Waterloo to Chicago, IL from undefined51: 8 ways by bus, train, flight or car

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

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$51 by trainBest price

610 kmDistance

6h Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Waterloo to Chicago 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.

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Traveling From Waterloo to Chicago

The journey from Waterloo, with its charming small-town vibe, to the bustling urban life of Chicago offers a captivating contrast in culture and experiences.

Best Neighborhoods in Chicago

Chicago’s neighborhoods each offer distinct experiences and vibrant atmospheres.

Wicker Park

• Known for its trendy boutiques and cafes.

• Hosts amazing live music events year-round.

Lincoln Park

• Features beautiful parks and the Lincoln Park Zoo.

• Offers waterfront views along Lake Michigan.

The Loop

• Home to iconic skyscrapers and cultural attractions.

• Central business district with diverse dining options.

Best Times To Visit Chicago's Attractions

Timing your visits to Chicago’s attractions can greatly enhance your experience.

Millennium Park

Visit early in the morning or on weekdays to avoid crowds.

The Art Institute of Chicago

Best enjoyed on Thursday evenings for fewer visitors and extended hours.

Navy Pier

Go during weekday afternoons for a more relaxed atmosphere.

Chicago Weather: What to Expect Year-Round

Chicago features a diverse climate, with cold winters and warm summers, making spring and fall ideal for comfortable exploration. Understanding the weather can greatly influence your travel plans, ensuring you pack appropriately and choose the best times for outdoor activities.

Culinary Delights in Chicago

Don't miss the chance to indulge in deep-dish pizza at Giordano's, where the layers of melted cheese and savory toppings create a flavor-packed experience that sets Chicago apart from Waterloo's more traditional fare. The lively atmosphere of this iconic eatery, combined with the use of local ingredients, offers a vibrant dining adventure that showcases the city's culinary heritage.

Waterloo - Chicago operators

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

Bus

Contact phone

+1 (855) 626-8585

Website

flixbus.com

Bus from Kitchener to Toronto Pearson International Airport

Average Duration

1h 10m

Estimated price

2764-2987

Bus from Kitchener to London

Average Duration

1h 10m

Estimated price

2765-2987

Bus from London to Detroit Bus Station

Average Duration

3h 30m

Estimated price

2766-2763

Bus from Detroit Bus Station to Chicago Bus Station

Average Duration

7h 5m

Estimated price

511-2980

Contact phone

+1 214-849-8100

Website

greyhound.com

Bus from Detroit Bus Station to Chicago Bus Station

Average Duration

7h 5m

Estimated price

511-2980

Train

Contact phone

+1 888-438-6646

Website

gotransit.com

Train from Kitchener GO to Toronto Union Station

Average Duration

1h 45m

Estimated price

517-518

Contact phone

+1 888 842-7245

Website

viarail.ca

Train from Kitchener to Sarnia

Average Duration

3h 2m

Estimated price

513-2984

Train from Port Huron Amtrak Station to Chicago Union Station

Average Duration

6h 25m

Estimated price

2988-516

Shuttle

Contact phone

905-374-8111

Website

niagaraairbus.com

Shuttle from Pearson International Airport Terminal 1 to Buffalo Airport

Average Duration

Estimated price

2768-2769

Contact phone

(519) 679-2707

Website

robertq.com

Shuttle from London, ON - 105, Wharncliffe Road South, Manor Park to Detroit Airport

Average Duration

3h 30m

Estimated price

2029-2024

Plane

Website

southwest.com

Plane from Buffalo to Chicago Midway

Average Duration

1h 47m

Estimated price

2025-8031

Website

aircanada.com

Plane from Toronto to Chicago O'Hare

Average Duration

2h 7m

Estimated price

8038-8039

Website

united.com

Plane from Toronto to Chicago O'Hare

Average Duration

2h 7m

Estimated price

8038-8039

Frequently asked questions

Find out more about the route from Waterloo to Chicago.

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The distance between Waterloo and Chicago is approximately 500 miles depending on the route taken. By car, the drive typically takes around 8 to 10 hours, depending on traffic and border crossing times. If traveling by train, the journey can take around 11 to 14 hours, while a direct flight would be approximately 1.5 to 2 hours, not including additional time for security and possible layovers.

The most cost-effective transportation option from Waterloo to Chicago is typically taking a bus, which can be more budget-friendly than flights or trains, although it may take longer. Buses may take around 12 to 14 hours, but they often have lower fares and occasional discounts. For a more time-efficient option, flying is ideal, as direct flights can take about 1.5 to 2 hours, excluding airport wait times. However, it's essential to compare prices and consider both travel time and convenience when making your choice.

Prices for traveling from Waterloo to Chicago vary depending on the mode of transportation. Bus fares typically range from $50 to $100, depending on the service and how far in advance tickets are purchased. If you opt for a flight, prices can fluctuate significantly, usually falling between $150 and $400, depending on the airline and the time of booking. Train tickets may cost around $100 to $200, so it's advisable to compare prices and options to find the best deal for your travel needs.

To get from Waterloo to Chicago without using public transportation, you can consider driving your own vehicle or renting a car. The drive takes approximately 8 to 10 hours and includes crossing the Canadian-U.S. border, so be sure to have your passport and any necessary documents ready. Another option is to arrange a rideshare or carpool with someone who is familiar with the route. You could also look into hiring a private driver for a more comfortable and personalized travel experience.

Traveling from Waterloo to Chicago without a car can be accomplished by taking a combination of rideshare services and flights. You can use apps like Uber or Lyft to get to a nearby airport, such as Toronto Pearson International Airport, where you can catch a flight to Chicago. Alternatively, you can look into booking a private shuttle or bus service that may provide direct routes between the two cities, though this may take longer. Be sure to check the schedules and availability in advance, as options may vary.

There is no direct public transportation link, such as a train or bus, between Waterloo and Chicago. Travelers typically need to transfer between different modes of transportation to reach Chicago, often using a combination of bus or shuttle to a major hub and then connecting to a flight or train. While there may be occasional charter services or special routes, they are not common. It's advisable to plan your journey in advance to find the best available connections.

A direct flight between Waterloo and Chicago typically takes about 1.5 to 2 hours. However, most flights require a layover, which can extend total travel time significantly. The cost of flights can vary widely, generally ranging from $150 to $400 or more, depending on factors such as the time of booking, season, and demand. It's best to check various airlines and fare comparison websites for the most accurate pricing closer to your travel date.

Near Chicago there are a variety of accommodation options to suit different preferences and budgets. The downtown area offers upscale hotels like The Omni Chicago and The Langham, renowned for their luxury and amenities. For a more budget-friendly choice, neighborhoods like Lincoln Park and Wicker Park feature cozy inns and boutique hotels. Additionally, you can find numerous vacation rentals through platforms like Airbnb, providing a home-like experience in various parts of the city.

Waterloo to Chicago, IL from undefined51: 8 ways by bus, train, flight or car

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

Compare Train, Bus, Flight, and Driving Options

See more options

Traveling From Waterloo to Chicago

Best Neighborhoods in Chicago

Best Times To Visit Chicago's Attractions

Chicago Weather: What to Expect Year-Round

Culinary Delights in Chicago

Waterloo - Chicago operators

Frequently asked questions

Trips from Waterloo

Trips to Chicago

Popular routes