$49 Find Cheap Flights from Chicago O'Hare Airport to Wisconsin

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Wisconsin departing on 4/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Wisconsin

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Wisconsin, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Wisconsin, as well as popular online travel agencies
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Flight Deals

Cheap Flights from O'Hare Intl to Wisconsin

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Milwaukee
Milwaukeenonstop$97
Madison
Madisonnonstop$199
Appleton
Appletonnonstop$199
Green Bay
Green Baynonstop$199
Wausau
Wausaunonstop$303
Rhinelander
Rhinelandernonstop$210
La Crosse
La Crossenonstop$189
Eau Claire
Eau Clairenonstop$200
Minneapolis
Minneapolis1 stop$122
Duluth
Duluthnonstop$199
Milwaukee
Milwaukeenonstop$97
Madison
Madisonnonstop$199
Appleton
Appletonnonstop$199
Green Bay
Green Baynonstop$199
Wausau
Wausaunonstop$303
Rhinelander
Rhinelandernonstop$210
La Crosse
La Crossenonstop$189
Eau Claire
Eau Clairenonstop$200
Minneapolis
Minneapolis1 stop$122
Duluth
Duluthnonstop$199

Book Cheap O'Hare Intl to Wisconsin Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Wisconsin that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to Wisconsin

Wed, Apr 29 - Tue, May 5
United Airlines Logo
3:45 pm - 4:47 pm
ORD
-
MKE
1h 02mnonstop
United Airlines Logo
9:30 am - 10:38 am
MKE
-
ORD
1h 08mnonstop
$97United Airlines
Wed, Apr 8 - Wed, Apr 15
Southwest Logo
2:40 pm - 11:05 pm
ORD
-
MSP
8h 25m
1 stop
Southwest Logo
7:10 am - 12:50 pm
MSP
-
ORD
5h 40m
1 stop
$122Southwest
Thu, Apr 30 - Mon, May 4
Sun Country Air Logo
8:06 pm - 9:52 pm
ORD
-
MSP
1h 46mnonstop
Sun Country Air Logo
5:30 pm - 7:06 pm
MSP
-
ORD
1h 36mnonstop
$125Sun Country Air
Wed, Apr 8 - Wed, Apr 15
American Airlines Logo
8:44 pm - 10:21 pm
ORD
-
MSP
1h 37mnonstop
American Airlines Logo
8:19 am - 10:07 am
MSP
-
ORD
1h 48mnonstop
$131American Airlines
Fri, Apr 24 - Sun, Apr 26
Sun Country Air Logo
7:35 pm - 9:21 pm
ORD
-
MSP
1h 46mnonstop
Sun Country Air Logo
4:12 pm - 5:48 pm
MSP
-
ORD
1h 36mnonstop
$136Sun Country Air
Sat, May 9 - Mon, May 11
Delta Logo
5:41 pm - 7:15 pm
ORD
-
MSP
1h 34mnonstop
Delta Logo
5:38 pm - 7:20 pm
MSP
-
ORD
1h 42mnonstop
$144Delta
Sat, Apr 4 - Sat, Apr 11
American Airlines Logo
7:06 am - 8:01 am
ORD
-
MKE
0h 55mnonstop
American Airlines Logo
5:41 pm - 7:02 pm
MKE
-
ORD
1h 21mnonstop
$153American Airlines
Wed, Jul 29 - Thu, Jul 30
Denver Air Connection Logo
10:30 am - 11:45 am
ORD
-
IWD
1h 15mnonstop
Denver Air Connection Logo
1:30 pm - 2:45 pm
IWD
-
ORD
1h 15mnonstop
$198Denver Air Connection
Sat, May 23 - Wed, May 27
Delta Logo
5:41 pm - 9:58 pm
ORD
-
GRB
4h 17m
1 stop
Delta Logo
11:53 am - 4:51 pm
GRB
-
ORD
4h 58m
1 stop
$208Delta
Fri, Mar 20 - Tue, Mar 24
Denver Air Connection Logo
10:30 am - 11:45 am
ORD
-
IWD
1h 15mnonstop
Denver Air Connection Logo
1:30 pm - 2:45 pm
IWD
-
ORD
1h 15mnonstop
$228Denver Air Connection
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Wisconsin flights

Get data-powered insights and trends into flights from O'Hare Intl to Wisconsin to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago O'Hare Intl Airport to Wisconsin flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Wisconsin from Chicago O'Hare Intl Airport found in the last 72 hours was to Appleton, at $179 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Madison (MSN), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $431.

What is the cheapest time of day to fly to Wisconsin?

The average price for all round-trip flights from Chicago O'Hare Intl Airport to Wisconsin depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Wisconsin is generally at night, when round-trip flights cost $194 on average. Morning departures are around 25% cheaper than evening flights, on average. The most expensive time of day to fly to Wisconsin is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $320.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to Wisconsin?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $262 on average.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to Wisconsin?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Wisconsin clicked on KAYAK for each day over the last 12 months.

When flying from Chicago O'Hare Airport to Wisconsin, you should consider leaving on a Monday and avoid Tuesdays if you are looking for the best rates. For your return to Chicago O'Hare Airport, you’ll find the best rates on Fridays and the most expensive ones on Mondays.

Good to know

Low seasonMarch
Cheapest flight$49
Best time to beat the crowds but there is an average 31% increase in price.
Most popular time to fly with an average 18% increase in price.
Flight from Chicago O'Hare Airport to Milwaukee

FAQs - booking Wisconsin flights

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Wisconsin?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to Wisconsin.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to Wisconsin?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago O'Hare Airport to Wisconsin is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago O'Hare Airport to Wisconsin?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago O'Hare Airport to Wisconsin with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to Wisconsin?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago O'Hare Airport to Wisconsin up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from O'Hare Intl to Wisconsin

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Wisconsin. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from O'Hare Intl to Wisconsin? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9409 reviews
7.3Comfort
7.7Boarding
6.6Food
7.1Entertainment
8.1Crew
Airline reviews

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

4.0 OkayDr. Joseph, Feb 2026
ORD - IAH
Read more United Airlines reviews

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

Everything you need to know for your flight from O'Hare Intl to Wisconsin

Information on your arrival and departure airports