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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
Sat 6/8
Sat 6/15

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Best Wisconsin Flight Deals

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

Milwaukee
Milwaukee1 stop$187
Madison
Madisonnonstop$229
Green Bay
Green Baynonstop$239
Wausau
Wausaunonstop$420
La Crosse
La Crossenonstop$395
Rhinelander
Rhinelander1 stop$473
Minneapolis
Minneapolisnonstop$91
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 23% more expensive 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 1524 reviews
8.6Crew
7.9Food
8.0Entertainment
8.4Boarding
8.2Comfort
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.

Eva Air's Business Class is pretty decent. With the given price, I think that the food can be better.

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.

I’ve had a couple flights this week on United that were delayed by an hour or more

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

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.

Flight delayed then canceled! I will NEVER fly Spirit Airlines again and will tell all my friends!

Absolutely terrible. The boarding process had zero organization. Mobs of people trying to board. People were climbing over my child's stroller with her in it. No families were boarded first. Boarding was delayed with no reasoning or notification that it would be late. We were then stuck on the plane for 45 minutes after landing. Then waited over two hours for our luggage. There was zero communication with the travelers. Never have I experienced such I professionalism and disgrace of others. Extremely disappointed.

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.

I checked a bag because it was $5 less than carry on. They managed to lose my bag on a 2.5 hr direct flight! Frontier has no airport staff at baggage claim to help. As soon as I got home around 11 pm I tried to use their online system to file the claim for lost bag - system wouldn't take the # on my baggage claim ticket - said it was not the correct number. Also said that I had not checked a bag, which wasn't true - even my online boarding pass showed that I had checked a bag. Wasted about an hour on that process with no luck. Tried again in the morning - same thing. So tried online chat with Frontier bot - waited 35-40" twice to be connected to a baggage agent and it never happened. Eventually drove to PDX after work and waited 2 hrs for the Frontier ticket agents to arrive prior to the next Frontier flight out of PDX and FINALLY got some help from one of them, to take me to lost luggage area where I was able to retrive my bag. Probably took 4-5 hrs. of my time and endless frustration to get my bag. This was my first -- and LAST -- experience flying Frontier Airlines. Check-in was also extremely difficult and time consuming. The flight itself (and staff) were fine but everything else about the experience was a total disaster! The fact that Frontier literally has NO WAY to connect to a human voice for customer service (in this case for lost luggage) is the WORST!!!!!

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.

Book cheap flights from Chicago to Wisconsin

Recent round-trip flight deals

5/28Tue
1 stopSpirit Airlines
6h 15mORD-MKE
6/4Tue
1 stopSpirit Airlines
14h 02mMKE-ORD
$187
8/31Sat
nonstopAmerican Airlines
1h 08mORD-ATW
9/21Sat
nonstopAmerican Airlines
1h 11mATW-ORD
$219
5/29Wed
nonstopUnited Airlines
1h 08mORD-MSN
5/31Fri
nonstopUnited Airlines
1h 03mMSN-ORD
$229
6/5Wed
nonstopUnited Airlines
1h 12mORD-GRB
6/12Wed
nonstopUnited Airlines
1h 15mGRB-ORD
$239
5/29Wed
1 stopDelta
3h 18mMDW-GRB
6/1Sat
1 stopDelta
4h 48mGRB-MDW
$248
7/24Wed
nonstopAmerican Airlines
0h 49mORD-MKE
7/24Wed
nonstopAmerican Airlines
1h 03mMKE-ORD
$249
7/9Tue
nonstopAmerican Airlines
1h 01mORD-MSN
7/9Tue
nonstopAmerican Airlines
0h 57mMSN-ORD
$249
5/29Wed
1 stopDelta
3h 09mORD-ATW
6/1Sat
2 stopsDelta
6h 17mATW-ORD
$253
5/29Wed
1 stopDelta
3h 18mMDW-GRB
6/1Sat
2 stopsDelta
9h 55mGRB-MDW
$253
5/31Fri
1 stopSpirit Airlines
6h 28mORD-MKE
6/3Mon
1 stopSpirit Airlines
15h 57mMKE-ORD
$256

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Recent one-way flight deals

7/8Mon
1 stopSun Country Air
9h 30mORD-MKE
$88
10/9Wed
nonstopAmerican Airlines
0h 50mORD-MKE
$110
8/7Wed
nonstopAmerican Airlines
1h 05mORD-ATW
$110
6/5Wed
nonstopUnited Airlines
1h 12mORD-GRB
$115
6/5Wed
1 stopDelta
3h 31mORD-GRB
$124
5/30Thu
nonstopUnited Airlines
1h 00mORD-MKE
$137
6/3Mon
1 stopDelta
5h 17mORD-GRB
$149
6/7Fri
1 stopSpirit Airlines
10h 55mORD-MKE
$170
6/7Fri
3 stopsSpirit Airlines
29h 17mORD-MKE
$171
10/9Wed
1 stopJetBlue
6h 02mORD-MKE
$197

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Last minute flights from Chicago to Wisconsin

Last minute flight, train and bus deals

5/12Sun
multi-stop
9h 57mORD-MKE
5/14Tue
multi-stop
13h 56mMKE-ORD
$442
5/13Mon
nonstopUnited Airlines
1h 13mORD-GRB
5/16Thu
nonstopUnited Airlines
1h 17mGRB-ORD
$544
5/13Mon
multi-stopDelta
3h 18mMDW-GRB
5/16Thu
multi-stopDelta
6h 17mGRB-MDW
$563
5/12Sun
multi-stopSpirit Airlines
16h 21mORD-MKE
5/14Tue
multi-stopSpirit Airlines
13h 56mMKE-ORD
$567
5/11Sat
nonstopUnited Airlines
0h 58mORD-MKE
5/11Sat
nonstopUnited Airlines
1h 05mMKE-ORD
$573
5/10Fri
nonstopAmerican Airlines
0h 47mORD-MKE
5/13Mon
nonstopAmerican Airlines
1h 01mMKE-ORD
$579
5/11Sat
nonstopAmerican Airlines
0h 55mORD-ATW
5/12Sun
nonstopAmerican Airlines
1h 12mATW-ORD
$579
5/13Mon
nonstopAmerican Airlines
1h 04mORD-MSN
5/15Wed
nonstopAmerican Airlines
0h 59mMSN-ORD
$579
5/10Fri
multi-stopAmerican Airlines
5h 36mORD-MKE
5/10Fri
nonstopAmerican Airlines
1h 01mMKE-ORD
$583
5/11Sat
multi-stopDelta
3h 18mORD-ATW
5/12Sun
multi-stopDelta
4h 43mATW-ORD
$598

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Flights to Wisconsin

Return flight deals:

Wisconsin - Chicago

Cabin classes:

$346
$967
$366
$157