Chicago

Direct return from Miami

£117 Save up to

£50 Best deal

£167 Average cost

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

5 days £50 Wed 17 Feb – Mon 22 Feb

Miami → Chicago · Wed 17/02 · £31 Go

Chicago → Miami · Mon 22/02 · £19 Go

4 days £50 Thu 18 Feb – Mon 22 Feb

Miami → Chicago · Thu 18/02 · £31 Go

Chicago → Miami · Mon 22/02 · £19 Go

3 days £62 Fri 19 Feb – Mon 22 Feb

Miami → Chicago · Fri 19/02 · £43 Go

Chicago → Miami · Mon 22/02 · £19 Go

10 days £62 Fri 12 Feb – Mon 22 Feb

Miami → Chicago · Fri 12/02 · £43 Go

Chicago → Miami · Mon 22/02 · £19 Go

12 days £67 Thu 4 Feb – Tue 16 Feb

Miami → Chicago · Thu 4/02 · £36 Go

Chicago → Miami · Tue 16/02 · £31 Go

6 days £69 Wed 17 Feb – Tue 23 Feb

Miami → Chicago · Wed 17/02 · £31 Go

Chicago → Miami · Tue 23/02 · £38 Go

5 days £69 Thu 18 Feb – Tue 23 Feb

Miami → Chicago · Thu 18/02 · £31 Go

Chicago → Miami · Tue 23/02 · £38 Go

11 days £71 Thu 11 Feb – Mon 22 Feb

Miami → Chicago · Thu 11/02 · £52 Go

Chicago → Miami · Mon 22/02 · £19 Go

4 days £72 Thu 28 Jan – Mon 1 Feb

Miami → Chicago · Thu 28/01 · £36 Go

Chicago → Miami · Mon 1/02 · £36 Go

11 days £72 Thu 14 Jan – Mon 25 Jan

Miami → Chicago · Thu 14/01 · £36 Go

Chicago → Miami · Mon 25/01 · £36 Go

4 days £72 Fri 8 Jan – Tue 12 Jan

Miami → Chicago · Fri 8/01 · £36 Go

Chicago → Miami · Tue 12/01 · £36 Go

3 days £72 Fri 8 Jan – Mon 11 Jan

Miami → Chicago · Fri 8/01 · £36 Go

Chicago → Miami · Mon 11/01 · £36 Go

5 days £72 Thu 7 Jan – Tue 12 Jan

Miami → Chicago · Thu 7/01 · £36 Go

Chicago → Miami · Tue 12/01 · £36 Go

4 days £72 Thu 7 Jan – Mon 11 Jan

Miami → Chicago · Thu 7/01 · £36 Go

Chicago → Miami · Mon 11/01 · £36 Go

11 days £72 Thu 26 Nov – Mon 7 Dec

Miami → Chicago · Thu 26/11 · £36 Go

Chicago → Miami · Mon 7/12 · £36 Go

14 days £74 Mon 8 Feb – Mon 22 Feb

Miami → Chicago · Mon 8/02 · £55 Go

Chicago → Miami · Mon 22/02 · £19 Go

4 days £74 Fri 12 Feb – Tue 16 Feb

Miami → Chicago · Fri 12/02 · £43 Go

Chicago → Miami · Tue 16/02 · £31 Go

14 days £76 Thu 18 Feb – Thu 4 Mar

Miami → Chicago · Thu 18/02 · £31 Go

Chicago → Miami · Thu 4/03 · £45 Go

15 days £76 Wed 17 Feb – Thu 4 Mar

Miami → Chicago · Wed 17/02 · £31 Go

Chicago → Miami · Thu 4/03 · £45 Go

12 days £79 Wed 30 Dec – Mon 11 Jan

Miami → Chicago · Wed 30/12 · £43 Go

Chicago → Miami · Mon 11/01 · £36 Go

13 days £79 Wed 30 Dec – Tue 12 Jan

Miami → Chicago · Wed 30/12 · £43 Go

Chicago → Miami · Tue 12/01 · £36 Go

11 days £81 Fri 12 Feb – Tue 23 Feb

Miami → Chicago · Fri 12/02 · £43 Go

Chicago → Miami · Tue 23/02 · £38 Go

4 days £81 Fri 19 Feb – Tue 23 Feb

Miami → Chicago · Fri 19/02 · £43 Go

Chicago → Miami · Tue 23/02 · £38 Go

12 days £83 Thu 18 Feb – Tue 2 Mar

Miami → Chicago · Thu 18/02 · £31 Go

Chicago → Miami · Tue 2/03 · £52 Go

4 days £83 Thu 5 Nov – Mon 9 Nov

Miami → Chicago · Thu 5/11 · £47 Go

Chicago → Miami · Mon 9/11 · £36 Go

3 days £83 Thu 12 Nov – Sun 15 Nov

Miami → Chicago · Thu 12/11 · £47 Go

Chicago → Miami · Sun 15/11 · £36 Go

11 days £83 Thu 18 Feb – Mon 1 Mar

Miami → Chicago · Thu 18/02 · £31 Go

Chicago → Miami · Mon 1/03 · £52 Go

11 days £83 Fri 5 Feb – Tue 16 Feb

Miami → Chicago · Fri 5/02 · £52 Go

Chicago → Miami · Tue 16/02 · £31 Go

13 days £83 Thu 18 Feb – Wed 3 Mar

Miami → Chicago · Thu 18/02 · £31 Go

Chicago → Miami · Wed 3/03 · £52 Go

5 days £83 Thu 11 Feb – Tue 16 Feb

Miami → Chicago · Thu 11/02 · £52 Go

Chicago → Miami · Tue 16/02 · £31 Go

10 days £83 Thu 5 Nov – Sun 15 Nov

Miami → Chicago · Thu 5/11 · £47 Go

Chicago → Miami · Sun 15/11 · £36 Go

14 days £83 Wed 17 Feb – Wed 3 Mar

Miami → Chicago · Wed 17/02 · £31 Go

Chicago → Miami · Wed 3/03 · £52 Go

2 days £83 Sat 14 Nov – Mon 16 Nov

Miami → Chicago · Sat 14/11 · £36 Go

Chicago → Miami · Mon 16/11 · £47 Go

12 days £83 Sat 14 Nov – Thu 26 Nov

Miami → Chicago · Sat 14/11 · £36 Go

Chicago → Miami · Thu 26/11 · £47 Go

3 days £83 Fri 4 Dec – Mon 7 Dec

Miami → Chicago · Fri 4/12 · £47 Go

Chicago → Miami · Mon 7/12 · £36 Go

13 days £83 Wed 17 Feb – Tue 2 Mar

Miami → Chicago · Wed 17/02 · £31 Go

Chicago → Miami · Tue 2/03 · £52 Go

12 days £83 Wed 17 Feb – Mon 1 Mar

Miami → Chicago · Wed 17/02 · £31 Go

Chicago → Miami · Mon 1/03 · £52 Go

9 days £83 Tue 23 Feb – Thu 4 Mar

Miami → Chicago · Tue 23/02 · £38 Go

Chicago → Miami · Thu 4/03 · £45 Go

8 days £86 Mon 8 Feb – Tue 16 Feb

Miami → Chicago · Mon 8/02 · £55 Go

Chicago → Miami · Tue 16/02 · £31 Go

15 days £87 Sat 31 Oct – Sun 15 Nov

Miami → Chicago · Sat 31/10 · £51 Go

Chicago → Miami · Sun 15/11 · £36 Go

9 days £87 Sat 31 Oct – Mon 9 Nov

Miami → Chicago · Sat 31/10 · £51 Go

Chicago → Miami · Mon 9/11 · £36 Go

12 days £88 Sat 19 Dec – Thu 31 Dec

Miami → Chicago · Sat 19/12 · £36 Go

Chicago → Miami · Thu 31/12 · £52 Go

11 days £88 Sat 19 Dec – Wed 30 Dec

Miami → Chicago · Sat 19/12 · £36 Go

Chicago → Miami · Wed 30/12 · £52 Go

14 days £88 Thu 17 Dec – Thu 31 Dec

Miami → Chicago · Thu 17/12 · £36 Go

Chicago → Miami · Thu 31/12 · £52 Go

11 days £88 Thu 4 Feb – Mon 15 Feb

Miami → Chicago · Thu 4/02 · £36 Go

Chicago → Miami · Mon 15/02 · £52 Go

6 days £88 Tue 16 Feb – Mon 22 Feb

Miami → Chicago · Tue 16/02 · £69 Go

Chicago → Miami · Mon 22/02 · £19 Go

13 days £88 Fri 25 Dec – Thu 7 Jan

Miami → Chicago · Fri 25/12 · £36 Go

Chicago → Miami · Thu 7/01 · £52 Go

6 days £88 Thu 7 Jan – Wed 13 Jan

Miami → Chicago · Thu 7/01 · £36 Go

Chicago → Miami · Wed 13/01 · £52 Go

13 days £88 Thu 17 Dec – Wed 30 Dec

Miami → Chicago · Thu 17/12 · £36 Go

Chicago → Miami · Wed 30/12 · £52 Go

11 days £88 Fri 8 Jan – Tue 19 Jan

Miami → Chicago · Fri 8/01 · £36 Go

Chicago → Miami · Tue 19/01 · £52 Go

... 88 more possible dates exist ...