Call To Book!call:
Hours
Menu

Chicago Getaway Roundtrip from Boston

5 Days from

$669

Boston Chicago Boston

Reservations:
Request a Quote
from your Amtrak Station:
Click Here

Chicago Getaway Roundtrip from Boston

5 Days from

$669

Boston, MA Chicago, IL Boston, MA

Reservations:
1 (800) 268-7252
Request a Quote
from your Amtrak Station:
Click Here

Trip Overview

Get to know The Windy City during this five-day, roundtrip getaway from Boston. Upon arrival, start exploring Chicago’s many essential experiences and attractions. Pay a visit to Wrigley Field, stroll along the Riverwalk, or stop by Millennium Park. Get a bird’s-eye-view of the city atop the Skydeck or from the 360° Chicago observatory, 1,000 feet up inside the John Hancock Building. However you choose to spend your time, you’re sure to have a memorable vacation while discovering this magnificent destination.

Highlights

  • 2 nights' hotel accommodations
  • Chicago CityPASS® including:
    - Shedd Aquarium (VIP Entry)
    - SkyDeck Chicago (Fast Pass)
    - The Field Museum (VIP Entry)
    - Museum of Science and Industry (VIP Entry) OR 360 Chicago (Express Entry)
    - Adler Plantarium (VIP Entry) OR Art Institute of Chicago (Fast Pass)
  • Multi Day Hop-on, hop-off sightseeing tour of Chicago
  • Roundtrip Amtrak® in Coach accommodations from Chicago, IL on the Lake Shore Limited®


PERSONALIZE YOUR TRIP:

  • Sightseeing cruise
  • Dinner at a popular restaurant
Trip Map

Disclaimer:

Package prices are per person, double occupancy, tax included. Prices do not include rail from your hometown. Please call for pricing. Package prices are subject to change without notice, and all reservations are based upon availability at the time of booking. Amtrak travel is for Coach accommodations unless otherwise noted. Upgrades to Roomette or Bedroom accommodations on board Amtrak are available. Call for pricing. Other restrictions may apply. Activities referenced in the itinerary during free time are for suggested purposes only and are not included. Seasonal activity (if applicable): During the off-season, some tours may not be available. In this case, a similar tour will be substituted. Passports (if applicable): Passports are required when crossing the Canadian border. Amtrak and Amtrak Vacations are registered service marks of the National Railroad Passenger Corporation.

Holiday Inn Chicago Mart Plaza

Located in the center of downtown Chicago’s exciting River North area and minutes from the Loop and Michigan Ave the contemporary Holiday Inn Chicago Mart Plaza offers exceptional views of the Chicago River and the Chicago skyline. Our recent $20 million redesign is apparent in every aspect of the Holiday Inn Mart Plaza, from our stunning atrium lobby to our 521 comfortable and contemporary guest rooms and suites.

JW Marriott Chicago

The JW Marriott Chicago is a luxurious and majestic Chicago Loop hotel. This luxury hotel in downtown Chicago is located near State Street, Millennium Park, Magnificent Mile and historic Chicago museums.

Palmer House Hilton

Welcome to The Palmer House®: a Hilton Hotel - an iconic, world-class downtown Chicago hotel and gateway to Chicago's rejuvenated Loop scene. A modern Chicago grand hotel, the Palmer House is a lively destination within walking distance of the best attractions the city of Chicago has to offer like Millennium Park, the Art Institute of Chicago, and the theater district. The guest rooms and suites match the hotel's French Baroque styling with metropolitan flair.

Sheraton Grand Chicago

Located in the heart of downtown Chicago, the Sheraton Chicago Hotel & Towers, is ideally situated on the Chicago River, within walking distance of Navy Pier, Magnificent Mile shopping, Millennium Park, the Loop business district and all of the other local favorites that make Chicago a one of a kind destination.

The Westin Michigan Avenue

The Westin Michigan Avenue Chicago Hotel, which is located on Chicago's famed Magnificent Mile, is steps from Lake Michigan, Michigan Avenue restaurants and premier Michigan Avenue shopping.

Select Your Departure Date

For more information or to make a reservation,
call our train vacation experts at: 1-800-AMTRAK-2

Disclaimer:

Package prices are per person, double occupancy, tax included. Prices do not include rail from your hometown. Please call for pricing. Package prices are subject to change without notice, and all reservations are based upon availability at the time of booking. Amtrak travel is for Coach accommodations unless otherwise noted. Upgrades to Roomette or Bedroom accommodations on board Amtrak are available. Call for pricing. Other restrictions may apply. Activities referenced in the itinerary during free time are for suggested purposes only and are not included. Seasonal activity (if applicable): During the off-season, some tours may not be available. In this case, a similar tour will be substituted. Passports (if applicable): Passports are required when crossing the Canadian border. Amtrak and Amtrak Vacations are registered service marks of the National Railroad Passenger Corporation.

Other Vacations you might like

Yellowstone National Park Getaway

Rail Getaways

Salt Lake City Yellowstone National Park Salt Lake City

5 Days - from $489

Explore Yellowstone National Park on this 5-day EXPERIENCE that includes some quality time in...

View Details
Santa Fe Getaway

Rail Getaways

Santa Fe

3 Days - from $149

Visit this popular Southwest city on a 3-day getaway. During your stay you will enjoy a walking...

View Details
Grand Canyon National Park Rainbow
Grand Canyon Rail Getaway from Flagstaff

Rail Getaways

Flagstaff Grand Canyon National Park Flagstaff

3 Days - from $479

Experience the majestic Grand Canyon and the surrounding Southwestern sights on this 3-day...

View Details
American Flag Eagle
The All American

Independent Rail Journeys

Chicago New York City New Orleans San Francisco Denver Chicago

15 Days - from $2,499

This 15-day rail journey that visits some of America's most sought-after destinations; New York,...

View Details
Roanoke Virginia
Roanoke Getaway Roundtrip from Washington, DC

Rail Getaways

Roanoke

3 Days - from $429

Relax onboard Amtrak with a scenic train journey from Washington, DC to Roanoke, a small town...

View Details

Where do you want to go?

Here are all of the destinations we travel to.

Loading...