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

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

All the information you need to plan the best CHI to MKE flight in 2021: compare Chicago to Wisconsin flight prices with the expected peak season, weather and rainfall in 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 20 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 20 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 $137. For sooner than that we have options available in the next 3 days from $157.

What is the cheapest month to fly from Chicago to Wisconsin?

The best pricing can be found in the month of April. Prices to Wisconsin from Chicago average $135. You can even find prices in April for less than $135, as users have found deals to Wisconsin from as low as $33. The month of December appears to be one of the more expensive times to travel to Wisconsin from Chicago. Flying in the targeted month can save you up to 49%.

Cheap flights from Chicago to Wisconsin in May, June 2021

The best prices found for CHI to Wisconsin flights for May, June
5 Jun - 25 Jul
$149pp
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
25 Jun - 28 Jun
$167pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
GRB
Green Bay Austin-Straubel
GRB
Green Bay Austin-Straubel
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
28 May - 3 Jun
$169pp
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

Chicago to Wisconsin 2021 flight deals

Cheap flights to Wisconsin from Chicago found for this year
5 Jun - 25 Jul
$149pp
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
25 Jun - 28 Jun
$167pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
GRB
Green Bay Austin-Straubel
GRB
Green Bay Austin-Straubel
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
28 May - 3 Jun
$169pp
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

Non-stop flights to Wisconsin from Chicago

Save time with Chicago to Wisconsin direct flight deals
5 Jun - 25 Jul
$149pp
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
25 Jun - 28 Jun
$167pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
GRB
Green Bay Austin-Straubel
GRB
Green Bay Austin-Straubel
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
28 May - 3 Jun
$169pp
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
20 May - 24 May
$204pp
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
MKE
Milwaukee Milwaukee-Mitchell
MKE
Milwaukee Milwaukee-Mitchell
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
20 May - 26 May
$209pp
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
23 May - 29 May
$215pp
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
GRB
Green Bay Austin-Straubel
GRB
Green Bay Austin-Straubel
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl

One-way flights to Wisconsin from Chicago

The cheapest one-way flights from Chicago to Wisconsin
3:25 am - 11:33 am
Multiple Airlines
1 Stop
8h 08m
ORD - MSN
Multiple Airlines
$159
Kiwi.com
4:00 am - 12:34 pm
Frontier
1 Stop
8h 34m
ORD - MSN
Frontier
$161
Kiwi.com
4:48 pm - 1:32 am
Spirit Airlines
2 Stops
32h 44m
ORD - MKE
Spirit Airlines
$164
Gotogate

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Chicago</span> to <span class="emphasized">Wisconsin</span> 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.

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 United Airlines, American Airlines, and Bus 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 United Airlines for just $149, but on average you can expect to pay $197.

Are there nonstop flights from Chicago to Wisconsin for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Wisconsin under $200. A good price for a nonstop flight from Chicago to Wisconsin is less than $203.

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 - Madison Truax Field 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 $298, our data indicates the cheapest price to be $10. The most popular route (Chicago O'Hare Intl - Milwaukee Milwaukee-Mitchell), is priced around $237.

What are the most reliable airlines from Chicago to Wisconsin?

Consider American Airlines (97%), SkyWest Airlines (96%) or Envoy Air (96%) 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 United Airlines and American Airlines fly from Chicago to Wisconsin in about 39m. 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 ($149), Frontier ($204), and American Airlines ($215) 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 $91 on Frontier. Other airlines that offer cheap prices include United Airlines from $99 and Spirit Airlines from $138 one-way.

Related searches

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Destination points for flights from Chicago to Wisconsin

Select to see more specific information for flights from Chicago to all places in Wisconsin.

Destination information for Wisconsin

Things to know before you go - useful duration and weather info for your trip from Chicago to Wisconsin.
Flight duration
0h 59m

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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