Mexico City & Chicago

Both destinations in one trip from Boston

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

3 + 12 days £490 Sun 31 Jan – Mon 15 Feb

Boston → Mexico City · Sun 31/01 · £235 Go

Mexico City → Chicago · Wed 3/02 · £138 Go

Chicago → Boston · Mon 15/02 · £117 Go

5 + 10 days £490 Sun 31 Jan – Mon 15 Feb

Boston → Mexico City · Sun 31/01 · £235 Go

Mexico City → Chicago · Fri 5/02 · £138 Go

Chicago → Boston · Mon 15/02 · £117 Go

6 + 9 days £490 Sun 31 Jan – Mon 15 Feb

Boston → Mexico City · Sun 31/01 · £235 Go

Mexico City → Chicago · Sat 6/02 · £138 Go

Chicago → Boston · Mon 15/02 · £117 Go

11 + 4 days £490 Sun 31 Jan – Mon 15 Feb

Boston → Mexico City · Sun 31/01 · £235 Go

Mexico City → Chicago · Thu 11/02 · £138 Go

Chicago → Boston · Mon 15/02 · £117 Go

10 + 5 days £492 Sun 31 Jan – Mon 15 Feb

Boston → Mexico City · Sun 31/01 · £235 Go

Mexico City → Chicago · Wed 10/02 · £140 Go

Chicago → Boston · Mon 15/02 · £117 Go

12 + 3 days £494 Sun 31 Jan – Mon 15 Feb

Boston → Mexico City · Sun 31/01 · £235 Go

Mexico City → Chicago · Fri 12/02 · £142 Go

Chicago → Boston · Mon 15/02 · £117 Go

4 + 11 days £497 Sun 31 Jan – Mon 15 Feb

Boston → Mexico City · Sun 31/01 · £235 Go

Mexico City → Chicago · Thu 4/02 · £145 Go

Chicago → Boston · Mon 15/02 · £117 Go

8 + 7 days £510 Sun 31 Jan – Mon 15 Feb

Boston → Mexico City · Sun 31/01 · £235 Go

Mexico City → Chicago · Mon 8/02 · £158 Go

Chicago → Boston · Mon 15/02 · £117 Go

13 + 2 days £510 Sun 31 Jan – Mon 15 Feb

Boston → Mexico City · Sun 31/01 · £235 Go

Mexico City → Chicago · Sat 13/02 · £158 Go

Chicago → Boston · Mon 15/02 · £117 Go

2 + 13 days £511 Sun 31 Jan – Mon 15 Feb

Boston → Mexico City · Sun 31/01 · £235 Go

Mexico City → Chicago · Tue 2/02 · £159 Go

Chicago → Boston · Mon 15/02 · £117 Go

7 + 8 days £511 Sun 31 Jan – Mon 15 Feb

Boston → Mexico City · Sun 31/01 · £235 Go

Mexico City → Chicago · Sun 7/02 · £159 Go

Chicago → Boston · Mon 15/02 · £117 Go

9 + 6 days £511 Sun 31 Jan – Mon 15 Feb

Boston → Mexico City · Sun 31/01 · £235 Go

Mexico City → Chicago · Tue 9/02 · £159 Go

Chicago → Boston · Mon 15/02 · £117 Go

3 + 7 days £541 Tue 16 Feb – Fri 26 Feb

Boston → Mexico City · Tue 16/02 · £288 Go

Mexico City → Chicago · Fri 19/02 · £136 Go

Chicago → Boston · Fri 26/02 · £117 Go

2 + 7 days £541 Wed 17 Feb – Fri 26 Feb

Boston → Mexico City · Wed 17/02 · £288 Go

Mexico City → Chicago · Fri 19/02 · £136 Go

Chicago → Boston · Fri 26/02 · £117 Go

7 + 5 days £543 Sun 7 Feb – Fri 19 Feb

Boston → Mexico City · Sun 7/02 · £288 Go

Mexico City → Chicago · Sun 14/02 · £138 Go

Chicago → Boston · Fri 19/02 · £117 Go

5 + 4 days £543 Sat 6 Feb – Mon 15 Feb

Boston → Mexico City · Sat 6/02 · £288 Go

Mexico City → Chicago · Thu 11/02 · £138 Go

Chicago → Boston · Mon 15/02 · £117 Go

4 + 4 days £543 Sun 7 Feb – Mon 15 Feb

Boston → Mexico City · Sun 7/02 · £288 Go

Mexico City → Chicago · Thu 11/02 · £138 Go

Chicago → Boston · Mon 15/02 · £117 Go

3 + 4 days £543 Mon 8 Feb – Mon 15 Feb

Boston → Mexico City · Mon 8/02 · £288 Go

Mexico City → Chicago · Thu 11/02 · £138 Go

Chicago → Boston · Mon 15/02 · £117 Go

2 + 4 days £543 Tue 9 Feb – Mon 15 Feb

Boston → Mexico City · Tue 9/02 · £288 Go

Mexico City → Chicago · Thu 11/02 · £138 Go

Chicago → Boston · Mon 15/02 · £117 Go

2 + 13 days £543 Thu 4 Feb – Fri 19 Feb

Boston → Mexico City · Thu 4/02 · £288 Go

Mexico City → Chicago · Sat 6/02 · £138 Go

Chicago → Boston · Fri 19/02 · £117 Go

7 + 8 days £543 Thu 4 Feb – Fri 19 Feb

Boston → Mexico City · Thu 4/02 · £288 Go

Mexico City → Chicago · Thu 11/02 · £138 Go

Chicago → Boston · Fri 19/02 · £117 Go

10 + 5 days £543 Thu 4 Feb – Fri 19 Feb

Boston → Mexico City · Thu 4/02 · £288 Go

Mexico City → Chicago · Sun 14/02 · £138 Go

Chicago → Boston · Fri 19/02 · £117 Go

6 + 8 days £543 Fri 5 Feb – Fri 19 Feb

Boston → Mexico City · Fri 5/02 · £288 Go

Mexico City → Chicago · Thu 11/02 · £138 Go

Chicago → Boston · Fri 19/02 · £117 Go

9 + 5 days £543 Fri 5 Feb – Fri 19 Feb

Boston → Mexico City · Fri 5/02 · £288 Go

Mexico City → Chicago · Sun 14/02 · £138 Go

Chicago → Boston · Fri 19/02 · £117 Go

5 + 8 days £543 Sat 6 Feb – Fri 19 Feb

Boston → Mexico City · Sat 6/02 · £288 Go

Mexico City → Chicago · Thu 11/02 · £138 Go

Chicago → Boston · Fri 19/02 · £117 Go

8 + 5 days £543 Sat 6 Feb – Fri 19 Feb

Boston → Mexico City · Sat 6/02 · £288 Go

Mexico City → Chicago · Sun 14/02 · £138 Go

Chicago → Boston · Fri 19/02 · £117 Go

4 + 8 days £543 Sun 7 Feb – Fri 19 Feb

Boston → Mexico City · Sun 7/02 · £288 Go

Mexico City → Chicago · Thu 11/02 · £138 Go

Chicago → Boston · Fri 19/02 · £117 Go

3 + 8 days £543 Mon 8 Feb – Fri 19 Feb

Boston → Mexico City · Mon 8/02 · £288 Go

Mexico City → Chicago · Thu 11/02 · £138 Go

Chicago → Boston · Fri 19/02 · £117 Go

8 + 6 days £543 Sat 6 Feb – Sat 20 Feb

Boston → Mexico City · Sat 6/02 · £288 Go

Mexico City → Chicago · Sun 14/02 · £138 Go

Chicago → Boston · Sat 20/02 · £117 Go

5 + 5 days £543 Tue 9 Feb – Fri 19 Feb

Boston → Mexico City · Tue 9/02 · £288 Go

Mexico City → Chicago · Sun 14/02 · £138 Go

Chicago → Boston · Fri 19/02 · £117 Go

4 + 5 days £543 Wed 10 Feb – Fri 19 Feb

Boston → Mexico City · Wed 10/02 · £288 Go

Mexico City → Chicago · Sun 14/02 · £138 Go

Chicago → Boston · Fri 19/02 · £117 Go

6 + 9 days £543 Fri 5 Feb – Sat 20 Feb

Boston → Mexico City · Fri 5/02 · £288 Go

Mexico City → Chicago · Thu 11/02 · £138 Go

Chicago → Boston · Sat 20/02 · £117 Go

9 + 6 days £543 Fri 5 Feb – Sat 20 Feb

Boston → Mexico City · Fri 5/02 · £288 Go

Mexico City → Chicago · Sun 14/02 · £138 Go

Chicago → Boston · Sat 20/02 · £117 Go

5 + 9 days £543 Sat 6 Feb – Sat 20 Feb

Boston → Mexico City · Sat 6/02 · £288 Go

Mexico City → Chicago · Thu 11/02 · £138 Go

Chicago → Boston · Sat 20/02 · £117 Go

6 + 4 days £543 Fri 5 Feb – Mon 15 Feb

Boston → Mexico City · Fri 5/02 · £288 Go

Mexico City → Chicago · Thu 11/02 · £138 Go

Chicago → Boston · Mon 15/02 · £117 Go

4 + 9 days £543 Sun 7 Feb – Sat 20 Feb

Boston → Mexico City · Sun 7/02 · £288 Go

Mexico City → Chicago · Thu 11/02 · £138 Go

Chicago → Boston · Sat 20/02 · £117 Go

7 + 6 days £543 Sun 7 Feb – Sat 20 Feb

Boston → Mexico City · Sun 7/02 · £288 Go

Mexico City → Chicago · Sun 14/02 · £138 Go

Chicago → Boston · Sat 20/02 · £117 Go

3 + 9 days £543 Mon 8 Feb – Sat 20 Feb

Boston → Mexico City · Mon 8/02 · £288 Go

Mexico City → Chicago · Thu 11/02 · £138 Go

Chicago → Boston · Sat 20/02 · £117 Go

6 + 6 days £543 Mon 8 Feb – Sat 20 Feb

Boston → Mexico City · Mon 8/02 · £288 Go

Mexico City → Chicago · Sun 14/02 · £138 Go

Chicago → Boston · Sat 20/02 · £117 Go

2 + 9 days £543 Tue 9 Feb – Sat 20 Feb

Boston → Mexico City · Tue 9/02 · £288 Go

Mexico City → Chicago · Thu 11/02 · £138 Go

Chicago → Boston · Sat 20/02 · £117 Go

5 + 6 days £543 Tue 9 Feb – Sat 20 Feb

Boston → Mexico City · Tue 9/02 · £288 Go

Mexico City → Chicago · Sun 14/02 · £138 Go

Chicago → Boston · Sat 20/02 · £117 Go

4 + 6 days £543 Wed 10 Feb – Sat 20 Feb

Boston → Mexico City · Wed 10/02 · £288 Go

Mexico City → Chicago · Sun 14/02 · £138 Go

Chicago → Boston · Sat 20/02 · £117 Go

2 + 8 days £543 Tue 9 Feb – Fri 19 Feb

Boston → Mexico City · Tue 9/02 · £288 Go

Mexico City → Chicago · Thu 11/02 · £138 Go

Chicago → Boston · Fri 19/02 · £117 Go

7 + 4 days £543 Thu 4 Feb – Mon 15 Feb

Boston → Mexico City · Thu 4/02 · £288 Go

Mexico City → Chicago · Thu 11/02 · £138 Go

Chicago → Boston · Mon 15/02 · £117 Go

6 + 5 days £543 Mon 8 Feb – Fri 19 Feb

Boston → Mexico City · Mon 8/02 · £288 Go

Mexico City → Chicago · Sun 14/02 · £138 Go

Chicago → Boston · Fri 19/02 · £117 Go

2 + 9 days £543 Thu 4 Feb – Mon 15 Feb

Boston → Mexico City · Thu 4/02 · £288 Go

Mexico City → Chicago · Sat 6/02 · £138 Go

Chicago → Boston · Mon 15/02 · £117 Go

10 + 4 days £543 Mon 1 Feb – Mon 15 Feb

Boston → Mexico City · Mon 1/02 · £288 Go

Mexico City → Chicago · Thu 11/02 · £138 Go

Chicago → Boston · Mon 15/02 · £117 Go

4 + 10 days £543 Mon 1 Feb – Mon 15 Feb

Boston → Mexico City · Mon 1/02 · £288 Go

Mexico City → Chicago · Fri 5/02 · £138 Go

Chicago → Boston · Mon 15/02 · £117 Go

3 + 9 days £543 Wed 3 Feb – Mon 15 Feb

Boston → Mexico City · Wed 3/02 · £288 Go

Mexico City → Chicago · Sat 6/02 · £138 Go

Chicago → Boston · Mon 15/02 · £117 Go

2 + 10 days £543 Wed 3 Feb – Mon 15 Feb

Boston → Mexico City · Wed 3/02 · £288 Go

Mexico City → Chicago · Fri 5/02 · £138 Go

Chicago → Boston · Mon 15/02 · £117 Go

... 197 more possible dates exist ...