Waterloo, IA, USA to Chicago, IL, USA from $60: 3 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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$60 by busBest price

398 kmDistance

2h 14m 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

Your journey from the peaceful charm of Waterloo to the vibrant bustle of Chicago offers a striking contrast between small-town serenity and big-city excitement.

Best Neighbourhoods in Chicago

Chicago offers diverse neighborhoods, each with its own charm and attractions.

Wicker Park

• Known for trendy boutiques and cafes.

• Bustling nightlife with live music venues.

Lincoln Park

• Home to expansive parks and the zoo.

• Great dining options and scenic lakefront views.

Magnificent Mile

• A shopper's paradise with luxury retailers.

• Iconic skyline views and historical landmarks.

Best Times To Visit Chicago's Attractions

Planning your visit thoughtfully can enhance your Chicago experience.

The Art Institute of Chicago

Visit on weekdays early in the morning to avoid long lines.

Millennium Park

Go in the early evening for a quieter atmosphere and stunning sunset views.

Navy Pier

Arrive on weekdays during off-peak hours to enjoy a relaxed vibe.

Chicago Weather: What to Expect Year-Round

Chicago experiences four distinct seasons, with hot summers and cold winters, making it essential to plan your trip accordingly. Spring and fall often provide the most comfortable weather, allowing you to explore the city's attractions with ease.

Dining Recommendation

A visit to Chicago calls for indulging in deep-dish pizza at Lou Malnati's, a staple that showcases a rich, buttery crust overflowing with gooey cheese and savory toppings, distinct from Waterloo's more classic dining fare. The lively atmosphere, combined with locally sourced ingredients, elevates this culinary experience, offering you a taste of the city's vibrant food scene.

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.

Plane Show flights

Website

aa.com

Plane from Waterloo Airport (ALO) to Chicago O'Hare Airport (ORD)

Average Duration

1h 17m

Estimated price

$252-398

Bus Show bus routes

Contact phone

1(800) 992-4618

Website

burlingtontrailways.com

Bus from Waterloo, IA to Chicago, IL

Average Duration

6h 5m

Estimated price

$60-120

Waterloo to Chicago: Overview of Bus, Train, Flight, and Car Trips

Traveling between Waterloo and Chicago offers a variety of convenient options to suit your preferences, schedule, and budget. Whether you prioritize affordability, speed, or comfort, you’re sure to find the perfect way to travel without compromising on quality or convenience.

🚗 Embark on a scenic road trip from Waterloo to Chicago, covering a distance of 270 miles. Enjoy the open road as you venture towards the Windy City in under 5 hours. 💸 Explore budget-friendly options with prices ranging between $45 to $75 for the journey by car. Plan your trip wisely to make the most of your travel budget while experiencing the charm of the Midwest.

Average price

$45 - $75

🛫 Flying from Waterloo to Chicago is quick and convenient with a direct flight that takes just 1 hour and 17 minutes from Waterloo Airport to Chicago O'Hare Airport, operated by American Airlines. ✈️ The total flight duration to reach Chicago from Waterloo is approximately 2 hours and 14 minutes, providing a smooth and efficient travel experience between the two cities. 💸 The prices for flights between Waterloo and Chicago can vary, typically ranging from $252 to $398, offering passengers flexibility in choosing the best option that fits their budget for this route.

Departure Point

Waterloo Airport

Arrival Point

Chicago O'Hare Airport

🚌 Embark on a picturesque journey from Waterloo to Chicago by bus. Burlington Trailways offers a convenient direct service that operates daily, taking around 6 hours and 5 minutes to reach the bustling city of Chicago. 💰 The bus tickets between Waterloo and Chicago range from $60 to $120, making it an affordable and efficient travel option for those looking to explore the Windy City from the heart of Iowa. Plan your trip and experience the charm of both destinations on this convenient bus route.

Departure Point

Waterloo, Ia station

Arrival Point

Chicago, Il station

Frequently asked questions

Find out more about the route from Waterloo to Chicago.

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The distance between Waterloo and Chicago is 247 miles, or 270.2 miles by road. By plane, it takes approximately 2 hours and 20 minutes to travel from Waterloo to Chicago. If driving, it typically takes around 4 hours and 58 minutes to reach Waterloo from Chicago. Alternatively, taking a bus from Waterloo to Chicago would usually take about 6 hours and 5 minutes.

The most cost-effective option for traveling from Waterloo to Chicago is to drive. The cost for this mode of transportation ranges between $45 and $75, and it takes approximately 4 hours and 58 minutes. However, for those looking for a more time-efficient option, flying is the fastest way to reach Chicago from Waterloo. Although it is pricier, with fares ranging from $240 to $400, the travel time is significantly reduced to just 2 hours and 20 minutes.

The prices of a bus ticket between Chicago and Waterloo can range from $60 to $120, depending on several factors such as the date of travel and the bus company. It is recommended to book tickets in advance to secure the best fares. Additionally, prices may vary during peak travel seasons.

To get from Waterloo to Chicago without using public transportation, you can choose to drive. The road distance is 270 miles, and it takes around 4 hours and 58 minutes to reach Chicago by car. The cost of driving from Waterloo to Chicago can vary between $45 and $75, depending on factors such as gas prices and tolls.

If you are looking to travel from Waterloo to Chicago without a car, the best option is to take a bus. The bus journey takes approximately 6 hours and 5 minutes, and tickets typically range from $60 to $120. There are various bus companies that operate this route, offering comfortable and convenient transportation between the two cities.

Yes, there is a direct bus connection between Waterloo and Chicago. The bus service, operated by Burlington Trailways, departs once daily from Waterloo and arrives at Chicago. The journey takes approximately 6 hours and 5 minutes. The bus services operate every day, providing a convenient transportation option for travelers between Waterloo and Chicago.

The flight between Waterloo and Chicago typically takes around 1 hour and 22 minutes. The cost of this flight can vary between $242 and $398, depending on factors such as the airline and the time of booking. Waterloo Airport offers direct flights to Chicago O'Hare Airport, making it a convenient and efficient option for travelers looking to reach Chicago quickly.

There are plenty of accommodation options available near Chicago. With 1116+ hotels to choose from, travelers can find a range of options to suit their budget and preferences. Prices for hotels start at $58 per night, providing affordable options for those on a budget. From luxury hotels to budget-friendly accommodations, there is something for everyone in the vibrant city of Chicago.