Chicago & Vancouver

Both destinations in one trip from Boston

£448 Best deal
Chicago

Chicago

Chicago, Illinois, nestled along Lake Michigan, is famed for its bold architecture, deep-dish pizza, and jazz music. Take an architectural river cruise, visit the expansive Art Institute of Chicago, or enjoy the view from the Willis Tower Skydeck. Chicago's bustling Magnificent Mile, numerous parks, and annual events like the Chicago Air and Water Show make it a city of architectural marvels and cultural depth.

Vancouver

Vancouver

Vancouver, a bustling west coast seaport in British Columbia, is known for its diverse culture, beautiful parks, and thriving arts scene. Visit the scenic Stanley Park, explore the bustling Granville Island, or ski on the nearby Grouse Mountain. Vancouver's sustainable dining, stunning landscapes, and the annual Vancouver International Film Festival make it a city of natural beauty and cultural richness.

Latest deals

4 + 3 days £448 Fri 18 Jun – Fri 25 Jun
Boston → Chicago · Fri 18/06 · £95 Go
Chicago → Vancouver · Tue 22/06 · £155 Go
Vancouver → Boston · Fri 25/06 · £198 Go
5 + 2 days £448 Fri 18 Jun – Fri 25 Jun
Boston → Chicago · Fri 18/06 · £95 Go
Chicago → Vancouver · Wed 23/06 · £155 Go
Vancouver → Boston · Fri 25/06 · £198 Go
2 + 3 days £448 Sun 20 Jun – Fri 25 Jun
Boston → Chicago · Sun 20/06 · £95 Go
Chicago → Vancouver · Tue 22/06 · £155 Go
Vancouver → Boston · Fri 25/06 · £198 Go
3 + 2 days £448 Sun 20 Jun – Fri 25 Jun
Boston → Chicago · Sun 20/06 · £95 Go
Chicago → Vancouver · Wed 23/06 · £155 Go
Vancouver → Boston · Fri 25/06 · £198 Go
3 + 4 days £464 Fri 18 Jun – Fri 25 Jun
Boston → Chicago · Fri 18/06 · £95 Go
Chicago → Vancouver · Mon 21/06 · £171 Go
Vancouver → Boston · Fri 25/06 · £198 Go
2 + 5 days £469 Fri 18 Jun – Fri 25 Jun
Boston → Chicago · Fri 18/06 · £95 Go
Chicago → Vancouver · Sun 20/06 · £176 Go
Vancouver → Boston · Fri 25/06 · £198 Go
3 + 5 days £475 Sun 20 Jun – Mon 28 Jun
Boston → Chicago · Sun 20/06 · £95 Go
Chicago → Vancouver · Wed 23/06 · £155 Go
Vancouver → Boston · Mon 28/06 · £225 Go
2 + 6 days £475 Sun 20 Jun – Mon 28 Jun
Boston → Chicago · Sun 20/06 · £95 Go
Chicago → Vancouver · Tue 22/06 · £155 Go
Vancouver → Boston · Mon 28/06 · £225 Go
5 + 5 days £475 Fri 18 Jun – Mon 28 Jun
Boston → Chicago · Fri 18/06 · £95 Go
Chicago → Vancouver · Wed 23/06 · £155 Go
Vancouver → Boston · Mon 28/06 · £225 Go
4 + 6 days £475 Fri 18 Jun – Mon 28 Jun
Boston → Chicago · Fri 18/06 · £95 Go
Chicago → Vancouver · Tue 22/06 · £155 Go
Vancouver → Boston · Mon 28/06 · £225 Go
6 + 4 days £491 Fri 18 Jun – Mon 28 Jun
Boston → Chicago · Fri 18/06 · £95 Go
Chicago → Vancouver · Thu 24/06 · £171 Go
Vancouver → Boston · Mon 28/06 · £225 Go
8 + 2 days £491 Fri 18 Jun – Mon 28 Jun
Boston → Chicago · Fri 18/06 · £95 Go
Chicago → Vancouver · Sat 26/06 · £171 Go
Vancouver → Boston · Mon 28/06 · £225 Go
3 + 7 days £491 Fri 18 Jun – Mon 28 Jun
Boston → Chicago · Fri 18/06 · £95 Go
Chicago → Vancouver · Mon 21/06 · £171 Go
Vancouver → Boston · Mon 28/06 · £225 Go
4 + 4 days £491 Sun 20 Jun – Mon 28 Jun
Boston → Chicago · Sun 20/06 · £95 Go
Chicago → Vancouver · Thu 24/06 · £171 Go
Vancouver → Boston · Mon 28/06 · £225 Go
6 + 2 days £491 Sun 20 Jun – Mon 28 Jun
Boston → Chicago · Sun 20/06 · £95 Go
Chicago → Vancouver · Sat 26/06 · £171 Go
Vancouver → Boston · Mon 28/06 · £225 Go
2 + 8 days £496 Fri 18 Jun – Mon 28 Jun
Boston → Chicago · Fri 18/06 · £95 Go
Chicago → Vancouver · Sun 20/06 · £176 Go
Vancouver → Boston · Mon 28/06 · £225 Go
7 + 3 days £541 Fri 18 Jun – Mon 28 Jun
Boston → Chicago · Fri 18/06 · £95 Go
Chicago → Vancouver · Fri 25/06 · £221 Go
Vancouver → Boston · Mon 28/06 · £225 Go
5 + 3 days £541 Sun 20 Jun – Mon 28 Jun
Boston → Chicago · Sun 20/06 · £95 Go
Chicago → Vancouver · Fri 25/06 · £221 Go
Vancouver → Boston · Mon 28/06 · £225 Go