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

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

All the information you need to plan the best null to CHI flight in 2021: compare Wisconsin to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
How far in advance should I book a flight from Wisconsin to Chicago?

To save on the cost of your flight from Wisconsin to Chicago, book at least 20 days before your planned departure. Booking around this time can save you about 10% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $137 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $157.

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

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, April can be a great choice for travel to Chicago. Flights to Chicago from Wisconsin in April are about $135 on average during April, but can be found for as low as $33.

Cheap flights from Wisconsin to Chicago in May, June 2021

The best prices found for Wisconsin to CHI flights for May, June
13 May - 19 May
$181pp
MKE
Milwaukee Milwaukee-Mitchell
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
MKE
Milwaukee Milwaukee-Mitchell
17 May - 19 May
$199pp
MKE
Milwaukee Milwaukee-Mitchell
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
MKE
Milwaukee Milwaukee-Mitchell
19 May - 26 May
$207pp
LSE
La Crosse
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LSE
La Crosse

Wisconsin to Chicago 2021 flight deals

Cheap flights to Chicago from Wisconsin found for this year
8 Sep - 11 Sep
$155pp
LSE
La Crosse
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LSE
La Crosse
5 Sep - 14 Sep
$175pp
LSE
La Crosse
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LSE
La Crosse
13 May - 19 May
$181pp
MKE
Milwaukee Milwaukee-Mitchell
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
MKE
Milwaukee Milwaukee-Mitchell

Non-stop flights to Chicago from Wisconsin

Save time with Wisconsin to Chicago direct flight deals
8 Sep - 11 Sep
$155pp
LSE
La Crosse
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LSE
La Crosse
5 Sep - 14 Sep
$175pp
LSE
La Crosse
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LSE
La Crosse
19 May - 26 May
$207pp
LSE
La Crosse
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LSE
La Crosse

Last minute flights from Wisconsin to Chicago

Late deals on round-trip flights to Chicago from Wisconsin, departing today and this week
13 May - 19 May
$181pp
MKE
Milwaukee Milwaukee-Mitchell
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
MKE
Milwaukee Milwaukee-Mitchell
12 May - 13 May
$245pp
MKE
Milwaukee Milwaukee-Mitchell
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
MKE
Milwaukee Milwaukee-Mitchell
12 May - 13 May
$251pp
MKE
Milwaukee Milwaukee-Mitchell
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
MKE
Milwaukee Milwaukee-Mitchell

One-way flights to Chicago from Wisconsin

The cheapest one-way flights from Wisconsin to Chicago
1:57 pm - 7:43 pm
Frontier
1 Stop
29h 46m
MSN - ORD
Frontier
$148
Kiwi.com
1:45 pm - 1:21 pm
Multiple Airlines
2 Stops
23h 36m
MKE - ORD
Multiple Airlines
$182
Kiwi.com
1:57 pm - 6:11 pm
Delta
1 Stop
4h 14m
LSE - ORD
Delta
$188
Delta

Related info for your journey

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

Flight FAQs

From Wisconsin to Chicago

Are flight prices decreasing from Wisconsin to Chicago 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 Wisconsin and Chicago 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 Wisconsin to Chicago to control the spread of COVID-19?

Delta is one of the many airlines that have implemented additional safety measures to control the spread of COVID-19. New policies for travelers booking flights from Wisconsin to Chicago include masks being provided and required on board, daily cleaning and sanitization, use of HEPA filters, pre-flight testing for antibodies and symptoms, and socially distanced seating (for a limited time). Keep in mind that policies will vary by airline.

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

Some of the carriers operating flights from Wisconsin to Chicago that may be offering flexible cancellation policies are United Airlines, American Airlines, and Bus. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

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

Yes, there are multiple flights from Wisconsin to Chicago for under $200. The cheapest flight booked recently is on American Airlines for just $155, but on average you can expect to pay $216.

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

Cheapflights has at least 20 direct flights from Wisconsin to Chicago under $200. A good price for a nonstop flight from Wisconsin to Chicago is less than $263.

Are there last-minute flights available from Wisconsin to Chicago for under $200?

There are currently 20+ open flights from Wisconsin to Chicago within the next 7 days for less than $200.

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

Before booking your flight from Wisconsin to Chicago check out the most popular airlines for this route: Train, Bus or American Airlines.

What are the most popular routes from Wisconsin to Chicago?

Most travelers choose Wausau Central Wisconsin - Chicago O'Hare Intl, Madison Truax Field - Chicago O'Hare Intl or Green Bay Austin-Straubel - Chicago O'Hare Intl when deciding on the best route from Wisconsin to Chicago.

What are the cheapest Flights from Wisconsin to Chicago?

Looking at all options, your cheapest flight can be booked for $25. While the most popular route (Wausau Central Wisconsin - Chicago O'Hare Intl) can be booked for $281 on average our data indicates $252 when flying from Wisconsin to Chicago

What are the most reliable airlines from Wisconsin to Chicago?

Consider Envoy Air (99%), Alaska Airlines (96%) or Japan Airlines (95%) when booking your flight. These represent the most reliable airlines when flying from Wisconsin to Chicago.

How long is the flight from Wisconsin to Chicago?

There are many flights that can get you from Wisconsin to Chicago in 54m. Fly via American Airlines or United Airlines to get the fastest option. Most flights are nonstop.

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

Cheapflights users have booked flights from Wisconsin to Chicago round-trip from $155. Other airlines that can offer you cheap pricing are Frontier, from $181, and Delta, from $197.

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

For one-way options, check prices for Frontier. According to our data, you can fly for as low as $81. Users have also found prices from $131 and $140 on Frontier and American Airlines, respectively.

Departure points for flights from Wisconsin to Chicago

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

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Wisconsin to Chicago.
Flight duration
1h 12m
Average temperature for May in Chicago
71.6 °F
Avg rainfall for May in Chicago
4.3 ″

Airports servicing

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

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)
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