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

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

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

As of May 2026, there are 254 flights per day flying from Chicago to Wisconsin. The most common time of day flights depart is 8:00PM, with 43% of flights taking off in the evening.

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

1,778 flights are operational weekly from Chicago to Wisconsin as of May 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 May 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.

$79 Cheap Flights from Chicago to Wisconsin in 2026

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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.

8:21 pm - 10:08 pm

ORD

MSP

1h 47mnonstop

7:00 am - 8:35 am

MSP

ORD

1h 35mnonstop

$137Delta

Tue, Jun 16 - Wed, Jun 24

9:54 am - 11:35 am

MDW

MSP

1h 41mnonstop

6:55 am - 8:37 am

MSP

MDW

1h 42mnonstop

$137Delta

Tue, Jun 16 - Wed, Jun 24

12:01 pm - 1:37 pm

ORD

MSP

1h 36mnonstop

5:30 pm - 7:08 pm

MSP

ORD

1h 38mnonstop

$138Sun Country Air

Fri, Sep 11 - Sun, Sep 13

6:25 pm - 8:11 pm

ORD

MSP

1h 46mnonstop

4:20 pm - 6:09 pm

MSP

ORD

1h 49mnonstop

$147Sun Country Air

Fri, Jun 5 - Mon, Jun 8

6:20 pm - 7:50 pm

MDW

MSP

1h 30mnonstop

4:30 pm - 9:50 pm

MSP

MDW

5h 20m

1 stop

$147Southwest

Tue, May 26 - Tue, Jun 2

4:30 pm - 6:00 pm

MDW

MSP

1h 30mnonstop

7:55 am - 5:05 pm

MSP

MDW

9h 10m

1 stop

$153Southwest

Tue, Jun 9 - Wed, Jun 10

12:15 pm - 1:14 pm

ORD

MKE

0h 59mnonstop

6:50 pm - 8:14 pm

MKE

ORD

1h 24mnonstop

$191American Airlines

Tue, Jun 2 - Thu, Jun 4

9:20 pm - 10:24 pm

ORD

MKE

1h 04mnonstop

6:05 am - 7:22 am

MKE

ORD

1h 17mnonstop

$200American Airlines

Wed, Jun 10 - Sat, Jun 13

11:47 am - 12:48 pm

ORD

MKE

1h 01mnonstop

11:55 am - 1:05 pm

MKE

ORD

1h 10mnonstop

$201United Airlines

Sat, May 30 - Sat, Jun 6

8:45 am - 10:03 am

ORD

ATW

1h 18mnonstop

10:38 am - 11:59 am

ATW

ORD

1h 21mnonstop

$239United Airlines

Sat, May 30 - Sat, Jun 6

American Airlines flights from Chicago to Wisconsin

Our best American Airlines deals on Chicago to Wisconsin flight tickets

American Airlines

Jun 2

ORD11:00 pmChicago O'Hare Intl

1h 44m

MSP12:44 amMinneapolis St Paul

Jun 9

MSP6:28 amMinneapolis St Paul

1h 52m

ORD8:20 amChicago O'Hare Intl

$172

American Airlines

Jun 2

ORD12:15 pmChicago O'Hare Intl

0h 59m

MKE1:14 pmMilwaukee-Mitchell

Jun 4

MKE6:50 pmMilwaukee-Mitchell

1h 24m

ORD8:14 pmChicago O'Hare Intl

$191

American Airlines

Jun 10

ORD9:20 pmChicago O'Hare Intl

1h 04m

MKE10:24 pmMilwaukee-Mitchell

Jun 13

MKE6:05 amMilwaukee-Mitchell

1h 17m

ORD7:22 amChicago O'Hare Intl

$200

United Airlines flights from Chicago to Wisconsin

Our best United Airlines deals on Chicago to Wisconsin flight tickets

United Airlines

Jun 4

ORD7:05 amChicago O'Hare Intl

1h 41m

MSP8:46 amMinneapolis St Paul

Jun 4

MSP1:08 pmMinneapolis St Paul

1h 42m

ORD2:50 pmChicago O'Hare Intl

$198

United Airlines

May 30

ORD11:47 amChicago O'Hare Intl

1h 01m

MKE12:48 pmMilwaukee-Mitchell

Jun 6

MKE11:55 amMilwaukee-Mitchell

1h 10m

ORD1:05 pmChicago O'Hare Intl

$201

United Airlines

Jun 10

ORD7:05 amChicago O'Hare Intl

1h 41m

MSP8:46 amMinneapolis St Paul

Jun 10

MSP1:08 pmMinneapolis St Paul

1h 42m

ORD2:50 pmChicago O'Hare Intl

$204

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Tue 6/16

8:21 pm-10:08 pm

Nonstop1h 47m

Minneapolis St Paul

Wed 6/24

7:00 am-8:35 am

Nonstop1h 35m

$137

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Tue 6/16

9:54 am-11:35 am

Nonstop1h 41m

Minneapolis St Paul

Wed 6/24

6:55 am-8:37 am

Nonstop1h 42m

$137

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Fri 9/11

12:01 pm-1:37 pm

Nonstop1h 36m

Minneapolis St Paul

Sun 9/13

5:30 pm-7:08 pm

Nonstop1h 38m

$138

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Fri 6/5

6:25 pm-8:11 pm

Nonstop1h 46m

Minneapolis St Paul

Mon 6/8

4:20 pm-6:09 pm

Nonstop1h 49m

$147

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Tue 5/26

6:20 pm-7:50 pm

Nonstop1h 30m

Minneapolis St Paul

Tue 6/2

4:30 pm-9:50 pm

1 stop5h 20m

$147

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Tue 6/9

4:30 pm-6:00 pm

Nonstop1h 30m

Minneapolis St Paul

Wed 6/10

7:55 am-5:05 pm

1 stop9h 10m

$153

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Tue 6/2

12:15 pm-1:14 pm

Nonstop0h 59m

Milwaukee-Mitchell

Thu 6/4

6:50 pm-8:14 pm

Nonstop1h 24m

$191

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Wed 6/10

9:20 pm-10:24 pm

Nonstop1h 04m

Milwaukee-Mitchell

Sat 6/13

6:05 am-7:22 am

Nonstop1h 17m

$200

Quickest round-trip

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Sat 5/30

11:47 am-12:48 pm

Nonstop1h 01m

Milwaukee-Mitchell

Sat 6/6

11:55 am-1:05 pm

Nonstop1h 10m

$201

ChicagoAppleton

ORD - ATW

ORDATW

Chicago O'Hare Intl

Sat 5/30

8:45 am-10:03 am

Nonstop1h 18m

Appleton Intl

Sat 6/6

10:38 am-11:59 am

Nonstop1h 21m

$239

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 May, then book flights to Wisconsin from Chicago during June instead. Flights to Wisconsin in June, while not as cheap as those in May, still average around $178.

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

The cheapest day to depart from Chicago to Wisconsin is on a Friday. Travelers who choose to depart for Wisconsin on a Friday will often find tickets for as low as $184. 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 $179. 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 Eau Claire for the best Chicago - Wisconsin flight prices

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	$187
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 $187. The best round-trip flight deal from Chicago to Wisconsin found on momondo in the last 72 hours is $181.

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), Madison Truax Field (MSN).

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 May 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 CRJ-550 (19.02% of total bookings). The next most popular plane models are Canadair (Bombardier) Regional Jet (15.76%), Embraer 170 (13.04%), and Embraer 175 (Enhanced Winglets) (12.23%).

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 11,672 reviews		Search American Airlines flights
United Airlines	PriceFrom $179	Free Cancellation	Rating 7.4 9,682 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.