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

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

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 January, February 2021

The best prices found for Wisconsin to CHI flights for January, February
16 Feb - 18 Feb
$83pp
LSE
La Crosse
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LSE
La Crosse
16 Feb - 18 Feb
$110pp
LSE
La Crosse
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
LSE
La Crosse
16 Feb - 18 Feb
$114pp
LSE
La Crosse
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
   
2 STOPS
LSE
La Crosse

Wisconsin to Chicago 2021 flight deals

Cheap flights to Chicago from Wisconsin found for this year
12 Apr - 14 Apr
$83pp
LSE
La Crosse
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LSE
La Crosse
12 Apr - 14 Apr
$110pp
LSE
La Crosse
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
LSE
La Crosse
16 Feb - 18 Feb
$114pp
LSE
La Crosse
Multiple Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
   
2 STOPS
LSE
La Crosse

Non-stop flights to Chicago from Wisconsin

Save time with Wisconsin to Chicago direct flight deals
12 Apr - 14 Apr
$83pp
LSE
La Crosse
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LSE
La Crosse
28 Jan - 30 Jan
$117pp
LSE
La Crosse
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
LSE
La Crosse
20 Feb - 22 Feb
$130pp
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
22 Jan - 24 Jan
$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
21 Jan - 24 Jan
$194pp
MKE
Milwaukee Milwaukee-Mitchell
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
MKE
Milwaukee Milwaukee-Mitchell
21 Jan - 24 Jan
$196pp
MKE
Milwaukee Milwaukee-Mitchell
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
   
2 STOPS
MKE
Milwaukee Milwaukee-Mitchell

One-way flights to Chicago from Wisconsin

The cheapest one-way flights from Wisconsin to Chicago
1:10 am - 2:39 am
American Airlines
Nonstop
1h 29m
LSE - ORD
American Airlines
5:34 am - 1:00 am
Frontier
2 Stops
19h 26m
GRB - ORD
Frontier
$139
Gotogate
7:15 am - 11:38 am
Delta
1 Stop
4h 23m
GRB - ORD
Delta
$216
Delta

Related info for your journey

Useful info, stats and facts about Wisconsin to Chicago 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 $100 on Cheapflights?

Yes, there are multiple flights from Wisconsin to Chicago for under $100. The cheapest flight booked recently is on American Airlines for just $83, but on average you can expect to pay $146.

Are there nonstop flights from Wisconsin to Chicago for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from Wisconsin to Chicago under $100. A good price for a nonstop flight from Wisconsin to Chicago is less than $265.

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 Madison Truax Field - Chicago O'Hare Intl, La Crosse - Chicago O'Hare Intl or Milwaukee Milwaukee-Mitchell - 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 $18. While the most popular route (Madison Truax Field - Chicago O'Hare Intl) can be booked for $201 on average our data indicates $252 when flying from Wisconsin to Chicago

What are the most reliable airlines from Wisconsin to Chicago?

Consider Copa Airlines (100%), Republic Airways (100%) or Air Wisconsin (98%) 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 1h 04m. Fly via United Airlines or American 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 $83. Other airlines that can offer you cheap pricing are Delta, from $137, and Frontier, from $171.

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

For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $42. Users have also found prices from $69 and $90 on American Airlines and Delta, respectively.

Destination information for Chicago

Things to know before you go. Useful info for your trip from Wisconsin to Chicago
Flight duration
1h 17m
Average temperature for January in Chicago
33.8 °F
Avg rainfall for January in Chicago
0.7 ″

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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