Mexico City & Chicago

Both destinations in one trip from Boston

£503 Best deal

Mexico City

Mexico City, the densely populated capital of Mexico, is known for its rich history, vibrant arts scene, and delectable cuisine. Visit the stunning Palacio de Bellas Artes, explore the ancient ruins of Templo Mayor, or wander through the bustling Zocalo. Mexico City's colorful markets, street food vendors, and the annual Day of the Dead celebrations make it a city full of life and culture.

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.

Latest deals

2 + 11 days £503 Tue 20 Oct – Mon 2 Nov

Boston → Mexico City · Tue 20/10 · £290 Go

Mexico City → Chicago · Thu 22/10 · £132 Go

Chicago → Boston · Mon 2/11 · £81 Go

6 + 7 days £510 Tue 20 Oct – Mon 2 Nov

Boston → Mexico City · Tue 20/10 · £290 Go

Mexico City → Chicago · Mon 26/10 · £139 Go

Chicago → Boston · Mon 2/11 · £81 Go

3 + 10 days £517 Tue 20 Oct – Mon 2 Nov

Boston → Mexico City · Tue 20/10 · £290 Go

Mexico City → Chicago · Fri 23/10 · £146 Go

Chicago → Boston · Mon 2/11 · £81 Go

10 + 3 days £524 Tue 20 Oct – Mon 2 Nov

Boston → Mexico City · Tue 20/10 · £290 Go

Mexico City → Chicago · Fri 30/10 · £153 Go

Chicago → Boston · Mon 2/11 · £81 Go

9 + 4 days £524 Tue 20 Oct – Mon 2 Nov

Boston → Mexico City · Tue 20/10 · £290 Go

Mexico City → Chicago · Thu 29/10 · £153 Go

Chicago → Boston · Mon 2/11 · £81 Go

11 + 2 days £524 Tue 20 Oct – Mon 2 Nov

Boston → Mexico City · Tue 20/10 · £290 Go

Mexico City → Chicago · Sat 31/10 · £153 Go

Chicago → Boston · Mon 2/11 · £81 Go

7 + 6 days £524 Tue 20 Oct – Mon 2 Nov

Boston → Mexico City · Tue 20/10 · £290 Go

Mexico City → Chicago · Tue 27/10 · £153 Go

Chicago → Boston · Mon 2/11 · £81 Go

4 + 9 days £524 Tue 20 Oct – Mon 2 Nov

Boston → Mexico City · Tue 20/10 · £290 Go

Mexico City → Chicago · Sat 24/10 · £153 Go

Chicago → Boston · Mon 2/11 · £81 Go

8 + 5 days £530 Tue 20 Oct – Mon 2 Nov

Boston → Mexico City · Tue 20/10 · £290 Go

Mexico City → Chicago · Wed 28/10 · £159 Go

Chicago → Boston · Mon 2/11 · £81 Go

5 + 10 days £533 Sat 17 Oct – Sun 1 Nov

Boston → Mexico City · Sat 17/10 · £290 Go

Mexico City → Chicago · Thu 22/10 · £132 Go

Chicago → Boston · Sun 1/11 · £111 Go

2 + 10 days £533 Tue 20 Oct – Sun 1 Nov

Boston → Mexico City · Tue 20/10 · £290 Go

Mexico City → Chicago · Thu 22/10 · £132 Go

Chicago → Boston · Sun 1/11 · £111 Go

5 + 8 days £538 Tue 20 Oct – Mon 2 Nov

Boston → Mexico City · Tue 20/10 · £290 Go

Mexico City → Chicago · Sun 25/10 · £167 Go

Chicago → Boston · Mon 2/11 · £81 Go

6 + 6 days £540 Tue 20 Oct – Sun 1 Nov

Boston → Mexico City · Tue 20/10 · £290 Go

Mexico City → Chicago · Mon 26/10 · £139 Go

Chicago → Boston · Sun 1/11 · £111 Go

9 + 6 days £540 Sat 17 Oct – Sun 1 Nov

Boston → Mexico City · Sat 17/10 · £290 Go

Mexico City → Chicago · Mon 26/10 · £139 Go

Chicago → Boston · Sun 1/11 · £111 Go

6 + 9 days £547 Sat 17 Oct – Sun 1 Nov

Boston → Mexico City · Sat 17/10 · £290 Go

Mexico City → Chicago · Fri 23/10 · £146 Go

Chicago → Boston · Sun 1/11 · £111 Go

3 + 9 days £547 Tue 20 Oct – Sun 1 Nov

Boston → Mexico City · Tue 20/10 · £290 Go

Mexico City → Chicago · Fri 23/10 · £146 Go

Chicago → Boston · Sun 1/11 · £111 Go

3 + 12 days £547 Sat 17 Oct – Sun 1 Nov

Boston → Mexico City · Sat 17/10 · £290 Go

Mexico City → Chicago · Tue 20/10 · £146 Go

Chicago → Boston · Sun 1/11 · £111 Go

10 + 2 days £554 Tue 20 Oct – Sun 1 Nov

Boston → Mexico City · Tue 20/10 · £290 Go

Mexico City → Chicago · Fri 30/10 · £153 Go

Chicago → Boston · Sun 1/11 · £111 Go

4 + 8 days £554 Tue 20 Oct – Sun 1 Nov

Boston → Mexico City · Tue 20/10 · £290 Go

Mexico City → Chicago · Sat 24/10 · £153 Go

Chicago → Boston · Sun 1/11 · £111 Go

7 + 5 days £554 Tue 20 Oct – Sun 1 Nov

Boston → Mexico City · Tue 20/10 · £290 Go

Mexico City → Chicago · Tue 27/10 · £153 Go

Chicago → Boston · Sun 1/11 · £111 Go

13 + 2 days £554 Sat 17 Oct – Sun 1 Nov

Boston → Mexico City · Sat 17/10 · £290 Go

Mexico City → Chicago · Fri 30/10 · £153 Go

Chicago → Boston · Sun 1/11 · £111 Go

12 + 3 days £554 Sat 17 Oct – Sun 1 Nov

Boston → Mexico City · Sat 17/10 · £290 Go

Mexico City → Chicago · Thu 29/10 · £153 Go

Chicago → Boston · Sun 1/11 · £111 Go

10 + 5 days £554 Sat 17 Oct – Sun 1 Nov

Boston → Mexico City · Sat 17/10 · £290 Go

Mexico City → Chicago · Tue 27/10 · £153 Go

Chicago → Boston · Sun 1/11 · £111 Go

7 + 8 days £554 Sat 17 Oct – Sun 1 Nov

Boston → Mexico City · Sat 17/10 · £290 Go

Mexico City → Chicago · Sat 24/10 · £153 Go

Chicago → Boston · Sun 1/11 · £111 Go

9 + 3 days £554 Tue 20 Oct – Sun 1 Nov

Boston → Mexico City · Tue 20/10 · £290 Go

Mexico City → Chicago · Thu 29/10 · £153 Go

Chicago → Boston · Sun 1/11 · £111 Go

3 + 11 days £556 Mon 19 Oct – Mon 2 Nov

Boston → Mexico City · Mon 19/10 · £343 Go

Mexico City → Chicago · Thu 22/10 · £132 Go

Chicago → Boston · Mon 2/11 · £81 Go

4 + 11 days £556 Sun 18 Oct – Mon 2 Nov

Boston → Mexico City · Sun 18/10 · £343 Go

Mexico City → Chicago · Thu 22/10 · £132 Go

Chicago → Boston · Mon 2/11 · £81 Go

2 + 13 days £560 Sat 17 Oct – Sun 1 Nov

Boston → Mexico City · Sat 17/10 · £290 Go

Mexico City → Chicago · Mon 19/10 · £159 Go

Chicago → Boston · Sun 1/11 · £111 Go

8 + 4 days £560 Tue 20 Oct – Sun 1 Nov

Boston → Mexico City · Tue 20/10 · £290 Go

Mexico City → Chicago · Wed 28/10 · £159 Go

Chicago → Boston · Sun 1/11 · £111 Go

4 + 11 days £560 Sat 17 Oct – Sun 1 Nov

Boston → Mexico City · Sat 17/10 · £290 Go

Mexico City → Chicago · Wed 21/10 · £159 Go

Chicago → Boston · Sun 1/11 · £111 Go

11 + 4 days £560 Sat 17 Oct – Sun 1 Nov

Boston → Mexico City · Sat 17/10 · £290 Go

Mexico City → Chicago · Wed 28/10 · £159 Go

Chicago → Boston · Sun 1/11 · £111 Go

2 + 7 days £563 Sat 24 Oct – Mon 2 Nov

Boston → Mexico City · Sat 24/10 · £343 Go

Mexico City → Chicago · Mon 26/10 · £139 Go

Chicago → Boston · Mon 2/11 · £81 Go

7 + 7 days £563 Mon 19 Oct – Mon 2 Nov

Boston → Mexico City · Mon 19/10 · £343 Go

Mexico City → Chicago · Mon 26/10 · £139 Go

Chicago → Boston · Mon 2/11 · £81 Go

5 + 7 days £563 Wed 21 Oct – Mon 2 Nov

Boston → Mexico City · Wed 21/10 · £343 Go

Mexico City → Chicago · Mon 26/10 · £139 Go

Chicago → Boston · Mon 2/11 · £81 Go

8 + 7 days £563 Sun 18 Oct – Mon 2 Nov

Boston → Mexico City · Sun 18/10 · £343 Go

Mexico City → Chicago · Mon 26/10 · £139 Go

Chicago → Boston · Mon 2/11 · £81 Go

4 + 10 days £570 Mon 19 Oct – Mon 2 Nov

Boston → Mexico City · Mon 19/10 · £343 Go

Mexico City → Chicago · Fri 23/10 · £146 Go

Chicago → Boston · Mon 2/11 · £81 Go

2 + 13 days £570 Sun 18 Oct – Mon 2 Nov

Boston → Mexico City · Sun 18/10 · £343 Go

Mexico City → Chicago · Tue 20/10 · £146 Go

Chicago → Boston · Mon 2/11 · £81 Go

5 + 10 days £570 Sun 18 Oct – Mon 2 Nov

Boston → Mexico City · Sun 18/10 · £343 Go

Mexico City → Chicago · Fri 23/10 · £146 Go

Chicago → Boston · Mon 2/11 · £81 Go

2 + 10 days £570 Wed 21 Oct – Mon 2 Nov

Boston → Mexico City · Wed 21/10 · £343 Go

Mexico City → Chicago · Fri 23/10 · £146 Go

Chicago → Boston · Mon 2/11 · £81 Go

3 + 4 days £577 Mon 26 Oct – Mon 2 Nov

Boston → Mexico City · Mon 26/10 · £343 Go

Mexico City → Chicago · Thu 29/10 · £153 Go

Chicago → Boston · Mon 2/11 · £81 Go

6 + 2 days £577 Sun 25 Oct – Mon 2 Nov

Boston → Mexico City · Sun 25/10 · £343 Go

Mexico City → Chicago · Sat 31/10 · £153 Go

Chicago → Boston · Mon 2/11 · £81 Go

4 + 4 days £577 Sun 25 Oct – Mon 2 Nov

Boston → Mexico City · Sun 25/10 · £343 Go

Mexico City → Chicago · Thu 29/10 · £153 Go

Chicago → Boston · Mon 2/11 · £81 Go

2 + 6 days £577 Sun 25 Oct – Mon 2 Nov

Boston → Mexico City · Sun 25/10 · £343 Go

Mexico City → Chicago · Tue 27/10 · £153 Go

Chicago → Boston · Mon 2/11 · £81 Go

7 + 2 days £577 Sat 24 Oct – Mon 2 Nov

Boston → Mexico City · Sat 24/10 · £343 Go

Mexico City → Chicago · Sat 31/10 · £153 Go

Chicago → Boston · Mon 2/11 · £81 Go

6 + 3 days £577 Sat 24 Oct – Mon 2 Nov

Boston → Mexico City · Sat 24/10 · £343 Go

Mexico City → Chicago · Fri 30/10 · £153 Go

Chicago → Boston · Mon 2/11 · £81 Go

6 + 6 days £577 Wed 21 Oct – Mon 2 Nov

Boston → Mexico City · Wed 21/10 · £343 Go

Mexico City → Chicago · Tue 27/10 · £153 Go

Chicago → Boston · Mon 2/11 · £81 Go

8 + 4 days £577 Wed 21 Oct – Mon 2 Nov

Boston → Mexico City · Wed 21/10 · £343 Go

Mexico City → Chicago · Thu 29/10 · £153 Go

Chicago → Boston · Mon 2/11 · £81 Go

9 + 3 days £577 Wed 21 Oct – Mon 2 Nov

Boston → Mexico City · Wed 21/10 · £343 Go

Mexico City → Chicago · Fri 30/10 · £153 Go

Chicago → Boston · Mon 2/11 · £81 Go

10 + 2 days £577 Wed 21 Oct – Mon 2 Nov

Boston → Mexico City · Wed 21/10 · £343 Go

Mexico City → Chicago · Sat 31/10 · £153 Go

Chicago → Boston · Mon 2/11 · £81 Go

5 + 4 days £577 Sat 24 Oct – Mon 2 Nov

Boston → Mexico City · Sat 24/10 · £343 Go

Mexico City → Chicago · Thu 29/10 · £153 Go

Chicago → Boston · Mon 2/11 · £81 Go

... 23 more possible dates exist ...