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Find cheap flights from Chicago to Wisconsin from $88

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Wisconsin departing on 7/8. 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
0 bags
Fri 6/7
Fri 6/14

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Best Wisconsin Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Milwaukee
Milwaukeenonstop$239
Madison
Madisonnonstop$239
Green Bay
Green Baynonstop$239
Wausau
Wausaunonstop$405
La Crosse
La Crossenonstop$395
Rhinelander
Rhinelander1 stop$553
Minneapolis
Minneapolisnonstop$84
Duluth
Duluth1 stop$178

Good to know

Low season

April

High season

August

Cheapest flight

$88
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly and prices are also 17% lower on average.
Flight from Chicago O'Hare Airport to Milwaukee

FAQs - booking Wisconsin flights

  • How does KAYAK find such low prices on flights from Chicago 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 to Wisconsin.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Wisconsin from Chicago 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 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 to Wisconsin with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago 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 to Wisconsin from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Wisconsin

  • Morning departure is around 4% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Chicago to Wisconsin

 
Need help choosing which airline to fly with from Chicago 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.
8.3
EVA AirOverall score based on 1529 reviews
8.2Comfort
8.0Entertainment
7.9Food
8.4Boarding
8.6Crew
Airline reviews

The type of the food requested (Asian vegetarian) was not properly met with. They have very limited snack items that may compensate for the main meals.

8.0 ExcellentAnonymous, Apr 2024TPE - JFK
Read more about EVA Air reviews

The type of the food requested (Asian vegetarian) was not properly met with. They have very limited snack items that may compensate for the main meals.

The quality of the food is pretty good. Thank you, EVA Air.

Fast and efficient boarding. Flight was on time. Service was very good for our long flight. First time flying with this airline and I would highly recommend.

Pleasant crew. Very long flight, a bit uncomfortable at times being seated, but not too bad.

No ice for the drinks. Only gave a half a cup of your beverage. Not enough water. I got very dehydrated.

Eva air is a good airline. The seats on the way to Taipei could have certainly been more comfortable, but all in all it was a pretty good experience.

Eva is one of the top airlines in Asia... but often are over priced. Finally found a reasonable rate.

My original flight was rescheduled & EVA did a good job rescheduling my flight & connecting flight.

Polite hard working crew. No complaints really. Meals were not to my liking.

Everything was fantastic! The crew really went above and beyond to make it a great flight. I felt cared for with EVA.

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The control panel for the seat back screen did not work at all after takeoff.

Plane was so old it had cigarette butt trays in the seat

Everything was good, hard to really comfortable on a flight that long.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

For it to have left on time! Instead of two hours early with zero notice

Flight kept delayed from morning to late afternoon so I had to make other arrangements

Crew was nice, explained emergency protocol very well. Flight took off and arrived on time. Pilot explained the small delay that occurred with docking and providing updates. I would definitely fly spirit again.

Terrible… missed our flight due to ridiculously long time to go thru baggage check-in!

The crew was not great or professional. It seemed like they didn't really want to be there. A true lack of effort for accommodating customers.

Everything was really good but the seats are not very comfortable.

I paid for WiFi, but it (WiFi) was very very slow, will never take again! Impossible open Utube 😤😤😤

I had no legroom, although I paid for extra legroom. I could barely put my bag in front of my feet and under the seat. The Wi-Fi was horrible. In fact the flight attendant said that they had to reboot it and see if it was going to work and never did.

The guy with severe body odor sat next to me. For the whole duration of the flight it was a torture. The airline should have better policy on limiting people with bad body odor to board the flight. Passengers should not be the ones to endure bad odor for the whole duration of the flight. The airline should be e the one to ensure decent air quality for ever passenger.

Overall it was a miserable experience... I will never fly spirit for more than a 3 hour flight or overnight.

Frontier is a crappy airline nothing about it is honest

I didn't get to do this flight l, hard to review

Not good 😐 Over priced baggage fees Small hard seats No wifi or entertainment options 😕

Didn't like anything!! Horrible flight. Small seating area and hard seats. Butt was sore after 2 hour flight to Seattle No entertainment or free refreshments No wifi or USB charging receptacles to charge phone entoute like other airliners Luggage rates were 3 times as much as competitors. Difficult to navigate online luggue process to pre pay before flight Overall bad experience WILL NEVER RIDE OR RECOMMEND FRONTIER TO FRIENDS OR FAMILY MEMBERS!!! THIS IS A SHAME!! MOST MESERIBLE FLIGHT OF MY LIFE!! AND I THOUGHT SPIRIT WAS 👎 YOU GOT THEM BEAD HANDS DOWN!!

Flight was a little late taking off. Seats are too upright, no ports to charge devices, no wifi, no entertainment

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

Flight was canceled with little warning. Flight was rebooked through Ontario, California and connecting flight was delayed by over three hours. Frontier is living up to their Greyhound of the skies reputation for sure.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

Book cheap flights from Chicago to Wisconsin

Recent round-trip flight deals

6/4Tue
nonstopUnited Airlines
1h 12mORD-GRB
6/11Tue
nonstopUnited Airlines
1h 15mGRB-ORD
$239
6/4Tue
nonstopAmerican Airlines
0h 54mORD-MKE
6/11Tue
nonstopAmerican Airlines
1h 02mMKE-ORD
$239
6/4Tue
nonstopUnited Airlines
1h 08mORD-MSN
6/11Tue
nonstopUnited Airlines
1h 06mMSN-ORD
$239
6/4Tue
nonstopAmerican Airlines
1h 05mORD-ATW
6/11Tue
nonstopAmerican Airlines
1h 12mATW-ORD
$239
6/4Tue
1 stopSpirit Airlines
15h 55mORD-MKE
6/11Tue
1 stopSpirit Airlines
11h 25mMKE-ORD
$247
5/29Wed
1 stopDelta
3h 09mORD-ATW
6/1Sat
1 stopDelta
4h 01mATW-ORD
$248
5/29Wed
1 stopDelta
3h 18mMDW-GRB
6/1Sat
1 stopDelta
4h 48mGRB-MDW
$248
8/21Wed
nonstopAmerican Airlines
0h 53mORD-MSN
8/22Thu
nonstopAmerican Airlines
1h 00mMSN-ORD
$249
5/29Wed
1 stopDelta
3h 09mORD-ATW
6/1Sat
2 stopsDelta
6h 17mATW-ORD
$253
6/6Thu
2 stopsSpirit Airlines
17h 03mORD-MKE
6/13Thu
2 stopsSpirit Airlines
15h 47mMKE-ORD
$294

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Recent one-way flight deals

7/8Mon
1 stopSun Country Air
9h 30mORD-MKE
$88
5/21Tue
2 stops
21h 03mORD-ATW
$94
9/28Sat
nonstopAmerican Airlines
0h 53mORD-MSN
$110
5/26Sun
nonstopAmerican Airlines
0h 55mORD-ATW
$115
5/28Tue
1 stopDelta
3h 09mORD-ATW
$124
6/12Wed
1 stopDelta
5h 14mORD-GRB
$134
6/2Sun
nonstopUnited Airlines
1h 12mORD-GRB
$140
6/26Wed
nonstopUnited Airlines
1h 11mORD-ATW
$141
7/8Mon
3 stopsSpirit Airlines
22h 49mORD-MKE
$197
5/14Tue
1 stopSpirit Airlines
16h 49mORD-MKE
$214

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Last minute flights from Chicago to Wisconsin

Last minute flight, train and bus deals

5/11Sat
multi-stop
20h 32mORD-MKE
5/13Mon
multi-stop
35h 40mMKE-ORD
$439
5/11Sat
multi-stopSpirit Airlines
21h 59mORD-MKE
5/13Mon
multi-stopSpirit Airlines
15h 57mMKE-ORD
$481
5/11Sat
multi-stop
20h 32mORD-MKE
5/13Mon
multi-stop
15h 57mMKE-ORD
$486
5/11Sat
multi-stop
22h 50mORD-MKE
5/13Mon
multi-stop
35h 40mMKE-ORD
$538
5/11Sat
multi-stopSpirit Airlines
21h 59mORD-MKE
5/13Mon
multi-stopSpirit Airlines
23h 41mMKE-ORD
$543
5/10Fri
multi-stopSpirit Airlines
6h 28mORD-MKE
5/13Mon
multi-stopSpirit Airlines
8h 25mMKE-ORD
$571
5/9Thu
nonstopUnited Airlines
1h 02mORD-MSN
5/12Sun
nonstopUnited Airlines
1h 02mMSN-ORD
$579
5/10Fri
nonstopAmerican Airlines
0h 46mORD-MKE
5/13Mon
nonstopAmerican Airlines
1h 01mMKE-ORD
$579
5/11Sat
nonstopAmerican Airlines
0h 46mORD-MKE
5/13Mon
nonstopAmerican Airlines
1h 01mMKE-ORD
$581
5/11Sat
nonstopUnited Airlines
1h 00mORD-MSN
5/13Mon
nonstopUnited Airlines
1h 04mMSN-ORD
$770

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Flights to Wisconsin

Return flight deals:

Wisconsin - Chicago

Cabin classes:

$346
$967
$366
$157