Cheap Flights from San Juan to Chicago
Any date
Find your flight
With a stop
22 Oct
11:00
SJU → FLL → CHI
F9 + F9 · 1d 3h stopover in Fort Lauderdale
€98
2 flights
☕ 27h in Fort Lauderdale — enough time to explore
9 Sep
07:00
SJU → ORL → CHI
F9 + F9 · 1d 1h stopover in ORL
€132
2 flights
☕ 25h in ORL — enough time to explore
31 Aug
11:30
SJU → MIA → CHI
F9 + F9 · 1d 0h stopover in Miami
€139
2 flights
☕ 24h in Miami — enough time to explore
4 Sep
10:35
SJU → FLL → CHI
F9 + B6 · 11h layover in Fort Lauderdale
€141
2 flights
☕ 11h in Fort Lauderdale — enough time to explore
12 Sep
07:08
SJU → MIA → CHI
F9 + F9 · 2h layover in Miami
€150
2 flights
13 Sep
01:05
SJU → MIA → CHI
F9 + F9 · 7h layover in Miami
€154
2 flights
21 Oct
21:12
SJU → FLL → CHI
F9 + B6 · 0d 14h stopover in Fort Lauderdale
€154
2 flights
☕ 14h in Fort Lauderdale — enough time to explore
4 Sep
11:30
SJU → MIA → CHI
F9 + F9 · 0d 23h stopover in Miami
€154
2 flights
☕ 23h in Miami — enough time to explore
You might also like
More from San Juan
Direct↓35%
ORL
SJU → ORL·Fri 25 Sep·3h 8m
F9
€80€52
Get offer
Direct↓34%
New York
SJU → NYC·Thu 24 Sep·3h 56m
B6
€159€105
Get offer
Direct
Miami
SJU → MIA·Tue 6 Oct·2h 41m
F9
€39
Get offer
Direct↓26%
Fort Lauderdale
SJU → FLL·Thu 1 Oct·2h 48m
F9
€87€65
Get offerDirect↓33%
ORL
SJU → ORL·Thu 1 Oct·3h 10m
F9
€118€79
Get offer
Direct↓36%
Philadelphia
SJU → PHL·Tue 1 Sep·4h 1m
B6
€169€109
Get offerFlight delayed or cancelled? You could be owed up to EUR 600 under EU261. Get your free claim letter →