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Cheap flights from Wisconsin to Chicago 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 Wisconsin to Chicago departing on 4/25. 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 Wisconsin to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
6:15 pm - 7:45 pm
MSP
-
MDW
1h 30mnonstop
Southwest Logo
4:40 pm - 10:30 pm
MDW
-
MSP
5h 50m
1 stop
$127Southwest
Wed, Apr 8 - Wed, Apr 15
American Airlines Logo
8:08 am - 9:56 am
MSP
-
ORD
1h 48mnonstop
American Airlines Logo
8:44 pm - 10:21 pm
ORD
-
MSP
1h 37mnonstop
$131American Airlines
Thu, Apr 16 - Sat, Apr 18
Sun Country Air Logo
10:36 am - 12:12 pm
MSP
-
ORD
1h 36mnonstop
Sun Country Air Logo
7:20 am - 9:02 am
ORD
-
MSP
1h 42mnonstop
$136Sun Country Air
Fri, Apr 17 - Sun, Apr 19
Sun Country Air Logo
7:18 pm - 8:50 pm
MSP
-
ORD
1h 32mnonstop
Sun Country Air Logo
7:30 am - 9:13 am
ORD
-
MSP
1h 43mnonstop
$137Sun Country Air
Sat, Mar 14 - Sun, Mar 22
United Airlines Logo
6:45 pm - 8:26 pm
MSP
-
ORD
1h 41mnonstop
United Airlines Logo
6:08 pm - 7:40 pm
ORD
-
MSP
1h 32mnonstop
$141United Airlines
Sat, Mar 21 - Tue, Mar 24
Delta Logo
4:57 pm - 6:36 pm
MSP
-
MDW
1h 39mnonstop
Delta Logo
7:16 pm - 9:00 pm
MDW
-
MSP
1h 44mnonstop
$144Delta
Mon, Apr 13 - Tue, Apr 21
Delta Logo
6:10 pm - 7:48 pm
MSP
-
ORD
1h 38mnonstop
Delta Logo
8:05 pm - 9:51 pm
ORD
-
MSP
1h 46mnonstop
$144Delta
Wed, May 6 - Mon, May 18
United Airlines Logo
6:43 pm - 8:32 pm
DLH
-
ORD
1h 49mnonstop
United Airlines Logo
8:50 am - 10:43 am
ORD
-
DLH
1h 53mnonstop
$179United Airlines
Fri, Mar 6 - Sat, Mar 7
Multiple Airlines Logo
4:39 pm - 3:52 pm
MKE
-
ORD
23h 13m
1 stop
Multiple Airlines Logo
7:00 am - 5:50 pm
ORD
-
MKE
10h 50m
2 stops
$233Multiple Airlines
Tue, Mar 3 - Tue, Mar 10
Multiple Airlines Logo
11:45 am - 11:59 pm
EAU
-
ORD
12h 14m
1 stop
Multiple Airlines Logo
7:42 pm - 10:46 am
ORD
-
EAU
15h 04m
1 stop
$1,213Multiple Airlines
Fri, Mar 27 - Sun, Mar 29

Delta flights from Wisconsin to Chicago

Our best Delta deals on Wisconsin to Chicago flight tickets
Delta
May 6
MSP6:10 pmMinneapolis St Paul
1h 38m
ORD7:48 pmChicago O'Hare Intl
May 18
ORD8:05 pmChicago O'Hare Intl
1h 46m
MSP9:51 pmMinneapolis St Paul
$144
Delta
Mar 30
MSP7:50 pmMinneapolis St Paul
1h 36m
ORD9:26 pmChicago O'Hare Intl
Apr 1
ORD8:30 pmChicago O'Hare Intl
1h 39m
MSP10:09 pmMinneapolis St Paul
$154
Delta
Apr 7
MSP10:00 amMinneapolis St Paul
1h 35m
ORD11:35 amChicago O'Hare Intl
Apr 14
ORD8:52 amChicago O'Hare Intl
4h 28m
1 stop
MSP1:20 pmMinneapolis St Paul
$179

Sun Country Air flights from Wisconsin to Chicago

Our best Sun Country Air deals on Wisconsin to Chicago flight tickets
Sun Country Air
Apr 17
MSP10:36 amMinneapolis St Paul
1h 36m
ORD12:12 pmChicago O'Hare Intl
Apr 19
ORD7:20 amChicago O'Hare Intl
1h 42m
MSP9:02 amMinneapolis St Paul
$136
Sun Country Air
Mar 14
MSP7:18 pmMinneapolis St Paul
1h 32m
ORD8:50 pmChicago O'Hare Intl
Mar 22
ORD7:30 amChicago O'Hare Intl
1h 43m
MSP9:13 amMinneapolis St Paul
$137
Sun Country Air
Apr 17
MSP10:36 amMinneapolis St Paul
1h 36m
ORD12:12 pmChicago O'Hare Intl
Apr 19
ORD7:20 amChicago O'Hare Intl
1h 42m
MSP9:02 amMinneapolis St Paul
$138

momondo Fare Finder

 
Customize your flight search to find flights from Wisconsin to Chicago 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 February 3, 2026.
Use the filters below to find and compare flights from Wisconsin to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Wed 4/8

6:15 pm-7:45 pm

Nonstop1h 30m

Chicago Midway

Wed 4/15

4:40 pm-10:30 pm

1 stop5h 50m

$127

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Thu 4/16

8:08 am-9:56 am

Nonstop1h 48m

Chicago O'Hare Intl

Sat 4/18

8:44 pm-10:21 pm

Nonstop1h 37m

$131

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Fri 4/17

10:36 am-12:12 pm

Nonstop1h 36m

Chicago O'Hare Intl

Sun 4/19

7:20 am-9:02 am

Nonstop1h 42m

$136

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Sat 3/14

7:18 pm-8:50 pm

Nonstop1h 32m

Chicago O'Hare Intl

Sun 3/22

7:30 am-9:13 am

Nonstop1h 43m

$137

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Sat 3/21

6:45 pm-8:26 pm

Nonstop1h 41m

Chicago O'Hare Intl

Tue 3/24

6:08 pm-7:40 pm

Nonstop1h 32m

$141

MinneapolisChicago

MSP - MDW

MSPMDW

Minneapolis St Paul

Mon 4/13

4:57 pm-6:36 pm

Nonstop1h 39m

Chicago Midway

Tue 4/21

7:16 pm-9:00 pm

Nonstop1h 44m

$144

MinneapolisChicago

MSP - ORD

MSPORD

Minneapolis St Paul

Wed 5/6

6:10 pm-7:48 pm

Nonstop1h 38m

Chicago O'Hare Intl

Mon 5/18

8:05 pm-9:51 pm

Nonstop1h 46m

$144

DuluthChicago

DLH - ORD

DLHORD

Duluth Intl

Fri 3/6

6:43 pm-8:32 pm

Nonstop1h 49m

Chicago O'Hare Intl

Sat 3/7

8:50 am-10:43 am

Nonstop1h 53m

$179

MilwaukeeChicago

MKE - ORD

MKEORD

Milwaukee-Mitchell

Tue 3/3

4:39 pm-3:52 pm

1 stop23h 13m

Chicago O'Hare Intl

Tue 3/10

7:00 am-5:50 pm

2 stops10h 50m

$233

Eau ClaireChicago

EAU - ORD

EAUORD

Eau Claire

Fri 3/27

11:45 am-11:59 pm

1 stop12h 14m

Chicago O'Hare Intl

Sun 3/29

7:42 pm-10:46 am

1 stop15h 04m

$1,213

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 Chicago from

How to get the cheapest flight ticket from Wisconsin to Chicago

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 Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $448. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Wisconsin to Chicago for around $565.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Wisconsin to Chicago during this time can be as low as $457. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $714.

What is the cheapest Wisconsin to Chicago flight route?

Fly from Eau Claire to Chicago O'Hare Intl for the best Wisconsin - Chicago flight prices

What cabin class options are available on Wisconsin to Chicago flights?

There are 4 cabin classes available to choose from on Wisconsin to Chicago 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 Wisconsin to Chicago flights?

You could potentially save up to 4% on your flight if you consider stops on a Wisconsin to Chicago flight.

Cheap Wisconsin to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Wisconsin to Chicago

Best Price Found

$183

Fastest flight time

0h 50m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Wisconsin in the past 72 hours is $183. The best round-trip flight deal from Wisconsin to Chicago found on momondo in the last 72 hours is $327.
The fastest flight from Wisconsin to Chicago takes 0h 50m
Direct flights go from Wisconsin to Chicago every day.
There are 3 airports in Chicago. From Wisconsin there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

  • When did momondo last update prices for flights from Wisconsin to Chicago?

    Prices for flights from Wisconsin to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Wisconsin to Chicago?

  • How old do you have to be to fly from Wisconsin to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Wisconsin to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Wisconsin to Chicago?

Best airlines flying from Wisconsin to Chicago

Compare and see reviews for airlines that fly from Wisconsin to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $179Free CancellationRating
7.2
11,216 reviews
Search American Airlines flights
United AirlinesPriceFrom $179Free CancellationRating
7.4
9,236 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Wisconsin to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Wisconsin to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Wisconsin to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Wisconsin on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Wisconsin to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Wisconsin.

I’m not ready to book a flight from Wisconsin to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Wisconsin. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport