Worcester, MA, USA to Chicago, IL, USA from $40: 10 ways by bus, train, flight or car

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

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$40 by trainBest price

1313 kmDistance

6h 6m Fastest

Compare Train, Bus, Flight, and Driving Options

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

The journey from Worcester to Chicago offers a striking contrast between Worcester's quaint New England charm and Chicago's vibrant urban landscape.

Best Neighbourhoods in Chicago

Chicago's neighborhoods each offer distinct character and experiences for visitors.

Lincoln Park

• Beautiful parks and waterfront views

• Diverse dining and shopping options

Wicker Park

• Trendy boutiques and art galleries

• Lively nightlife with music venues

The Loop

• Home to iconic skyscrapers and landmarks

• Cultural attractions like museums and theaters

Best Times To Visit Chicago's Attractions

Timing your visits can greatly enhance your experience at Chicago's popular attractions.

Millennium Park

Visit early in the morning during weekdays for a peaceful stroll.

The Art Institute of Chicago

Go on a weekday afternoon to enjoy the exhibits with fewer crowds.

Navy Pier

Visit on a weekday evening for vibrant atmosphere without large crowds.

Chicago Weather: What to Expect Year-Round

Chicago experiences four distinct seasons, with cold winters and warm summers that greatly impact your travel plans; spring and fall often provide the most pleasant weather for exploring the city. Being prepared for changes can enhance your experience, whether you’re enjoying a summer festival or a winter wonderland.

Dining Recommendation

When in Chicago, don’t miss out on the iconic deep-dish pizza from Giordano's, a dish that delivers layers of gooey cheese and rich tomato sauce, quite different from Worcester’s more traditional fare. The lively atmosphere and bustling energy of the restaurant scene here make dining a memorable experience, showcasing local ingredients with bold flavors and creative twists.

Worcester - Chicago operators

Explore transport companies operating between Worcester and Chicago, 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 Worcester Union Station to Chicago Union Station

Average Duration

21h 6m

Estimated price

$40-290

Train from Worcester to Back Bay

Average Duration

1h 30m

Estimated price

$2905-2906

Train from Back Bay to Providence

Average Duration

1h 5m

Estimated price

$2905-2906

Train from Boston to Providence

Average Duration

30m

Estimated price

$2908-2902

Train from Milwaukee to Chicago Union Station

Average Duration

1h 29m

Estimated price

$696-697

Bus

Contact phone

1-800-343-9999

Website

https://peterpanbus.com

Bus from Union Station, Worcester, MA to Union Station, Hartford, CT

Average Duration

Estimated price

$2905-6958

Contact phone

+1 214-849-8100

Website

https://www.greyhound.com/

Bus from Worcester Union Station to Hartford

Average Duration

2h 5m

Estimated price

$3164-40

Plane

Website

southwest.com

Plane from Boston (BOS) to Chicago Midway (MDW)

Average Duration

2h 45m

Estimated price

$6463-6460

Plane from Hartford (BDL) to Chicago Midway (MDW)

Average Duration

2h 31m

Estimated price

$6464-6465

Website

delta.com

Plane from Boston (BOS) to Chicago O'Hare (ORD)

Average Duration

3h 1m

Estimated price

$6467-407

Website

united.com

Plane from Hartford (BDL) to Chicago O'Hare (ORD)

Average Duration

2h 52m

Estimated price

$404-405

Frequently asked questions

Find out more about the route from Worcester to Chicago.

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The distance between Worcester and Chicago is 816 miles, or 957.4 miles by road. Travel times vary depending on the mode of transportation. By train, it takes approximately 21 hours and 6 minutes to reach Chicago from Worcester. By taking a train to Boston and then flying to Chicago Midway, the travel time is around 5 hours and 51 minutes. Driving by car takes about 15 hours and 50 minutes from Worcester to Chicago, while traveling by bus takes approximately 19 hours and 45 minutes.

The most cost-effective option for traveling from Worcester to Chicago is by train, with prices ranging from $40 to $290. This mode of transportation takes 21 hours and 6 minutes. However, for a faster journey, the most time-efficient option is to take a combination of train and fly, which takes 5 hours and 51 minutes and costs between $80 and $550. Both options allow for convenient travel between the two cities.

The prices for a train journey from Worcester to Chicago can range from $40 to $290, depending on factors such as ticket class, availability, and time of booking. On the other hand, the prices for a bus trip from Chicago to Worcester can range from $21 to $196, with similar factors affecting the cost. It's advisable to book tickets in advance and compare prices from different providers to get the best deal for your travel.

To get from Worcester to Chicago without using public transportation, you can opt to drive. The road distance is 957 miles and it takes approximately 15 hours and 50 minutes to drive from Worcester to Chicago. The prices for a car rental to make this journey typically range from $170 to $260, depending on the rental company and the duration of the rental.

To travel from Worcester to Chicago without a car, the best option is to take a bus. The journey takes approximately 19 hours and 45 minutes, with ticket prices ranging from $21 to $200. Buses offer a comfortable and affordable way to travel between the two cities, allowing you to relax and enjoy the scenery along the way.

Yes, there is a direct train link between Worcester and Chicago. The train services, operated by Amtrak, depart from Worcester Union Station and arrive at Chicago Union Station. The journey takes approximately 21 hours and 6 minutes. However, there is no direct bus service from Worcester to Chicago, with the bus journey including transfers and taking approximately 19 hours and 45 minutes.

The flight between Worcester and Chicago typically takes around 2 hours and 30 minutes. This is for a direct flight from Boston Airport to Chicago Midway Airport. The cost of the flight can vary depending on factors such as the airline, time of booking, and any additional services or amenities. It is recommended to check with different airlines and compare prices to get the best deal.

There are many options for accommodation near Chicago. With over 1116 hotels available, you can find a hotel that fits your budget and preferences. Prices start at $58 per night, offering a range of affordable options. Whether you prefer staying in the city center or in the outskirts, there are plenty of hotels to choose from for a comfortable stay in Chicago.

Worcester, MA, USA to Chicago, IL, USA from $40: 10 ways by bus, train, flight or car

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

Compare Train, Bus, Flight, and Driving Options

See more options

Traveling From Worcester to Chicago

Best Neighbourhoods in Chicago

Best Times To Visit Chicago's Attractions

Chicago Weather: What to Expect Year-Round

Dining Recommendation

Worcester - Chicago operators

Frequently asked questions

Trips from Worcester

Trips to Chicago

Popular routes