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Cheap flights from Chicago (CHI) to Wisconsin (WI)

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How to find the cheapest flight from
Chicago (CHI) to Wisconsin

How far in advance should I book a flight from Chicago to Wisconsin?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 37 days in advance, which can save you up to 10% on flights from Chicago to Wisconsin compared to booking the week you need them. Waiting 37 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $177. For sooner than that we have options available in the next 3 days from $177.

Cheap flights from Chicago to Wisconsin in October, November 2020

The best prices found for CHI to Wisconsin flights for October, November
17 Nov - 21 Nov
$201pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
MKE
Milwaukee Milwaukee-Mitchell
MKE
Milwaukee Milwaukee-Mitchell
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
12 Nov - 21 Nov
$206pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
MKE
Milwaukee Milwaukee-Mitchell
MKE
Milwaukee Milwaukee-Mitchell
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
17 Nov - 21 Nov
$210pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
MKE
Milwaukee Milwaukee-Mitchell
MKE
Milwaukee Milwaukee-Mitchell
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to Wisconsin 2020 flight deals

Cheap flights to Wisconsin from Chicago found for this year
2 Dec - 6 Dec
$191pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
GRB
Green Bay Austin-Straubel
GRB
Green Bay Austin-Straubel
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
17 Nov - 21 Nov
$201pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
MKE
Milwaukee Milwaukee-Mitchell
MKE
Milwaukee Milwaukee-Mitchell
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
12 Nov - 21 Nov
$206pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
MKE
Milwaukee Milwaukee-Mitchell
MKE
Milwaukee Milwaukee-Mitchell
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Non-stop flights to Wisconsin from Chicago

Save time with Chicago to Wisconsin direct flight deals
16 Jan - 25 Jan
$215pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
MKE
Milwaukee Milwaukee-Mitchell
MKE
Milwaukee Milwaukee-Mitchell
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
24 Dec - 2 Jan
$235pp
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
MKE
Milwaukee Milwaukee-Mitchell
MKE
Milwaukee Milwaukee-Mitchell
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
14 Nov - 25 Nov
$258pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
MKE
Milwaukee Milwaukee-Mitchell
MKE
Milwaukee Milwaukee-Mitchell
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Wisconsin

Late deals on round-trip flights to Wisconsin from Chicago, departing today and this week
29 Oct - 5 Nov
$238pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
MSN
Madison Truax Field
MSN
Madison Truax Field
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
29 Oct - 5 Nov
$252pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
MSN
Madison Truax Field
MSN
Madison Truax Field
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
28 Oct - 4 Nov
$259pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
CWA
Wausau Central Wisconsin
CWA
Wausau Central Wisconsin
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl

One-way flights to Wisconsin from Chicago

The cheapest one-way flights from Chicago to Wisconsin
3:15 am - 4:10 am
Major Airline
Nonstop
0h 55m
ORD - MSN
Major Airline
$139
StudentUniverse
4:15 am - 2:07 pm
Frontier
1 Stop
9h 52m
ORD - MKE
Frontier
$157
KAYAK
8:20 am - 9:10 am
American Airlines
Nonstop
0h 50m
ORD - MKE
American Airlines

Related info for your journey

Useful info, stats and facts about Chicago to Wisconsin flights.

Flight FAQs

From Chicago to Wisconsin

Are flight prices decreasing from Chicago to Wisconsin due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and Wisconsin for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Chicago to Wisconsin to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Delta is one of them. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially distanced seating (for a limited time) will work towards keeping travelers safer while flying from Chicago to Wisconsin. Policies will vary by airline.

Which airlines flying from Chicago to Wisconsin have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like American Airlines, United Airlines, and Delta flying from Chicago to Wisconsin have implemented new flexible cancellation policies.

Can I find flights from Chicago to Wisconsin for under $200 on Cheapflights?

Yes, there are multiple flights from Chicago to Wisconsin for under $200. The cheapest flight booked recently is on Multiple Airlines for just $191, but on average you can expect to pay $223.

Are there nonstop flights from Chicago to Wisconsin for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Wisconsin under $300. A good price for a nonstop flight from Chicago to Wisconsin is less than $293.

Are there last-minute flights available from Chicago to Wisconsin for under $300?

There are currently 20+ open flights from Chicago to Wisconsin within the next 7 days for less than $300.

What are the most popular airlines that fly from Chicago to Wisconsin?

Train, Bus and American Airlines are the most popular airlines when flying from Chicago to Wisconsin.

What are the most popular routes from Chicago to Wisconsin?

The most popular route from Chicago to Wisconsin is Chicago O'Hare Intl - Milwaukee Milwaukee-Mitchell. You may also consider Chicago O'Hare Intl - Rhinelander Oneida County or Chicago O'Hare Intl - Green Bay Austin-Straubel.

What are the cheapest Flights from Chicago to Wisconsin?

Looking for the cheapest flight from Chicago to Wisconsin? While on average our users pay $201, our data indicates the cheapest price to be $18. The most popular route (Chicago O'Hare Intl - Milwaukee Milwaukee-Mitchell), is priced around $201.

What are the most reliable airlines from Chicago to Wisconsin?

Consider Envoy Air (100%), Republic Airways (100%) or American Airlines (97%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Wisconsin.

How long is the flight from Chicago to Wisconsin?

Airlines like American Airlines and United Airlines fly from Chicago to Wisconsin in about 46m. The time it takes to get you to your destination is usually consistent. Generally, flights for this route are nonstop.

What are the cheapest airlines flying from Chicago to Wisconsin round-trip?

According to our current data, United Airlines ($215), American Airlines ($221), and Delta ($230) offers the cheapest pricing from Chicago to Wisconsin.

What are the cheapest airlines to fly from Chicago to Wisconsin one-way?

One-way options have recently been found by users for as low as $88 on United Airlines. Other airlines that offer cheap prices include Frontier from $101 and Major Airline from $139 one-way.

Destination information for Wisconsin

Things to know before you go. Useful info for your trip from Chicago to Wisconsin
Flight duration
0h 54m

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Airports servicing

Sparta/Fort McCoy (CMY)
Wausau (CWA)
Eau Claire (EAU)
Green Bay (GRB)
La Crosse (LSE)
Milwaukee (MKE)
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