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Find cheap flights from Chicago to Wisconsin from $39

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 6/23. 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 6/22
Sat 6/29

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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$195
Madison
Madisonnonstop$239
Green Bay
Green Bay1 stop$268
Wausau
Wausaunonstop$349
La Crosse
La Crossenonstop$395
Rhinelander
Rhinelander1 stop$921
Minneapolis
Minneapolisnonstop$77
Duluth
Duluthnonstop$159

Good to know

Low season

April

High season

August

Cheapest flight

$39
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly and prices are also 28% lower on average.
Flight from Chicago O'Hare Airport to Minneapolis

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

  • On average*, there is no price difference when choosing to fly in the morning or the evening on this flight route.
*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 1503 reviews
8.0Food
8.4Boarding
8.2Comfort
8.0Entertainment
8.6Crew
Airline reviews

Their announcement was not quite clear in Chinese. The rest is pretty good.

8.0 ExcellentYue, May 2024IAH - TPE
Read more about EVA Air reviews

Their announcement was not quite clear in Chinese. The rest is pretty good.

The hygiene of the bathrooms were terrible. Urine smells leaked out into the cabin and the seats were really tight, even for a petite woman like myself. Flight attendants did not go through the cabin enough to offer refreshments.

I was expecting that movie selection and food would have been better. Everything else was great.

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.

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.

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.

I got a one-way, last-minute nonstop flight from PDX to BWI for only $125. Yes, I got nicked $79 more for a checked suitcase and $89 more for the BIG SEAT option, but it was worth it, even with $4.50 for coffee and $10 for a snack (the latter no different than any other airline). The grand total was still less flying on any other airline.

It was the worst ever, i will be filing a lawsuit to get a refund. Our flight was delayed 4 hours so we would miss our connecting flight, we were not rebooked to our destination the same day, we were not offered any options to get home on the same day despite being clear that we absolutely cannot get stranded at night due to family, we were forced to book our own flights on a different airline to get home, and spririt is refusing a refund because our flight wasn't cancelled, only delayed. oh yeah, and they lost our luggage on the first part of the trip and you cannot get a hold of customer service when anything goes wrong, on hold for 30+ minutes. and their app breaks so you can't use that either.

This recognisable no-frills airline gets me from point-A to point-B. I was able to get to Chicago without stress. The checked baggage collection and reclaim could be improved.

The crew was the best and very accommodating I know you don't offer any complimentary items but water and coffee will not break the bank !!

My flight was cancelled!!! I had to spend 200.00 on another flight!!

The whole day was a nightmare. Flight extremely late. Boarding was a mess of a nightmare.

When we landed, they kept us on the plane for almost 25 minutes. Could do better.

worst trip ever Spirit lost our Baggs which were never put on the plane in Atlanta. 24 hours ago they are telling me now that the bags are still missing.

Never been on this flight as i had missed it due to delayed connecting flight

Horrible. Delays, no customer support and fake promises and everything. i am suffering to help as due to connecting flight getting missed no support on ground and customer support window is closed and we are sitting o ground without anything

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Plane could have been more on time. More leg room .

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Check in online was easy. Seats aren’t very comfortable

Fecal matter in seat back pocket. Presumably from a kids diaper.

Worst airline to travel with. They treat you like a prisoner in a jailhouse barking out orders and threats. Nickle and dime you to the same price or higher than a respectable airline like one of the big 3 . Might as well fly with standard airlines

Well I mean u get what u pay for so 🤷‍♂️

Over an hour delay in departure but I was notified beforehand. Another delay on tarmac upon arrival at LGA. We ended up departing the plane almost 2 hours later than expected

I fly Frontier because it’s affordable. I understand that the seats are tight and not the most comfortable…but that’s part of it. The problem with this flight was that there was a group of travelers directly behind me at the back of the plane who were ridiculously loud and obnoxious the entire flight. I’m pretty sure they were drunk and I could periodically smell an odd odor that I believe was one of them using a smokeless vape pen. The stewards had to remind them to keep quiet during the pre-flight instruction, but that was it. They never said another thing to them for the rest of the flight. It was a miserable.

Book cheap flights from Chicago to Wisconsin

Recent round-trip flight deals

7/2Tue
nonstopSun Country Air
1h 30mORD-MSP
7/6Sat
nonstopSun Country Air
1h 39mMSP-ORD
$77
6/16Sun
nonstopSun Country Air
1h 30mORD-MSP
6/27Thu
nonstopSun Country Air
1h 39mMSP-ORD
$78
6/18Tue
nonstopAmerican Airlines
1h 32mORD-MSP
6/23Sun
nonstopAmerican Airlines
1h 34mMSP-ORD
$122
6/15Sat
nonstopAmerican Airlines
1h 27mORD-MSP
6/16Sun
nonstopAmerican Airlines
1h 34mMSP-ORD
$147
8/25Sun
nonstopUnited Airlines
1h 49mORD-DLH
9/6Fri
nonstopUnited Airlines
1h 53mDLH-ORD
$159
6/3Mon
2 stopsSpirit Airlines
20h 31mORD-MSP
6/4Tue
1 stopSpirit Airlines
11h 56mMSP-ORD
$160
6/10Mon
1 stopSpirit Airlines
12h 21mORD-MSP
6/12Wed
1 stopSpirit Airlines
10h 39mMSP-ORD
$169
7/21Sun
nonstopUnited Airlines
1h 47mORD-DLH
7/28Sun
nonstopUnited Airlines
1h 48mDLH-ORD
$209
6/19Wed
1 stopFrontier
5h 45mMDW-MSP
6/25Tue
1 stopFrontier
8h 09mMSP-MDW
$255
7/11Thu
1 stopFrontier
8h 27mORD-MSP
7/13Sat
1 stopFrontier
13h 27mMSP-ORD
$256

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Recent one-way flight deals

6/23Sun
nonstopSun Country Air
1h 30mORD-MSP
$39
6/21Fri
nonstopSun Country Air
1h 48mORD-MSP
$44
8/27Tue
1 stopSpirit Airlines
11h 54mORD-MSP
$54
6/22Sat
nonstopAmerican Airlines
1h 25mORD-MSP
$64
6/4Tue
2 stopsSpirit Airlines
17h 50mORD-MSP
$66
6/15Sat
nonstopAmerican Airlines
1h 27mORD-MSP
$69
6/4Tue
nonstopUnited Airlines
1h 32mORD-MSP
$99
6/12Wed
nonstopUnited Airlines
1h 12mORD-GRB
$120
7/4Thu
1 stopFrontier
8h 28mMDW-MSP
$129
8/15Thu
1 stopFrontier
8h 50mORD-MSP
$131

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Last minute flights from Chicago to Wisconsin

Last minute flight, train and bus deals

5/28Tue
nonstopSun Country Air
1h 36mORD-MSP
6/26Wed
nonstopSun Country Air
1h 36mMSP-ORD
$123
5/26Sun
nonstopSun Country Air
1h 36mORD-MSP
5/27Mon
nonstopSun Country Air
1h 33mMSP-ORD
$195
5/28Tue
nonstopAmerican Airlines
1h 28mORD-MSP
6/4Tue
nonstopAmerican Airlines
1h 27mMSP-ORD
$280
5/25Sat
nonstopUnited Airlines
1h 47mORD-DLH
6/1Sat
nonstopUnited Airlines
1h 48mDLH-ORD
$344
5/28Tue
nonstopUnited Airlines
1h 33mORD-MSP
5/28Tue
nonstopUnited Airlines
1h 36mMSP-ORD
$356
5/24Fri
nonstopAmerican Airlines
1h 34mORD-MSP
5/28Tue
nonstopAmerican Airlines
1h 32mMSP-ORD
$393
5/26Sun
multi-stopFrontier
8h 28mORD-MSP
9/1Sun
multi-stopFrontier
7h 33mMSP-ORD
$396
5/26Sun
multi-stopFrontier
10h 48mMDW-MSP
9/1Sun
multi-stopFrontier
18h 21mMSP-MDW
$404
5/27Mon
multi-stopSpirit Airlines
23h 34mORD-MSP
5/29Wed
multi-stopSpirit Airlines
22h 47mMSP-ORD
$447
5/24Fri
multi-stopSpirit Airlines
21h 59mORD-MKE
5/26Sun
multi-stopSpirit Airlines
16h 57mMKE-ORD
$877

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Flights to Wisconsin