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

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

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

As of March 2026, there are 193 flights per day flying from Chicago to Wisconsin. The most common time of day flights depart is 10:00PM, with 42% of flights taking off in the evening.

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

1,356 flights are operational weekly from Chicago to Wisconsin as of March 2026. The most popular departure day for this route is Fri, with 17% of flights per week taking off on this day.

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 March 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.

$68 Cheap Flights from Chicago to Wisconsin in 2026

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

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.

4:05 pm - 5:43 pm

ORD

MSP

1h 38mnonstop

5:15 pm - 6:54 pm

MSP

ORD

1h 39mnonstop

$117United Airlines

Tue, Apr 14 - Tue, Apr 21

10:45 am - 12:20 pm

MDW

MSP

1h 35mnonstop

10:05 am - 11:35 am

MSP

MDW

1h 30mnonstop

$117Southwest

Tue, Apr 21 - Wed, Apr 22

10:45 am - 12:20 pm

MDW

MSP

1h 35mnonstop

7:10 am - 1:30 pm

MSP

MDW

6h 20m

1 stop

$127Southwest

Tue, Apr 21 - Wed, Apr 22

7:27 pm - 9:13 pm

ORD

MSP

1h 46mnonstop

4:24 pm - 6:00 pm

MSP

ORD

1h 36mnonstop

$136Sun Country Air

Fri, Apr 17 - Mon, Apr 20

7:50 pm - 9:36 pm

ORD

MSP

1h 46mnonstop

10:24 am - 12:00 pm

MSP

ORD

1h 36mnonstop

$137Sun Country Air

Thu, Apr 16 - Fri, Apr 17

8:05 pm - 9:50 pm

ORD

MSP

1h 45mnonstop

7:00 am - 8:36 am

MSP

ORD

1h 36mnonstop

$147Delta

Wed, May 13 - Sat, May 16

5:01 am - 12:45 pm

ORD

MSP

7h 44m

1 stop

4:42 pm - 6:18 pm

MSP

ORD

1h 36mnonstop

$152Multiple Airlines

Thu, Apr 16 - Thu, Apr 23

4:55 pm - 6:00 pm

ORD

MKE

1h 05mnonstop

5:41 pm - 7:02 pm

MKE

ORD

1h 21mnonstop

$200American Airlines

Thu, Apr 9 - Mon, Apr 13

4:09 pm - 5:11 pm

ORD

MKE

1h 02mnonstop

9:08 am - 10:20 am

MKE

ORD

1h 12mnonstop

$202American Airlines

Sat, May 2 - Sat, May 9

12:30 pm - 7:01 pm

ORD

RHI

6h 31m

1 stop

6:35 am - 11:47 am

RHI

ORD

5h 12m

1 stop

$207Delta

Thu, May 7 - Sun, May 10

Delta flights from Chicago to Wisconsin

Our best Delta deals on Chicago to Wisconsin flight tickets

Delta

May 13

ORD8:05 pmChicago O'Hare Intl

1h 45m

MSP9:50 pmMinneapolis St Paul

May 16

MSP7:00 amMinneapolis St Paul

1h 36m

ORD8:36 amChicago O'Hare Intl

$147

Delta

May 13

ORD12:30 pmChicago O'Hare Intl

1h 38m

MSP2:08 pmMinneapolis St Paul

May 18

MSP8:55 amMinneapolis St Paul

4h 05m

1 stop

ORD1:00 pmChicago O'Hare Intl

$187

Delta

Apr 9

MDW9:30 amChicago Midway

1h 37m

MSP11:07 amMinneapolis St Paul

Apr 14

MSP7:00 amMinneapolis St Paul

1h 46m

MDW8:46 amChicago Midway

$197

Sun Country Air flights from Chicago to Wisconsin

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

Sun Country Air

Apr 17

ORD7:27 pmChicago O'Hare Intl

1h 46m

MSP9:13 pmMinneapolis St Paul

Apr 20

MSP4:24 pmMinneapolis St Paul

1h 36m

ORD6:00 pmChicago O'Hare Intl

$136

Sun Country Air

Apr 16

ORD7:50 pmChicago O'Hare Intl

1h 46m

MSP9:36 pmMinneapolis St Paul

Apr 17

MSP10:24 amMinneapolis St Paul

1h 36m

ORD12:00 pmChicago O'Hare Intl

$137

Sun Country Air

Apr 16

ORD7:50 pmChicago O'Hare Intl

1h 46m

MSP9:36 pmMinneapolis St Paul

Apr 23

MSP4:42 pmMinneapolis St Paul

1h 36m

ORD6:18 pmChicago O'Hare Intl

$138

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Tue 4/14

4:05 pm-5:43 pm

Nonstop1h 38m

Minneapolis St Paul

Tue 4/21

5:15 pm-6:54 pm

Nonstop1h 39m

$117

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Tue 4/21

10:45 am-12:20 pm

Nonstop1h 35m

Minneapolis St Paul

Wed 4/22

10:05 am-11:35 am

Nonstop1h 30m

$117

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Tue 4/21

10:45 am-12:20 pm

Nonstop1h 35m

Minneapolis St Paul

Wed 4/22

7:10 am-1:30 pm

1 stop6h 20m

$127

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Fri 4/17

7:27 pm-9:13 pm

Nonstop1h 46m

Minneapolis St Paul

Mon 4/20

4:24 pm-6:00 pm

Nonstop1h 36m

$136

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Thu 4/16

7:50 pm-9:36 pm

Nonstop1h 46m

Minneapolis St Paul

Fri 4/17

10:24 am-12:00 pm

Nonstop1h 36m

$137

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Wed 5/13

8:05 pm-9:50 pm

Nonstop1h 45m

Minneapolis St Paul

Sat 5/16

7:00 am-8:36 am

Nonstop1h 36m

$147

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Thu 4/16

5:01 am-12:45 pm

1 stop7h 44m

Minneapolis St Paul

Thu 4/23

4:42 pm-6:18 pm

Nonstop1h 36m

$152

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Thu 4/9

4:55 pm-6:00 pm

Nonstop1h 05m

Milwaukee-Mitchell

Mon 4/13

5:41 pm-7:02 pm

Nonstop1h 21m

$200

Quickest round-trip

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Sat 5/2

4:09 pm-5:11 pm

Nonstop1h 02m

Milwaukee-Mitchell

Sat 5/9

9:08 am-10:20 am

Nonstop1h 12m

$202

ChicagoRhinelander

ORD - RHI

ORDRHI

Chicago O'Hare Intl

Thu 5/7

12:30 pm-7:01 pm

1 stop6h 31m

Rhinelander Oneida County

Sun 5/10

6:35 am-11:47 am

1 stop5h 12m

$207

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 day to depart on your flight to Wisconsin?

The cheapest day to depart from Chicago to Wisconsin is on a Monday. Travelers who choose to depart for Wisconsin on a Monday will often find tickets for as low as $199. The most expensive day to fly to Wisconsin is Wednesday, with ticket prices averaging around $320.

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 $194. Flights at noon are often more expensive with an average ticket price of $320.

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	$130
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 $130. The best round-trip flight deal from Chicago to Wisconsin found on momondo in the last 72 hours is $205.

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 Appleton Intl (ATW), Milwaukee-Mitchell (MKE), Madison Truax Field (MSN).

Search flight deals

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 March 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 Canadair (Bombardier) Regional Jet (16.57% of total bookings). The next most popular plane models are Canadair (Bombardier) Regional Jet CRJ-550 (16.27%), Embraer 170 (14.50%), and Embraer 175 (Enhanced Winglets) (12.72%).

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 11,480 reviews		Search American Airlines flights
United Airlines	PriceFrom $179	Free Cancellation	Rating 7.4 9,451 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.