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Cheap flights from Chicago to Wisconsin from $72

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 9/8. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Wisconsin

Cheap round-trip flights

Enter your travel dates to find the best prices.
Sun Country Air Logo
6:05 pm - 7:51 pm
ORD
-
MSP
1h 46mnonstop
Sun Country Air Logo
3:40 pm - 5:29 pm
MSP
-
ORD
1h 49mnonstop
$147Sun Country Air
Sat, Jul 11 - Mon, Jul 13
Southwest Logo
7:50 am - 9:20 am
MDW
-
MSP
1h 30mnonstop
Southwest Logo
11:10 am - 5:45 pm
MSP
-
MDW
6h 35m
1 stop
$147Southwest
Sat, Jul 4 - Sat, Jul 4
Sun Country Air Logo
5:32 pm - 7:08 pm
ORD
-
MSP
1h 36mnonstop
Sun Country Air Logo
8:05 am - 9:43 am
MSP
-
ORD
1h 38mnonstop
$148Sun Country Air
Thu, Aug 27 - Mon, Aug 31
Delta Logo
8:28 am - 10:03 am
ORD
-
MSP
1h 35mnonstop
Delta Logo
4:00 pm - 5:41 pm
MSP
-
ORD
1h 41mnonstop
$149Delta
Sat, Aug 8 - Tue, Aug 11
Sun Country Air Logo
6:39 pm - 8:25 pm
ORD
-
MSP
1h 46mnonstop
Sun Country Air Logo
4:15 pm - 6:04 pm
MSP
-
ORD
1h 49mnonstop
$153Sun Country Air
Wed, Jul 15 - Sat, Jul 18
American Airlines Logo
10:05 am - 11:02 am
ORD
-
MKE
0h 57mnonstop
American Airlines Logo
1:17 pm - 2:36 pm
MKE
-
ORD
1h 19mnonstop
$157American Airlines
Wed, Aug 12 - Sat, Aug 15
American Airlines Logo
10:40 pm - 12:24 am
ORD
-
MSP
1h 44mnonstop
American Airlines Logo
10:31 am - 12:14 pm
MSP
-
ORD
1h 43mnonstop
$159American Airlines
Thu, Sep 3 - Sun, Sep 6
United Airlines Logo
6:15 pm - 7:26 pm
ORD
-
MKE
1h 11mnonstop
United Airlines Logo
7:23 pm - 8:29 pm
MKE
-
ORD
1h 06mnonstop
$171United Airlines
Tue, Jul 14 - Tue, Jul 21
Delta Logo
1:51 pm - 3:35 pm
MDW
-
MSP
1h 44mnonstop
Delta Logo
4:24 pm - 6:01 pm
MSP
-
MDW
1h 37mnonstop
$177Delta
Tue, Aug 18 - Wed, Aug 19
United Airlines Logo
9:55 pm - 11:28 pm
ORD
-
EAU
1h 33mnonstop
United Airlines Logo
2:35 pm - 4:02 pm
EAU
-
ORD
1h 27mnonstop
$180United Airlines
Mon, Jul 6 - Sun, Jul 12

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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
Jul 11
ORD6:05 pmChicago O'Hare Intl
1h 46m
MSP7:51 pmMinneapolis St Paul
Jul 13
MSP3:40 pmMinneapolis St Paul
1h 49m
ORD5:29 pmChicago O'Hare Intl
$147
Sun Country Air
Aug 27
ORD5:32 pmChicago O'Hare Intl
1h 36m
MSP7:08 pmMinneapolis St Paul
Aug 31
MSP8:05 amMinneapolis St Paul
1h 38m
ORD9:43 amChicago O'Hare Intl
$148
Sun Country Air
Jul 15
ORD6:39 pmChicago O'Hare Intl
1h 46m
MSP8:25 pmMinneapolis St Paul
Jul 18
MSP4:15 pmMinneapolis St Paul
1h 49m
ORD6:04 pmChicago O'Hare Intl
$153

Frontier flights from Chicago to Wisconsin

Our best Frontier deals on Chicago to Wisconsin flight tickets
Frontier
Sep 22
ORD11:06 amChicago O'Hare Intl
10h 29m
1 stop
MSP9:35 pmMinneapolis St Paul
Oct 6
MSP5:57 pmMinneapolis St Paul
6h 27m
1 stop
ORD12:24 amChicago O'Hare Intl
$210
Frontier
Aug 1
MDW6:05 amChicago Midway
7h 34m
1 stop
MSP1:39 pmMinneapolis St Paul
Aug 5
MSP2:24 pmMinneapolis St Paul
7h 39m
1 stop
MDW10:03 pmChicago Midway
$234
Frontier
Aug 7
MDW6:05 amChicago Midway
7h 34m
1 stop
MSP1:39 pmMinneapolis St Paul
Aug 12
MSP2:24 pmMinneapolis St Paul
7h 39m
1 stop
MDW10:03 pmChicago Midway
$240

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 June 15, 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

Cheapest round-trip

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Sat 7/11

6:05 pm-7:51 pm

Nonstop1h 46m

Minneapolis St Paul

Mon 7/13

3:40 pm-5:29 pm

Nonstop1h 49m

$147

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Sat 7/4

7:50 am-9:20 am

Nonstop1h 30m

Minneapolis St Paul

Sat 7/4

11:10 am-5:45 pm

1 stop6h 35m

$147

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Thu 8/27

5:32 pm-7:08 pm

Nonstop1h 36m

Minneapolis St Paul

Mon 8/31

8:05 am-9:43 am

Nonstop1h 38m

$148

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Sat 8/8

8:28 am-10:03 am

Nonstop1h 35m

Minneapolis St Paul

Tue 8/11

4:00 pm-5:41 pm

Nonstop1h 41m

$149

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Wed 7/15

6:39 pm-8:25 pm

Nonstop1h 46m

Minneapolis St Paul

Sat 7/18

4:15 pm-6:04 pm

Nonstop1h 49m

$153
Quickest round-trip

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Wed 8/12

10:05 am-11:02 am

Nonstop0h 57m

Milwaukee-Mitchell

Sat 8/15

1:17 pm-2:36 pm

Nonstop1h 19m

$157

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Thu 9/3

10:40 pm-12:24 am

Nonstop1h 44m

Minneapolis St Paul

Sun 9/6

10:31 am-12:14 pm

Nonstop1h 43m

$159

ChicagoMilwaukee

ORD - MKE

ORDMKE

Chicago O'Hare Intl

Tue 7/14

6:15 pm-7:26 pm

Nonstop1h 11m

Milwaukee-Mitchell

Tue 7/21

7:23 pm-8:29 pm

Nonstop1h 06m

$171

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Tue 8/18

1:51 pm-3:35 pm

Nonstop1h 44m

Minneapolis St Paul

Wed 8/19

4:24 pm-6:01 pm

Nonstop1h 37m

$177

ChicagoEau Claire

ORD - EAU

ORDEAU

Chicago O'Hare Intl

Mon 7/6

9:55 pm-11:28 pm

Nonstop1h 33m

Eau Claire

Sun 7/12

2:35 pm-4:02 pm

Nonstop1h 27m

$180

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 month to fly to Wisconsin?

If you aren’t able to travel during the month of December, then book flights to Wisconsin from Chicago during September instead. Flights to Wisconsin in September, while not as cheap as those in December, still average around $179.

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 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 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

$88

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 $88. The best round-trip flight deal from Chicago to Wisconsin found on momondo in the last 72 hours is $200.
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

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?

  • 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
7.1
11,660 reviews
Search American Airlines flights
United AirlinesPriceFrom $179Free CancellationRating
7.4
9,830 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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