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Cheap flights from Chicago to Wisconsin from $64

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Wisconsin departing on 3/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Wisconsin

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
7:25 am - 8:55 am
ORD
-
MSP
1h 30mnonstop
United Airlines Logo
8:05 am - 9:46 am
MSP
-
ORD
1h 41mnonstop
$134United Airlines
Thu, Feb 19 - Wed, Feb 25
Southwest Logo
8:50 pm - 10:20 pm
MDW
-
MSP
1h 30mnonstop
Southwest Logo
7:20 am - 9:15 am
MSP
-
MDW
1h 55mnonstop
$134Southwest
Thu, Feb 19 - Tue, Feb 24
Sun Country Air Logo
6:40 pm - 8:23 pm
ORD
-
MSP
1h 43mnonstop
Sun Country Air Logo
7:18 pm - 8:50 pm
MSP
-
ORD
1h 32mnonstop
$137Sun Country Air
Fri, Mar 13 - Sat, Mar 14
Sun Country Air Logo
7:13 pm - 8:57 pm
ORD
-
MSP
1h 44mnonstop
Sun Country Air Logo
5:30 pm - 7:06 pm
MSP
-
ORD
1h 36mnonstop
$138Sun Country Air
Thu, Apr 23 - Mon, May 11
Delta Logo
6:15 am - 7:57 am
ORD
-
MSP
1h 42mnonstop
Delta Logo
4:24 pm - 6:00 pm
MSP
-
ORD
1h 36mnonstop
$144Delta
Fri, Mar 13 - Tue, Mar 17
American Airlines Logo
10:23 pm - 11:56 pm
ORD
-
MSP
1h 33mnonstop
American Airlines Logo
6:35 am - 8:20 am
MSP
-
ORD
1h 45mnonstop
$152American Airlines
Wed, Feb 25 - Wed, Mar 4
Multiple Airlines Logo
7:13 pm - 8:55 pm
ORD
-
MSP
1h 42mnonstop
Multiple Airlines Logo
3:40 pm - 12:52 am
MSP
-
ORD
9h 12m
1 stop
$155Multiple Airlines
Thu, Apr 23 - Mon, Apr 27
Delta Logo
1:49 pm - 3:35 pm
MDW
-
MSP
1h 46mnonstop
Delta Logo
11:20 am - 1:05 pm
MSP
-
MDW
1h 45mnonstop
$171Delta
Wed, Feb 18 - Wed, Feb 25
American Airlines Logo
10:00 pm - 10:57 pm
ORD
-
MKE
0h 57mnonstop
American Airlines Logo
12:26 pm - 1:31 pm
MKE
-
ORD
1h 05mnonstop
$177American Airlines
Mon, Feb 23 - Fri, Feb 27
Multiple Airlines Logo
10:44 am - 3:44 pm
ORD
-
MKE
29h 00m
1 stop
Multiple Airlines Logo
4:39 pm - 3:52 pm
MKE
-
ORD
23h 13m
1 stop
$276Multiple Airlines
Tue, Feb 24 - Tue, Mar 3

Sun Country Air flights from Chicago to Wisconsin

Our best Sun Country Air deals on Chicago to Wisconsin flight tickets
Sun Country Air
Mar 13
ORD6:40 pmChicago O'Hare Intl
1h 43m
MSP8:23 pmMinneapolis St Paul
Mar 14
MSP7:18 pmMinneapolis St Paul
1h 32m
ORD8:50 pmChicago O'Hare Intl
$137
Sun Country Air
Apr 23
ORD7:13 pmChicago O'Hare Intl
1h 44m
MSP8:57 pmMinneapolis St Paul
May 11
MSP5:30 pmMinneapolis St Paul
1h 36m
ORD7:06 pmChicago O'Hare Intl
$138
Sun Country Air
Apr 23
ORD7:13 pmChicago O'Hare Intl
1h 44m
MSP8:57 pmMinneapolis St Paul
Apr 27
MSP7:36 amMinneapolis St Paul
1h 39m
ORD9:15 amChicago O'Hare Intl
$143

Southwest flights from Chicago to Wisconsin

Our best Southwest deals on Chicago to Wisconsin flight tickets
Southwest
Feb 19
MDW12:25 pmChicago Midway
1h 30m
MSP1:55 pmMinneapolis St Paul
Feb 24
MSP7:20 amMinneapolis St Paul
1h 55m
MDW9:15 amChicago Midway
$134
Southwest
Feb 19
MDW12:25 pmChicago Midway
1h 30m
MSP1:55 pmMinneapolis St Paul
Feb 24
MSP2:30 pmMinneapolis St Paul
5h 25m
1 stop
MDW7:55 pmChicago Midway
$144
Southwest
Mar 5
MDW4:35 pmChicago Midway
1h 30m
MSP6:05 pmMinneapolis St Paul
Mar 10
MSP8:45 amMinneapolis St Paul
7h 55m
2 stops
MDW4:40 pmChicago Midway
$149

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Wisconsin that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated January 29, 2026.
Use the filters below to find and compare flights from Chicago to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Thu 2/19

7:25 am-8:55 am

Nonstop1h 30m

Minneapolis St Paul

Wed 2/25

8:05 am-9:46 am

Nonstop1h 41m

$134

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Thu 2/19

8:50 pm-10:20 pm

Nonstop1h 30m

Minneapolis St Paul

Tue 2/24

7:20 am-9:15 am

Nonstop1h 55m

$134

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Fri 3/13

6:40 pm-8:23 pm

Nonstop1h 43m

Minneapolis St Paul

Sat 3/14

7:18 pm-8:50 pm

Nonstop1h 32m

$137

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Thu 4/23

7:13 pm-8:57 pm

Nonstop1h 44m

Minneapolis St Paul

Mon 5/11

5:30 pm-7:06 pm

Nonstop1h 36m

$138

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Fri 3/13

6:15 am-7:57 am

Nonstop1h 42m

Minneapolis St Paul

Tue 3/17

4:24 pm-6:00 pm

Nonstop1h 36m

$144

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Wed 2/25

10:23 pm-11:56 pm

Nonstop1h 33m

Minneapolis St Paul

Wed 3/4

6:35 am-8:20 am

Nonstop1h 45m

$152

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Thu 4/23

7:13 pm-8:55 pm

Nonstop1h 42m

Minneapolis St Paul

Mon 4/27

3:40 pm-12:52 am

1 stop9h 12m

$155

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Wed 2/18

1:49 pm-3:35 pm

Nonstop1h 46m

Minneapolis St Paul

Wed 2/25

11:20 am-1:05 pm

Nonstop1h 45m

$171

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Mon 2/23

10:00 pm-10:57 pm

Nonstop0h 57m

Milwaukee-Mitchell

Fri 2/27

12:26 pm-1:31 pm

Nonstop1h 05m

$177

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Tue 2/24

10:44 am-3:44 pm

1 stop29h 00m

Milwaukee-Mitchell

Tue 3/3

4:39 pm-3:52 pm

1 stop23h 13m

$276

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Wisconsin from

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

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 $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

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

$150

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 $150. The best round-trip flight deal from Chicago to Wisconsin found on momondo in the last 72 hours is $438.
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), Green Bay Austin-Straubel (GRB), 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?

  • 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?

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 AirlinesPriceFrom $179Free CancellationRating
7.2
11,205 reviews
Search American Airlines flights
United AirlinesPriceFrom $179Free CancellationRating
7.4
9,215 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.

An easier way to manage your Wisconsin trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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