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Cheap flights from Chicago to Wisconsin from $56

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 11/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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.
Sun Country Air Logo
6:44 pm - 8:23 pmORD-MSP
1h 39mnonstop
Sun Country Air Logo
4:00 pm - 5:38 pmMSP-ORD
1h 38mnonstop
$78Sun Country Air
Find Deal
Tue, Dec 30 - Mon, Jan 5
Frontier Logo
6:13 am - 7:46 amORD-MSP
1h 33mnonstop
Frontier Logo
8:41 am - 10:16 amMSP-ORD
1h 35mnonstop
$83Frontier
Find Deal
Fri, Dec 12 - Mon, Dec 15
United Airlines Logo
7:15 am - 8:48 amORD-MSP
1h 33mnonstop
United Airlines Logo
9:57 am - 11:38 amMSP-ORD
1h 41mnonstop
$94United Airlines
Find Deal
Wed, Feb 11 - Sun, Feb 15
Southwest Logo
3:10 pm - 4:40 pmMDW-MSP
1h 30mnonstop
Southwest Logo
3:25 pm - 5:00 pmMSP-MDW
1h 35mnonstop
$94Southwest
Find Deal
Mon, Dec 22 - Thu, Dec 25
United Airlines Logo
7:25 am - 8:54 amORD-MSP
1h 29mnonstop
United Airlines Logo
6:36 pm - 8:10 pmMSP-ORD
1h 34mnonstop
$97United Airlines
Find Deal
Tue, Nov 11 - Tue, Nov 11
Delta Logo
5:59 pm - 7:45 pmMDW-MSP
1h 46mnonstop
Delta Logo
9:10 am - 11:06 amMSP-MDW
1h 56mnonstop
$97Delta
Find Deal
Wed, Dec 24 - Tue, Dec 30
Southwest Logo
3:10 pm - 4:40 pmMDW-MSP
1h 30mnonstop
Southwest Logo
6:30 am - 12:45 pmMSP-MDW
6h 15m1 stop
$104Southwest
Find Deal
Mon, Dec 22 - Thu, Dec 25
Delta Logo
9:30 am - 11:13 amORD-MSP
1h 43mnonstop
Delta Logo
8:20 pm - 9:56 pmMSP-ORD
1h 36mnonstop
$107Delta
Find Deal
Wed, Feb 11 - Sun, Feb 15
American Airlines Logo
10:29 pm - 12:06 amORD-MSP
1h 37mnonstop
American Airlines Logo
7:45 pm - 9:29 pmMSP-ORD
1h 44mnonstop
$150American Airlines
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Sat, Nov 15 - Mon, Nov 17
American Airlines Logo
7:19 pm - 8:29 pmORD-GRB
1h 10mnonstop
American Airlines Logo
9:45 am - 11:03 amGRB-ORD
1h 18mnonstop
$179American Airlines
Find Deal
Thu, Nov 6 - Sun, Nov 9

Sun Country Air flights from Chicago to Wisconsin

Our best Sun Country Air deals on Chicago to Wisconsin flight tickets
Sun Country Air
Dec 30
ORD6:44 pmChicago O'Hare Intl
1h 39m
MSP8:23 pmMinneapolis St Paul
Jan 5
MSP4:00 pmMinneapolis St Paul
1h 38m
ORD5:38 pmChicago O'Hare Intl
$78
Find similar
Sun Country Air
Dec 26
ORD7:44 pmChicago O'Hare Intl
1h 39m
MSP9:23 pmMinneapolis St Paul
Dec 31
MSP8:54 amMinneapolis St Paul
1h 50m
ORD10:44 amChicago O'Hare Intl
$85
Find similar
Sun Country Air
Jan 1
ORD6:14 pmChicago O'Hare Intl
1h 39m
MSP7:53 pmMinneapolis St Paul
Jan 5
MSP4:00 pmMinneapolis St Paul
1h 38m
ORD5:38 pmChicago O'Hare Intl
$89
Find similar

Frontier flights from Chicago to Wisconsin

Our best Frontier deals on Chicago to Wisconsin flight tickets
Frontier
Dec 12
ORD6:13 amChicago O'Hare Intl
1h 33m
MSP7:46 amMinneapolis St Paul
Dec 15
MSP8:41 amMinneapolis St Paul
1h 35m
ORD10:16 amChicago O'Hare Intl
$83
Find similar
Frontier
Dec 22
ORD7:38 pmChicago O'Hare Intl
1h 36m
MSP9:14 pmMinneapolis St Paul
Dec 26
MSP2:57 pmMinneapolis St Paul
1h 45m
ORD4:42 pmChicago O'Hare Intl
$95
Find similar
Frontier
Nov 12
ORD6:05 pmChicago O'Hare Intl
15h 15m
1 stop
MSP9:20 amMinneapolis St Paul
Nov 19
MSP8:51 amMinneapolis St Paul
6h 48m
1 stop
ORD3:39 pmChicago O'Hare Intl
$124
Find similar

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 October 16, 2025.
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

Tue 12/30

6:44 pm-8:23 pm

Nonstop1h 39m

Minneapolis St Paul

Mon 1/5

4:00 pm-5:38 pm

Nonstop1h 38m

$78

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Fri 12/12

6:13 am-7:46 am

Nonstop1h 33m

Minneapolis St Paul

Mon 12/15

8:41 am-10:16 am

Nonstop1h 35m

$83

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Wed 2/11

7:15 am-8:48 am

Nonstop1h 33m

Minneapolis St Paul

Sun 2/15

9:57 am-11:38 am

Nonstop1h 41m

$94

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Mon 12/22

3:10 pm-4:40 pm

Nonstop1h 30m

Minneapolis St Paul

Thu 12/25

3:25 pm-5:00 pm

Nonstop1h 35m

$94

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Tue 11/11

7:25 am-8:54 am

Nonstop1h 29m

Minneapolis St Paul

Tue 11/11

6:36 pm-8:10 pm

Nonstop1h 34m

$97

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Wed 12/24

5:59 pm-7:45 pm

Nonstop1h 46m

Minneapolis St Paul

Tue 12/30

9:10 am-11:06 am

Nonstop1h 56m

$97

ChicagoMinneapolis

MDW - MSP

MDWMSP

Chicago Midway

Mon 12/22

3:10 pm-4:40 pm

Nonstop1h 30m

Minneapolis St Paul

Thu 12/25

6:30 am-12:45 pm

1 stop6h 15m

$104

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Wed 2/11

9:30 am-11:13 am

Nonstop1h 43m

Minneapolis St Paul

Sun 2/15

8:20 pm-9:56 pm

Nonstop1h 36m

$107

ChicagoMinneapolis

ORD - MSP

ORDMSP

Chicago O'Hare Intl

Sat 11/15

10:29 pm-12:06 am

Nonstop1h 37m

Minneapolis St Paul

Mon 11/17

7:45 pm-9:29 pm

Nonstop1h 44m

$150

ChicagoGreen Bay

ORD - GRB

ORDGRB

Chicago O'Hare Intl

Thu 11/6

7:19 pm-8:29 pm

Nonstop1h 10m

Green Bay Austin-Straubel

Sun 11/9

9:45 am-11:03 am

Nonstop1h 18m

$179

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 Friday. Travelers who choose to depart for Wisconsin on a Friday will often find tickets for as low as $218. The most expensive day to fly to Wisconsin is Thursday, with ticket prices averaging around $371.

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 $199. Flights at noon are often more expensive with an average ticket price of $289.

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

$209

Fastest flight time

0h 52m

Direct flights

Every day

Airports in Wisconsin

5 airports
The best one-way flight to Wisconsin from Chicago in the past 72 hours is $209. The best round-trip flight deal from Chicago to Wisconsin found on momondo in the last 72 hours is $179.
The fastest flight from Chicago to Wisconsin takes 0h 52m
Direct flights go from Chicago to Wisconsin every day.
There are 5 airports near Wisconsin: Appleton Intl (ATW), Milwaukee-Mitchell (MKE), Green Bay Austin-Straubel (GRB), Ironwood Gogebic County (IWD), 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
11,043 reviews
Search American Airlines flights
United AirlinesPriceFrom $179Free CancellationRating
7.4
8,982 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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Sat 11/15
Sat 11/22
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