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Chicago, IL, USA to Middleton, WI, USA from $18: 5 ways by bus, train, flight or car

Compare Travel Options and Prices

from
Chicago, United States of America
to
Middleton, United States of America

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

1Map provides directions to cities, towns, landmarks, attractions, and addresses worldwide, offering thousands of multi-modal routes to easily get you from point A to point B.

$18 by busBest price
250 kmDistance
2h 38m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Chicago to Middleton 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
Amtrak Thruway Connecting Service
Bus
Average Duration
4h  46m
Estimated price
$26-41
Recommended
Company
FlixBus 2548
Bus
Average Duration
4h  50m
Estimated price
$18-64
Cheapest
route map
Distance: 250 km
Duration: 2h 38m

See more options

Company
Various
Train
Bus
Average Duration
5h  25m
Estimated price
$25-131
Company
Various
Drive
Average Duration
2h  38m
Estimated price
$28-45
Company
Various
Plane
Bus
Average Duration
4h  25m
Estimated price
$86-289

Traveling From Chicago to Middleton

The journey from Chicago, a bustling urban center filled with skyscrapers and vibrant culture, to Middleton, a charming small town known for its serene parks and community vibe, offers you a striking contrast in experiences.

Best Neighbourhoods in Middleton

Middleton boasts charming neighborhoods, each offering a distinct appeal for visitors.

Downtown Middleton
• Vibrant dining options from casual to upscale.
• Home to local shops and artisans.
Stonefield
• Beautiful parks suitable for family picnics.
• Scenic walking paths perfect for outdoor enthusiasts.
Pheasant Branch
• Immersive wildlife experiences along the nature trails.
• Peaceful residential atmosphere ideal for relaxation.

Best Times To Visit Middleton's Attractions

Timing your visit can enhance your experience at Middleton's popular spots.

Lakeview Park
Weekdays in the early morning offer tranquility and fewer visitors.
Middleton Farmers' Market
Arrive early on Saturday mornings for the freshest selections and fewer crowds.
Pheasant Branch Conservancy
Visit during weekdays to enjoy the trails in peace, away from weekend crowds.

Middleton Weather: What to Expect Year-Round

Middleton experiences a temperate climate with warm summers and cold winters, making late spring and early fall ideal times for your visit. Weather impacts your travel plans, so packing accordingly ensures you enjoy the scenic beauty of the area, regardless of the season.

Dining Recommendation in Middleton

While Chicago is famed for its deep-dish pizza, don’t miss out on trying a locally-sourced cheese curd dish at The Olde English Inn in Middleton, where the intimate atmosphere and farm-to-table ingredients create a warm and inviting experience. This cozy restaurant highlights the rich flavors of Wisconsin, offering you a taste of local culture that contrasts beautifully with the city’s urban culinary scene.

Chicago - Middleton operators

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

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

Bus from Chicago Union Station to Madison

Average Duration
3h 35m
Estimated price
$26-41

Bus from Milwaukee to Madison

Average Duration
1h 45m
Estimated price
$0-0
Contact phone
+1 (855) 626-8585
Website
flixbus.com

Bus from Chicago Bus Station to Madison

Average Duration
3h 40m
Estimated price
$18-64
Contact phone
+1 608-752-5407
Website
https://www.coachusa.com/van-galder-bus-company

Bus from Chicago Union Station to Madison, WI-Lake St.

Average Duration
3h 40m
Estimated price
$411-412
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
$263-264
Plane
Website
united.com

Plane from Chicago O'Hare (ORD) to Madison (MSN)

Average Duration
1h 2m
Estimated price
$261-410
Website
aa.com

Plane from Chicago O'Hare (ORD) to Madison (MSN)

Average Duration
1h
Estimated price
$261-262

Frequently asked questions

Find out more about the route from Chicago to Middleton.

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The distance between Chicago and Middleton is 128 miles, or 155 miles by road. The typical travel times vary depending on the mode of transportation. If flying and then taking a bus, it takes approximately 4 hours and 59 minutes to reach Middleton from Chicago. If driving by car, it takes about 2 hours and 38 minutes to travel from Middleton to Chicago. Lastly, if taking a bus, it usually takes around 4 hours and 51 minutes to travel from Chicago to Middleton.
The most cost-effective option for traveling from Chicago to Middleton is by taking a bus from Chicago Bus Station, which typically costs between $18 and $65. This route takes approximately 4 hours and 56 minutes. However, if time is of the essence, the quickest option is to drive, which takes around 2 hours and 38 minutes and can cost between $28 and $45 in fuel expenses. Ultimately, the choice between cost-effectiveness and time-efficiency will depend on individual preferences and priorities.
The price of a bus ticket from Chicago to Middleton varies from $26 to $41. It is recommended to check different bus companies and their prices to find the best deal. Additionally, it is worth considering other modes of transportation such as driving or flying, as they may have different price ranges and discounts available. Prices for these alternative modes of transportation can be obtained from airlines or rental car companies.
To get from Chicago to Middleton without using public transportation, you can choose to drive. The driving distance between the two cities is approximately 155 miles, and it takes around 2 hours and 38 minutes to complete the journey by car. Depending on factors like gas prices and tolls, the cost of driving from Chicago to Middleton can range from $28 to $45.
To travel from Chicago to Middleton without a car, the best option is to take a bus. The journey takes approximately 4 hours and 51 minutes and the estimated cost is between $25 and $45. Buses provide a convenient and affordable mode of transportation between the two cities. It is advisable to check the bus schedules and book tickets in advance to ensure a smooth and hassle-free journey.
No, there is no direct link between Chicago and Middleton. However, there are bus services operated by Amtrak that depart from Chicago Union Station and arrive at Madison station, with a transfer at University & N Park. The journey, including transfers, takes approximately 4h 51m. Unfortunately, there is no direct bus service from Chicago to Middleton.
The flight between Chicago and Middleton takes approximately 55 minutes. This is the quickest and most convenient mode of transportation between the two cities. The cost of the flight typically depends on the airline and time of booking, but it can range from around $100 to $300 per person for a round trip ticket. It is recommended to check with different airlines and compare prices to find the best deal.
There are plenty of accommodation options available near Middleton. With over 90 hotels to choose from, you'll have a range of choices to suit your preferences and budget. Prices for hotels in Middleton start at $55 per night, making it accessible for various travelers. From budget-friendly options to luxurious stays, you'll find plenty of hotels in Middleton to accommodate your needs.