Railbookers
Jazz Blues and Rock n Roll
9-day Amtrak rail trip from Chicago to New Orleans via Memphis
9 daysfrom $969
22% rail
United States
Train tours through Chicago
57 rail vacations stop in Chicago, from 8 operators, 3 to 29 days, from $209 per person. Some pass through for an afternoon and some stay for days; each trip page shows the exact overnights.
Amtrak Vacations
America Coast to Coast - DC to San Francisco
Amtrak coast-to-coast rail journey from Washington DC to San Francisco
9 daysfrom $1,049
33% rail
Amtrak Vacations
Blues and the Bayou Roundtrip from Chicago
Roundtrip rail journey from Chicago to Memphis and New Orleans
8 daysfrom $1,079
38% rail
Amtrak Vacations
Charleston and Savannah Roundtrip from Chicago
8-day roundtrip rail vacation from Chicago to Charleston and Savannah
8 daysfrom $1,239
38% rail
Amtrak Vacations
Coast to Coast - Los Angeles to New York
10-day rail trip from Los Angeles to New York via Chicago
10 daysfrom $1,319
50% rail
Amtrak Vacations
Coast to Coast - Seattle to Washington, D.C.
10-day rail trip from Seattle to Washington, D.C. via Chicago
10 daysfrom $1,429
50% rail
Amtrak Vacations
Coast to Coast - Seattle to New York
10-day rail trip from Seattle to New York via Chicago
10 daysfrom $1,439
50% rail
Amtrak Vacations
Coast to Coast - San Francisco to Washington, D.C.
10-day rail trip from San Francisco to Washington, D.C.
10 daysfrom $1,469
50% rail
Amtrak Vacations
Great Southwest Featuring the Grand Canyon
Chicago to Los Angeles rail trip via the Grand Canyon
7 daysfrom $1,649
57% rail
Amtrak Vacations
America Coast to Coast - LA to Boston
Independent coast-to-coast US rail trip on four Amtrak trains, LA to Boston
10 daysfrom $1,809
100% rail
Amtrak Vacations
Great American - Majestic Landscapes
Coast-to-coast rail journey from New York City to San Francisco
12 daysfrom $2,059
25% rail
Amtrak Vacations
Grand Rail Experience
Independent Amtrak roundtrip around the US on five named trains
14 daysfrom $2,079
64% rail
Amtrak Vacations
Grand Northern Rail Experience
Independent Amtrak roundtrip from Chicago to Seattle and San Francisco
12 daysfrom $2,089
42% rail
Amtrak Vacations
Great American - Rails to the West
New York to Las Vegas rail trip via Chicago and Grand Canyon
13 daysfrom $2,159
23% rail
Amtrak Vacations
Grand Tetons and Yellowstone Rail Journey
Independent rail and self-drive trip to the Tetons and Yellowstone
7 daysfrom $2,259
29% rail
Amtrak Vacations
Grand Rail Experience Roundtrip from Los Angeles
Independent Amtrak roundtrip from Los Angeles around the US
16 daysfrom $2,299
56% rail
Amtrak Vacations
Grand Rail Experience Roundtrip from Washington, D.C.
Independent Amtrak roundtrip from Washington, D.C. around the US
14 daysfrom $2,299
57% rail
Amtrak Vacations
Alaska with Glacier Bay aboard Norwegian Encore from Chicago®
Amtrak overnight train from Chicago to Seattle then a 7-day Alaska cruise
11 daysfrom $2,329
18% rail
Amtrak Vacations
Alaska and the Empire Builder Rail and Sail with the Norwegian Jade®
12-day Alaska cruise and Amtrak rail journey from Anchorage to Chicago
12 daysfrom $2,369
25% rail
Amtrak Vacations
Rails Across America The Beautiful
16-day rail journey from Chicago to San Francisco on the California Zephyr
16 daysfrom $2,369
31% rail
Amtrak Vacations
Grand Tetons and Yellowstone Rail Journey Roundtrip from Chicago
Chicago roundtrip rail and rental-car trip to Grand Teton and Yellowstone
8 daysfrom $2,459
38% rail
Amtrak Vacations
America Coast to Coast
Coast-to-coast Amtrak rail journey from New York City to San Francisco
15 daysfrom $2,479
40% rail
Railbookers
Yellowstone to Yosemite by Rail
Amtrak rail trip linking Chicago, Yellowstone, and Yosemite
11 daysfrom $2,649
18% rail
Amtrak Vacations
Grand National Parks with Yellowstone, Yosemite, and the Grand Canyon Roundtrip from Los Angeles
14-day roundtrip Amtrak journey from Los Angeles to three national parks
14 daysfrom $2,819
71% rail
Amtrak Vacations
Coast to Coast Across the USA
16-day USA rail crossing from New York City to San Francisco
16 daysfrom $3,059
56% rail
Railbookers
Coast to Coast Across the USA
16-day coast-to-coast Amtrak journey from New York to San Francisco
16 daysfrom $3,059
44% rail
Amtrak Vacations
Grand National Parks with Yellowstone, Yosemite, and the Grand Canyon Roundtrip San Francisco
Independent Amtrak roundtrip from San Francisco to Yosemite, Grand Canyon and Yellowstone
16 daysfrom $3,099
44% rail
Amtrak Vacations
Grand Tetons and Yellowstone Express
Independent rail and road trip to the Tetons and Yellowstone
6 daysfrom $3,129
33% rail
Railbookers
Rocky Mountains to Arches and Canyonlands with Canyon Spirit from Chicago
8-day rail trip from Chicago through Denver to Arches and Canyonlands
8 daysfrom $3,509
50% rail
Amtrak Vacations
Grand National Parks with Yellowstone, Yosemite, and the Grand Canyon Roundtrip from Washington, D.C.
15-day roundtrip Amtrak journey from Washington DC to three national parks
15 daysfrom $3,629
80% rail
Amtrak Vacations
Grand Rail Experience with Glacier National Park
Independent Amtrak roundtrip with a 3-night Glacier National Park stop
17 daysfrom $4,079
53% rail
Tailor Made Rail
USA Coast to Coast by Rail
Fifteen-day rail journey from New York to San Francisco on Amtrak.
15 daysfrom $4,153
40% rail
Amtrak Vacations
Americas National Parks Roundtrip from Chicago
Chicago roundtrip rail trip to Rocky Mountain, Arches, Canyonlands and Yellowstone parks
11 daysfrom $4,209
36% rail
Cox & Kings
The Soul Train: From Chicago to the Big Easy
12-day tailor-made rail journey from Chicago to New Orleans via Memphis
12 daysfrom $4,241
17% rail
Freedom Destinations
Great American Rail Adventure
17-day Amtrak loop linking New York, New Orleans, and San Francisco
17 daysfrom $4,287
41% rail
Amtrak Vacations
Alaska Rail and Sail with Denali National Park from Chicago
Chicago to Fairbanks by Amtrak, Alaska cruise, and Alaska Railroad to Denali
18 daysfrom $4,579
33% rail
First Class Holidays
Route 66 by Rail
Amtrak and Grand Canyon Railway from Chicago to Los Angeles in 14 days
14 daysfrom $4,823
40% rail
Railbookers
Grand National Parks with Yellowstone, Yosemite, and Glacier National Park
Cross-country US rail trip through Yellowstone, Yosemite, and Glacier
15 daysfrom $5,209
73% rail
Amtrak Vacations
Grand National Parks with Yellowstone, Yosemite, and Glacier National Park Roundtrip from Washington, D.C.
17-day roundtrip Amtrak journey from Washington DC to three national parks
17 daysfrom $5,689
71% rail
Amtrak Vacations
Grand National Parks with Yellowstone, Yosemite, and Glacier National Park Roundtrip from New York City
17-day roundtrip Amtrak journey from New York City to three national parks
17 daysfrom $5,799
71% rail
Amtrak Vacations
Coast to Coast - Best of the USA and Canada
29-day coast-to-coast USA-Canada rail journey, New York to Toronto
29 daysfrom $6,889
45% rail
Great Rail Journeys
Grand Tour of the USA
Escorted rail journey across the USA from San Francisco to New York City.
18 daysfrom $7,235
35% rail
Amtrak Vacations
Chicago Getaway
An independent 3-day rail getaway to Chicago with CityPASS attractions
3 daysfrom $209 + rail fare
60% rail
Amtrak Vacations
Chicago Ultimate Getaway
Chicago-only city break with hotel, sightseeing tour, and separate rail add-on
4 daysfrom $249 + rail fare
30% rail
Amtrak Vacations
Chicago Getaway Roundtrip from Indianapolis
Roundtrip rail getaway from Indianapolis to Chicago on the Cardinal
3 daysfrom $429
60% rail
Amtrak Vacations
Chicago Ultimate Getaway from Montreal
Independent one-way rail getaway from Montreal to Chicago
5 daysfrom $429
35% rail
Amtrak Vacations
Chicago Getaway Roundtrip from Denver
Independent 5-day Chicago getaway roundtrip by rail from Denver
5 daysfrom $449
40% rail
Amtrak Vacations
Austin Getaway Roundtrip from Chicago
Roundtrip rail getaway from Chicago to Austin on the Texas Eagle
5 daysfrom $459
40% rail
Amtrak Vacations
Chicago Ultimate Getaway Roundtrip from Dallas
Roundtrip rail getaway from Dallas to Chicago on the Texas Eagle
6 daysfrom $559
35% rail
Amtrak Vacations
Chicago Ultimate Getaway Roundtrip from Seattle
Cross-country roundtrip rail getaway Seattle to Chicago on the Empire Builder
8 daysfrom $639
50% rail
Amtrak Vacations
Boston and Cape Cod Getaway Roundtrip from Chicago
Independent overnight rail getaway from Chicago to Boston and Cape Cod
6 daysfrom $779
33% rail
Amtrak Vacations
Chicago Ultimate Getaway Roundtrip from New York City
Roundtrip rail getaway NYC to Chicago on the Lake Shore Limited
6 daysfrom $789
35% rail
Amtrak Vacations
Chicago Ultimate Getaway Roundtrip from Denver
Roundtrip rail getaway from Denver to Chicago on the California Zephyr
6 daysfrom $829
35% rail
Amtrak Vacations
Portland and Seattle Getaway Roundtrip from Chicago
Chicago to Portland and Seattle rail roundtrip via the Empire Builder
9 daysfrom $1,239
50% rail
Amtrak Vacations
Arches and Canyonlands Getaway Roundtrip from Chicago
5-day Chicago roundtrip rail getaway to Arches and Canyonlands parks
5 daysfrom $1,789
40% rail
Fred. Holidays (Fred. Rail Journeys)
Across the USA
Tailor-made Amtrak rail journey coast to coast from Seattle to Miami.
price on request
85% rail
Great Rail Journeys
Grand Canyon Railway Rails to the Rim Adventure
Six-day rail journey from Chicago to Grand Canyon on two trains
6 daysprice on request
75% rail