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Chicago, IL, USA to Baileys Harbor, WI, USA from $41: 8 ways by bus, train, flight or car

Compare Travel Options and Prices

from
Chicago, United States of America
to
Baileys Harbor, United States of America

How to Get from Chicago to Baileys Harbor: Cheapest, Fastest and Best Way

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$41 - Train, night busBest price
359 kmDistance
4h 19m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Chicago to Baileys Harbor with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

Company
various
Train
Drive
Drive
Average Duration
8h  20m
Estimated price
$0-0
Recommended
Company
various
Train
Bus
Average Duration
8h  54m
Estimated price
$41-199
Cheapest
route map
Distance: 359 km
Duration: 4h 19m

See more options

Company
various
Bus
Drive
Drive
Average Duration
8h  41m
Estimated price
$0-0
Company
various
Drive
Average Duration
4h  41m
Estimated price
$45-70
Company
various
Bus
Bus
Average Duration
9h  22m
Estimated price
$47-170
Company
various
Plane
Drive
Average Duration
4h  19m
Estimated price
$100-425
Company
various
Plane
Drive
Average Duration
4h  40m
Estimated price
$112-413
Company
various
Plane
Drive
Average Duration
7h  53m
Estimated price
$410-411
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Traveling From Chicago to Baileys Harbor

This journey takes you from the bustling urban landscape of Chicago to the serene, natural beauty of Baileys Harbor, where peaceful lakeside charm awaits you.

Best Neighbourhoods in Baileys Harbor

Baileys Harbor offers neighborhoods rich in charm and scenic beauty.

Downtown Baileys Harbor
• Vibrant shops and local eateries abound.
• Close to the marina and waterfront activities.
Cana Island
• Home to the historic Cana Island Lighthouse.
• Stunning views and peaceful nature trails.
Alderwood
• Cozy cabins surrounded by lush forests.
• Ideal for outdoor enthusiasts and nature lovers.

Best Times To Visit Baileys Harbor's Attractions

Discover the optimal times to explore Baileys Harbor’s highlights without the hassle of crowds.

Cana Island Lighthouse
Visit in the early morning during weekdays for serene views.
Ridges Sanctuary
Explore in the late afternoon; fewer visitors and lovely light.
Baileys Harbor Beach
Come early in the season, before school vacations, for a quieter beach experience.

Baileys Harbor Weather: What to Expect Year-Round

Baileys Harbor enjoys a mix of warm summers and snowy winters, with the most pleasant weather typically occurring from late spring through early fall. Understanding the seasonal changes helps you plan your activities and attire for an enjoyable visit.

Dining Recommendation in Baileys Harbor

Head to The Harvest for a taste of locally sourced ingredients and a focus on seasonal dishes that showcase the flavors of Door County. The relaxed, waterfront setting contrasts with Chicago's bustling dining scene, offering a tranquil atmosphere where you can savor fresh lake fish and farm-to-table creations.

Chicago - Baileys Harbor operators

Explore transport companies operating between Chicago and Baileys Harbor, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Train
Contact phone
+1 800-872-7245
Website
https://www.amtrak.com/home.html

Train from Chicago Union Station to Milwaukee

Average Duration
1h 29m
Estimated price
$418-419
Bus
Contact phone
+1 800-872-7245
Website
https://www.amtrak.com/home.html

Bus from Milwaukee to Marinette, WI - Walmart

Average Duration
3h 40m
Estimated price
0-0
Contact phone
+1 214-849-8100
Website
https://www.greyhound.com/

Bus from Chicago Bus Station to Milwaukee Bus Station

Average Duration
1h 50m
Estimated price
$19.95-45
Contact phone
+1 (855) 626-8585
Website
https://www.flixbus.com

Bus from Chicago Bus Station to Milwaukee

Average Duration
1h 50m
Estimated price
$19.95-45
Contact phone
+1 800-292-3831
Website
https://www.indiantrails.com/

Bus from Milwaukee, WI to Menominee, MI

Average Duration
4h 10m
Estimated price
0-0
Plane
Website
https://www.aa.com/

Plane from Chicago O'Hare Airport (ORD) to Green Bay Airport (GRB)

Average Duration
1h 5m
Estimated price
$100-415.5

Plane from Chicago O'Hare Airport (ORD) to Appleton (ATW)

Average Duration
1h 5m
Estimated price
$100-416

Plane from Chicago O'Hare Airport (ORD) to Marquette (MQT)

Average Duration
1h 29m
Estimated price
$414.4-417
Website
https://www.united.com/

Plane from Chicago O'Hare (ORD) to Green Bay (GRB)

Average Duration
1h 11m
Estimated price
$100-415.5

Plane from Chicago O'Hare (ORD) to Appleton (ATW)

Average Duration
1h 12m
Estimated price
$100-410

Frequently asked questions

Find out more about the route from Chicago to Baileys Harbor.

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The distance between Chicago and Baileys Harbor is 223 miles by road. It takes around 4 hours and 41 minutes to travel by car from Baileys Harbor to Chicago. Meanwhile, it takes approximately 6 hours and 2 minutes to reach Baileys Harbor from Chicago by taking a train and then a bus. The travel time by bus from Chicago to Baileys Harbor is significantly longer, taking around 10 hours and 56 minutes.
The most cost-effective and time-efficient transportation option for traveling from Chicago to Baileys Harbor is to drive. It takes approximately 4 hours and 41 minutes, and the cost ranges from $45 to $70. This is both the cheapest and quickest way to reach your destination. Other modes of transportation, such as taking a train and then a bus or taking a bus directly, may take longer and potentially be more expensive.
The prices for a bus ticket between Baileys Harbor and Chicago can range from $44 to $135. The exact price may depend on factors such as the date of travel, the time of booking, and any discounts or promotions available. It is recommended to check with the specific bus company or online booking platforms to get the most accurate and up-to-date pricing information for your desired travel dates.
To travel from Chicago to Baileys Harbor without using public transportation, the most convenient option is to drive. The distance between the two cities is approximately 268 miles, and it takes about 4 hours and 41 minutes to drive from Chicago to Baileys Harbor. The cost of the trip by car can vary depending on factors such as fuel prices and toll fees, with prices ranging from $45 to $70.
The flight between Chicago and Baileys Harbor is typically a short one, with the quickest direct flight taking just 1 hour and 3 minutes. The distance between Chicago O'Hare Airport and Green Bay Airport is approximately 156 miles. The cost of the flight can vary depending on the time of year and availability, but on average, you can expect to pay around $200-$300 for a round-trip ticket.
There are plenty of options for accommodation near Baileys Harbor. There are a total of 76+ hotels available, offering a range of prices starting at $67 per night. Some popular hotel chains in the area include the Maxwelton Braes Lodge and Sand Bay Beach Resort. Additionally, there are also several vacation rentals and bed and breakfasts available for those looking for a more unique lodging experience.

Trips from Chicago