from Chicago to Wisconsin

Our best Sun Country Air deals on Chicago to Wisconsin flight tickets

Sun Country Air

Oct 8

ORD7:45 pmChicago O'Hare Intl

1h 40m

MSP9:25 pmMinneapolis St Paul

Oct 12

MSP9:00 amMinneapolis St Paul

1h 38m

ORD10:38 amChicago O'Hare Intl

$143

Sun Country Air

Nov 6

ORD6:10 pmChicago O'Hare Intl

1h 41m

MSP7:51 pmMinneapolis St Paul

Nov 8

MSP9:00 amMinneapolis St Paul

1h 41m

ORD10:41 amChicago O'Hare Intl

$148

Sun Country Air

Oct 9

ORD6:39 pmChicago O'Hare Intl

1h 50m

MSP8:29 pmMinneapolis St Paul

Oct 11

MSP3:05 pmMinneapolis St Paul

1h 39m

ORD4:44 pmChicago O'Hare Intl

$158

Frontier flights from Chicago to Wisconsin

Our best Frontier deals on Chicago to Wisconsin flight tickets

Frontier

Sep 9

ORD5:45 amChicago O'Hare Intl

12h 16m

1 stop

MSP6:01 pmMinneapolis St Paul

Sep 10

MSP8:43 amMinneapolis St Paul

9h 40m

1 stop

ORD6:23 pmChicago O'Hare Intl

$118

Frontier

Sep 10

ORD7:28 pmChicago O'Hare Intl

13h 03m

1 stop

MSP8:31 amMinneapolis St Paul

Sep 12

MSP8:08 pmMinneapolis St Paul

9h 30m

1 stop

ORD5:38 amChicago O'Hare Intl

$119

Frontier

Oct 3

ORD7:21 pmChicago O'Hare Intl

12h 27m

1 stop

MSP7:48 amMinneapolis St Paul

Oct 10

MSP9:33 amMinneapolis St Paul

8h 58m

1 stop

ORD6:31 pmChicago O'Hare Intl

$121

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoMinneapolis

MDW Chicago Midway - MSP Minneapolis St Paul

MDWMSP

Chicago Midway

Tue 9/8

6:05 am-1:43 pm

1 stop7h 38m

Minneapolis St Paul

Sat 9/12

9:30 am-5:51 pm

1 stop8h 21m

$118

ChicagoMinneapolis

MDW Chicago Midway - MSP Minneapolis St Paul

MDWMSP

Chicago Midway

Tue 9/8

6:05 am-1:43 pm

1 stop7h 38m

Minneapolis St Paul

Thu 9/10

8:43 am-5:46 pm

1 stop9h 03m

$118

ChicagoMinneapolis

ORD Chicago O'Hare Intl - MSP Minneapolis St Paul

ORDMSP

Chicago O'Hare Intl

Thu 9/10

6:45 am-8:38 am

Nonstop1h 53m

Minneapolis St Paul

Mon 9/14

7:46 pm-9:41 pm

Nonstop1h 55m

$118

ChicagoMinneapolis

ORD Chicago O'Hare Intl - MSP Minneapolis St Paul

ORDMSP

Chicago O'Hare Intl

Sat 9/19

8:21 am-10:14 am

Nonstop1h 53m

Minneapolis St Paul

Mon 9/21

7:46 pm-9:41 pm

Nonstop1h 55m

$118

Quickest round-trip

ChicagoMinneapolis

ORD Chicago O'Hare Intl - MSP Minneapolis St Paul

ORDMSP

Chicago O'Hare Intl

Thu 9/24

7:01 am-8:41 am

Nonstop1h 40m

Minneapolis St Paul

Mon 9/28

8:04 am-9:45 am

Nonstop1h 41m

$127

ChicagoMinneapolis

ORD Chicago O'Hare Intl - MSP Minneapolis St Paul

ORDMSP

Chicago O'Hare Intl

Thu 9/24

7:01 am-8:41 am

Nonstop1h 40m

Minneapolis St Paul

Tue 9/29

11:22 am-1:06 pm

Nonstop1h 44m

$127

ChicagoMinneapolis

MDW Chicago Midway - MSP Minneapolis St Paul

MDWMSP

Chicago Midway

Wed 9/30

4:40 pm-10:30 pm

1 stop5h 50m

Minneapolis St Paul

Wed 10/7

5:50 pm-7:20 pm

Nonstop1h 30m

$127

ChicagoMinneapolis

MDW Chicago Midway - MSP Minneapolis St Paul

MDWMSP

Chicago Midway

Thu 9/10

8:00 am-9:45 am

Nonstop1h 45m

Minneapolis St Paul

Sat 9/12

6:00 am-11:20 am

1 stop5h 20m

$127

ChicagoMinneapolis

ORD Chicago O'Hare Intl - MSP Minneapolis St Paul

ORDMSP

Chicago O'Hare Intl

Wed 10/7

6:30 am-1:38 pm

1 stop7h 08m

Minneapolis St Paul

Sat 10/10

1:25 pm-3:03 pm

Nonstop1h 38m

$131

ChicagoMinneapolis

ORD Chicago O'Hare Intl - MSP Minneapolis St Paul

ORDMSP

Chicago O'Hare Intl

Thu 10/29

6:30 am-1:38 pm

1 stop7h 08m

Minneapolis St Paul

Mon 11/2

9:00 am-10:41 am

Nonstop1h 41m

$131

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Wisconsin

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Wisconsin?

If you aren’t able to travel during the month of January, then book flights to Wisconsin from Chicago during September instead. Flights to Wisconsin in September, while not as cheap as those in January, still average around $288.

What is the cheapest day to depart on your flight to Wisconsin?

The cheapest day to depart from Chicago to Wisconsin is on a Thursday. Travelers who choose to depart for Wisconsin on a Thursday will often find tickets for as low as $179. The most expensive day to fly to Wisconsin is Tuesday, with ticket prices averaging around $361.

What is the cheapest time of day to depart on your flight to Wisconsin?

Our most recent data shows that the best time of day to fly to Wisconsin is in the evening. Flights from Chicago to Wisconsin during this time can be as low as $179. Flights at noon are often more expensive with an average ticket price of $318.

What is the cheapest Chicago to Wisconsin flight route?

Fly from Chicago O'Hare Intl to Milwaukee-Mitchell for the best Chicago - Wisconsin flight prices

What cabin class options are available on Chicago to Wisconsin flights?

There are 4 cabin classes available to choose from on Chicago to Wisconsin flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Wisconsin flights?

No. A direct flight is the cheapest option for a flight between Chicago to Wisconsin.

Cheap Chicago to Wisconsin flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Wisconsin

Best Price Found	$59
Fastest flight time	0h 45m
Direct flights	Every day
Airports in Wisconsin	80 airports

The best one-way flight to Wisconsin from Chicago in the past 72 hours is $59. The best round-trip flight deal from Chicago to Wisconsin found on momondo in the last 72 hours is $118.

The fastest flight from Chicago to Wisconsin takes 0h 45m

Direct flights go from Chicago to Wisconsin every day.

There are 80 airports in Wisconsin. From Chicago there are direct flights to Milwaukee-Mitchell (MKE), Green Bay Austin-Straubel (GRB), Wausau Central Wisconsin (CWA).

Search flight deals

Frequently asked questions about flying from Chicago to Wisconsin

When did momondo last update prices for flights from Chicago to Wisconsin?
Prices for flights from Chicago to Wisconsin were last updated today.
How many operators does momondo search for flights from Chicago to Wisconsin?
The number of operators available for flights from Chicago to Wisconsin is 6 as of August 2026.
How old do you have to be to fly from Chicago to Wisconsin?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Wisconsin.
What documentation or ID do you need to fly to Wisconsin?
The travel and health documents required for your trip to Wisconsin can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Wisconsin. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago to Wisconsin?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago to Wisconsin is Embraer 170 (19.02% of total bookings). The next most popular plane models are Canadair (Bombardier) Regional Jet CRJ-550 (16.45%), Canadair (Bombardier) Regional Jet (12.39%), and Embraer 175 (11.54%).

Best airlines flying from Chicago to Wisconsin

Compare and see reviews for airlines that fly from Chicago to Wisconsin with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $179	Free Cancellation	Rating 7.1 11,968 reviews		Search American Airlines flights
United Airlines	PriceFrom $179	Free Cancellation	Rating 7.4 10,102 reviews		Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Wisconsin?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Wisconsin. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Wisconsin with flexible booking policies on momondo?

Flights from Chicago to Wisconsin with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Wisconsin?

Once all potential Chicago to Wisconsin flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Wisconsin right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Wisconsin, momondo offers a useful price alert feature which will track prices for flights to Wisconsin from Chicago and alert you when they change.