Lowest Prices
We find the cheapest bus & train tickets, so you can wander for less.
Best Travel Options
We partner with 500+ carriers to bring you the most bus & train options.
Quick & Easy Booking
Book trips quickly with a simple, hassle-free checkout – online & on our app.
Fast Customer Support
We don’t monkey around. We respond within minutes to help you out.
Trip Summary
On most days, there is one scheduled train that travels from Westwood to Chicago. The train trip from Westwood to Chicago is usually about 38 hours and 49 minutes long. However, be prepared just in case your train arrives slightly earlier or later than scheduled.
| Distance | 841 mi (1353 km) |
| Fastest train | 38h 49m |
| Lowest price | $411.00 |
| Most frequent service | Amtrak |
| Train lines | 1 |
Which train should you take from Westwood to Chicago?
Amtrak is the one and only train line which connects Westwood to Chicago. Furthermore, there is only one train per day, so you will have to plan your travel around this limited availability. On the other hand, you won't have to spend a ton of time comparing a bunch of possible options.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 1 | 1d 14h 49m | $411.00 |
Amtrak is the largest passenger railroad service in America, offering daily intercity trains to hundreds of destinations across the contiguous United States, as well as several cities in Canada. Every Amtrak train comes equipped with comfortable seats with extra legroom, as well as several four-seat areas with tables in the middle. In addition, each car has a freshly cleaned restroom, free WiFi and power outlets at every seat. There are also snack bars where you can purchase drinks or food during your journey. On average, there are 1 Amtrak trains from Westwood to Chicago every day, as well as 0 trips on the weekends, with prices starting from $411.
Frequently Asked Questions
The distance between Westwood and Chicago is approximately 841 miles, or 1353 kilometers. The average train journey between these two cities takes 38 hours and 49 minutes,
Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.
Friday tends to be the busiest day of the week with travelers taking trains from Westwood to Chicago. Ticket price also tend to be more expensive on Friday than other days. If you are hoping to have more room on the train and even save some change check out travel options on Friday instead, as less people travel then and deals are more likely to be found.
Most days, there is only one train which leaves Westwood at 8:00pm and arrives in Chicago around 38 hours later.
Typically there is only one scheduled train per day. However, it is not a direct train. This means that you will need to disembark from your original train and board a connecting train at some point during your journey. You will need to remember to bring your carry-on luggage with you when you transfer trains. Depending on the carrier's policy, you may also be responsible for transferring your own checked baggage.
You can also take a train for your return trip from Chicago to Westwood.
City Information
Westwood
Westwood, Massachusetts, is a small town about 13 miles outside of Boston. This quaint suburb's high-quality school system and 30-minute commute into Boston make it a popular place for families to live.
Although Westwood maintains a distinct small-town vibe, there are growing shopping opportunities in the University Station area and along High Street. Buckmaster Pond is a popular spot for fishing, picnicking, walking, and in the winter, ice skating. Several working farms in the area welcome visitors to walk around the land, meet barnyard animals, and purchase fresh produce and goods. The historic Bradley Estate in neighboring Canton is also a gorgeous place to explore in the area.
Westwood connects to Boston via the MBTA commuter rail and is located right off I-95. Westwood also has its own Amtrak station, connecting to Amtrak's Northeast Regional line and Acela services.
Chicago
Known for its innovative architecture, cultural contributions to jazz and house music, and of course that irresistible deep-dish pizza, the many sights and experiences in Chicago make it one of the best urban vacation destinations for millennials and a top destination in Illinois.
You can't beat the views of the city and Lake Michigan from the SkyDeck in the Willis Tower; at over 1,300 feet, this is the highest observation deck in the U.S. Snap that classic selfie with the Bean in Millennium Park, then wander the many museums in nearby Grant Park. Navy Pier is a popular tourist hotspot for its parks, restaurants, and attractions right on Lake Michigan, and baseball fans will find paradise in Wrigleyville, home to the Chicago Cubs' Wrigley Field and sports bars galore.
Chicago's enormous parks offer plentiful opportunities for outdoor activities in gorgeous urban settings. Many companies offer kayak rentals or boat tours on the Chicago River, with special tours running on Saint Patrick's Day, when the entire river is dyed green. When you’re ready to buy some souvenirs from your epic trip, hit the big brand stores on the Magnificent Mile, or shop local in neighborhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theater, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.
Chicago is one of the biggest transportation hubs in the Midwest, and provides easy access to nearby destinations ideal for day trips, as well as international travel from two airports. Thanks to plenty of bus and train stations throughout the city, getting to the Windy City is a breeze.
Station Information
Where is the train station in Westwood?
Main departure station: 50 University Ave
There is one train station in Westwood.
All train stations in Westwood:
50 University Ave
Where is the train station in Chicago?
Image credit: Jeramey Jannene
Link to image attribution
Main arrival station: Chicago (Union Station), Illinois
The historic Chicago Union Station is the United States' third busiest train station and a hub for 15 Amtrak train lines with destinations throughout the country. The station also serves bus carriers like Greyhound, Indian Trails and Jefferson Lines, and offers connections to Metra commuter lines. Union Station is also just a quick walk to the nearest Chicago L lines. The current station was built in 1925, to replace the original one dating back to 1881, and today wows visitors with its impressive facade, massive columns, and opulent Great Hall. Located right in downtown and adjacent to the Chicago Loop, Union Station is equipped with many services and amenities, including phone charging stations, shops, and various food and drink options.
All train stations in Chicago:
Chicago (Union Station), Illinois
Get around town with Moovit
Need a return trip from Chicago to Westwood?
Search Train Tickets
Wanderu is the simplest way to book bus and train travel.
With just a quick search on Wanderu, you can compare bus and train schedules and prices from hundreds of travel companies in one convenient place to find the trip that works best for you. Wanderu’s simple checkout process makes it easy to book cheap bus and train tickets hassle-free. Most importantly, as Wanderu is an official partner of all leading bus and train companies, we always have the best bus and train deals out there.
Book buses and trains on the go with the Wanderu app.
Download our app and snag the best travel deals across North America & Europe.Learn more