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Find cheap flights from Chicago Midway Airport to Wisconsin from $59

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Wisconsin departing on 7/9. 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
vie. 6/21
vie. 6/28

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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$541
Green Bay
Green Bay1 stop$448
Wausau
Wausau1 stop$424
Minneapolis
Minneapolisnonstop$116
Duluth
Duluth1 stop$243

Good to know

Cheapest flight

$59
Flight from Chicago Midway Airport to Minneapolis

FAQs - booking Wisconsin flights

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

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

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

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

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Minneapolis $113 one-way - $250 round-trip
  • Morning departure is around 11% 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 3 airlines serving from Midway to Wisconsin

 
Need help choosing which airline to fly with from Midway 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.
8.0
DeltaOverall score based on 10585 reviews
8.6Crew
7.4Food
8.0Entertainment
8.2Boarding
7.9Comfort
Airline reviews

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

2.0 MediocreLisa, May 2024AUS - JFK
Read more about Delta reviews

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

The 1st class male crew member was very pleasant - the short female with round glasses , maybe in 50’s had no personality- never spoke when delivering my food, drink, & never smiled the whole trip! In fact looked annoyed when the boarding proses was happening- I would never hire this woman - unfriendly . Have never dealt with a crew member like her-

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

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

Missed our departing flight due to poor baggage drop staff. At the airport with 2 & 1/2 hours to spare and waited in bag check in until 15 minutes prior to gates closing before baggage staff asked us to move to the front of the line. We weren’t the only passengers that missed the flight. Poor organizational operations by Spirit staff. Otherwise , the return trip was fine.

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.

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

Book cheap flights from Chicago to Wisconsin

Recent round-trip flight deals

7/23mar.
nonstopDelta
1h 37mMDW-MSP
7/24mié.
nonstopDelta
1h 38mMSP-MDW
$116
6/18mar.
nonstopDelta
1h 37mMDW-MSP
6/28vie.
nonstopDelta
1h 37mMSP-MDW
$117
6/15sáb.
nonstopDelta
1h 38mMDW-MSP
6/28vie.
nonstopDelta
1h 37mMSP-MDW
$127
7/9mar.
nonstopDelta
1h 37mMDW-MSP
7/14dom.
nonstopDelta
1h 42mMSP-MDW
$137
6/16dom.
nonstopSouthwest
1h 25mMDW-MSP
6/21vie.
1 stopSouthwest
9h 55mMSP-MDW
$176
6/16dom.
1 stopSouthwest
10h 40mMDW-MSP
6/21vie.
1 stopSouthwest
9h 55mMSP-MDW
$185
9/9lun.
1 stopFrontier
15h 59mMDW-MSP
9/12jue.
1 stopFrontier
19h 56mMSP-MDW
$241
7/2mar.
1 stopFrontier
12h 05mMDW-MSP
7/27sáb.
1 stopFrontier
6h 36mMSP-MDW
$256
6/6jue.
2 stops
24h 29mMDW-MSP
6/10lun.
1 stop
11h 34mMSP-MDW
$294
6/27jue.
2 stops
24h 35mMDW-MSP
6/30dom.
2 stops
19h 46mMSP-MDW
$369

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Recent one-way flight deals

7/9mar.
nonstopDelta
1h 40mMDW-MSP
$59
9/9lun.
nonstopDelta
1h 38mMDW-MSP
$69
6/11mar.
nonstopDelta
1h 37mMDW-MSP
$79
6/4mar.
nonstopDelta
1h 34mMDW-MSP
$89
9/10mar.
1 stopFrontier
5h 59mMDW-MSP
$119
10/8mar.
1 stopFrontier
5h 59mMDW-MSP
$120
6/16dom.
2 stops
24h 29mMDW-MSP
$152
6/23dom.
2 stops
24h 29mMDW-MSP
$185
6/21vie.
3 stopsWestJet
25h 22mMDW-MSP
$440
7/23mar.
3 stopsWestJet
25h 23mMDW-MSP
$482

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Last minute flights from Midway to Wisconsin

Last minute flight, train and bus deals

5/25sáb.
nonstopDelta
1h 33mMDW-MSP
5/28mar.
nonstopDelta
1h 30mMSP-MDW
$280
5/25sáb.
multi-stopDelta
4h 28mMDW-MSP
5/28mar.
nonstopDelta
1h 30mMSP-MDW
$290
5/24vie.
multi-stop
11h 39mMDW-MSP
5/26dom.
multi-stop
12h 35mMSP-MDW
$310
5/25sáb.
multi-stopDelta
4h 28mMDW-MSP
5/27lun.
multi-stopDelta
3h 45mMSP-MDW
$313
5/24vie.
multi-stop
11h 39mMDW-MSP
5/26dom.
multi-stop
12h 35mMSP-MDW
$317
5/24vie.
multi-stop
11h 39mMDW-MSP
5/26dom.
multi-stop
12h 35mMSP-MDW
$319
5/27lun.
nonstopSouthwest
1h 25mMDW-MSP
5/30jue.
nonstopSouthwest
1h 25mMSP-MDW
$343
5/27lun.
multi-stopSouthwest
4h 35mMDW-MSP
5/30jue.
nonstopSouthwest
1h 30mMSP-MDW
$352
5/23jue.
multi-stopFrontier
11h 42mMDW-MSP
8/23vie.
multi-stopFrontier
9h 50mMSP-MDW
$398
5/24vie.
multi-stopFrontier
12h 33mMDW-MSP
5/25sáb.
multi-stopFrontier
11h 24mMSP-MDW
$418

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Chicago Midway Airport - Wisconsin Flights

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

Wisconsin - Chicago Midway Airport

Cabin classes: