HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Wisconsin Dells

$95+ Cheap flights from Chicago (CHI) to Wisconsin Dells, WI

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MSN
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Wisconsin Dells with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Chicago to Wisconsin Dells

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Wisconsin Dells (W1S). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$189
(American Airlines)

One-way from

$95
(American Airlines)

Popular in

March

Cheapest in

August

Average price

$311
From Chicago (CHI) to Wisconsin Dells
Search Deals
One-way flight from Chicago (CHI) to Wisconsin Dells
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($44 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2025
Search Deals

Find flight deals from Chicago to Wisconsin Dells

Cheapest flights from Chicago to Wisconsin Dells
Explore the most affordable flight options available from Chicago to Wisconsin Dells. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This American Airlines deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/410:16 amORD - MSN
Nonstop0h 59mAmerican Airlines
Tue 3/112:56 pmMSN - ORD
Nonstop0h 59mAmerican Airlines
Deal found 1/20$189
This United Airlines deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/1511:05 amORD - MSN
Nonstop0h 59mUnited Airlines
Sun 2/1612:39 pmMSN - ORD
Nonstop1h 08mUnited Airlines
Deal found 1/21$282
This Mytrip deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/205:45 amORD - MSN
1 stop12h 36mMultiple Airlines
Wed 2/269:48 amMSN - ORD
1 stop8h 30mMultiple Airlines
Deal found 1/20$418
This eDestinos deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/611:55 amORD - MSN
2 stops49h 01mFrontier
Thu 3/132:04 pmMSN - ORD
1 stop10h 19mFrontier
Deal found 1/20$481
This Delta deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/245:45 pmORD - MSN
1 stop3h 30mDelta
Wed 5/285:48 pmMSN - ORD
1 stop4h 02mDelta
Deal found 1/20$1,338

Find flights from Chicago to Wisconsin Dells within your budget

Customize your flight search to find flights from Chicago to Wisconsin Dells that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Tue 3/4

8:08 pm-9:14 pm

Nonstop1h 06m

Madison Truax Field

Tue 3/11

6:15 am-7:22 am

Nonstop1h 07m

$189

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 3/20

1:30 pm-2:22 pm

Nonstop0h 52m

Madison Truax Field

Tue 3/25

6:48 pm-7:45 pm

Nonstop0h 57m

$219

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Tue 3/4

7:10 am-9:08 am

3 stops25h 58m

Madison Truax Field

Tue 3/11

11:40 am-12:07 am

3 stops36h 27m

$443

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Mon 2/17

1:12 pm-2:07 pm

Nonstop0h 55m

$125

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Thu 2/20

9:05 am-10:11 am

Nonstop1h 06m

$155

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sat 2/22

7:10 pm-10:18 am

1 stop15h 08m

$227

ChicagoMadison

ORD - MSN

ORDMSN

Chicago O'Hare Intl

Sat 3/1

5:15 am-5:36 pm

2 stops12h 21m

$392

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Best time to book a flight from Chicago to Wisconsin Dells

Have a flexible travel schedule? Discover the best time to fly to Wisconsin Dells from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chicago to Wisconsin Dells

Get recent, data-driven insights about flights from Chicago to Wisconsin Dells including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Chicago to Wisconsin Dells?

Currently, January is the cheapest month in which you can book a flight from Chicago to Wisconsin Dells (average of $338). Flying from Chicago to Wisconsin Dells in June is currently the most expensive (average of $423). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to W1S?

Find hourly flight availability from Chicago to Wisconsin Dells. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Wisconsin Dells as you normally would.

What is the cheapest day to fly from Chicago to Wisconsin Dells?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Wisconsin Dells. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Wisconsin Dells flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Tuesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Wisconsin Dells

Explore weekly flight availability from Chicago to Wisconsin Dells. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 21, 2025.

The most flights from CHI to W1S are scheduled on a Monday (34 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (14 on average).

Rainfall in Wisconsin Dells by month

Plan your trip to Wisconsin Dells by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Wisconsin Dells ranges from 1.2 - 4.5 inches per month. June is typically the wettest month, when rainfall can reach 4.5 in. January is typically the driest time to visit Wisconsin Dells when rainfall is around 1.2 in.

Temperature in Wisconsin Dells by month

Plan your trip to Wisconsin Dells by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Wisconsin Dells, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 19.4 F).

Reviews of airlines servicing Wisconsin Dells

Get insights into the airlines that provide service to Wisconsin Dells. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Wisconsin Dells. Reviews last updated January 21, 2025.
Get a feel of what it's like to fly with United Airlines and American Airlines from Chicago to Wisconsin Dells by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Crew

8.6

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,521 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Crew

8.6

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
8,984 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Crew

8.6

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Crew

8.6

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Frontier
6.1
Okay
3,443 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Crew

8.6

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Chicago to Wisconsin Dells. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    $95 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $125 and $227, respectively.

  • What are the most reliable airlines from Chicago to Wisconsin Dells?

    No one likes to see their flight delayed. When booking a flight from Chicago to Wisconsin Dells consider choosing Republic Airways (83%), Air Wisconsin (77%) or Japan Airlines (77%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Wisconsin Dells?

    The cheapest flight price from Chicago to Wisconsin Dells is $154. On average you can expect to pay $274. The most popular route, (Chicago O'Hare Intl - Madison Truax Field), can usually be booked for $189.

  • Can I find deals for flights from Chicago to Wisconsin Dells that include hotel bookings?

    Yes. In addition to deals on Chicago to Wisconsin Dells flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Wisconsin Dells?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Wisconsin Dells.

  • Can I find deals for business class flights from Chicago to Wisconsin Dells?

    Yes. Cheapflights offers flight deals from Chicago to Wisconsin Dells by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Wisconsin Dells?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Wisconsin Dells (average of $338). Flying from Chicago to Wisconsin Dells in June is currently the most expensive (average of $423). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Wisconsin Dells

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Minneapolis flights
Midway to Minneapolis flights
St. Louis to O'Hare Intl flights
St. Louis to Minneapolis flights
O'Hare Intl to Duluth flights
O'Hare Intl to Milwaukee flights
St. Louis to Milwaukee flights
Dubuque to O'Hare Intl flights
O'Hare Intl to Madison flights
Moline to Minneapolis flights
Moline to O'Hare Intl flights
O'Hare Intl to Green Bay flights
Peoria to O'Hare Intl flights
Evansville to O'Hare Intl flights
Springfield to O'Hare Intl flights
Midway to Duluth flights
O'Hare Intl to Ironwood flights
St. Louis to Madison flights
St. Louis to Green Bay flights
St. Louis to Duluth flights
Midway to Milwaukee flights
O'Hare Intl to Rhinelander flights
O'Hare Intl to Appleton flights
Midway to Rhinelander flights
Peoria to Minneapolis flights
Midway to Wausau flights
Evansville to Minneapolis flights
Decatur to O'Hare Intl flights
Champaign to O'Hare Intl flights
Midway to Madison flights
O'Hare Intl to Wausau flights
Bloomington to Minneapolis flights
O'Hare Intl to Escanaba flights
Quincy to O'Hare Intl flights
Paducah to O'Hare Intl flights
O'Hare Intl to La Crosse flights
O'Hare Intl to Eau Claire flights
Midway to Green Bay flights
Bloomington to O'Hare Intl flights
St. Louis to Rhinelander flights
Springfield to Minneapolis flights
St. Louis to Wausau flights
Champaign to Minneapolis flights
Burlington to O'Hare Intl flights
Bloomington to Madison flights
Moline to Madison flights
St. Louis to Escanaba flights
Dubuque to Minneapolis flights
Springfield to Madison flights
Midway to La Crosse flights

Top 2 airlines flying from Chicago to Wisconsin Dells

Discover the top 2 airlines that operate flights from Chicago to Wisconsin Dells. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$169Average$339FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$226Average$382FlexibilityNo cancel feeOn-time71%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.