Cheap Flights from San Juan to Chicago

San Juan → Chicago

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🇺🇸 United States €69

🇨🇷 Costa Rica €121

🇩🇴 Dominican Republic €92

🇨🇴 Colombia €67

🇧🇸 Bahamas €139

🇲🇽 Mexico €256

🇪🇸 Spain €288

🇵🇦 Panama €178

← Back Home› Deals› Chicago (7)

San Juan → Chicago

🇺🇸 United States · 7 flights from €106

Cheapest Soonest

With a stop

F9 + AA · 1d 4h stopover in New York

€183

2 flights

☕ 28h in New York — enough time to explore

13 Jul

10:00

SJU → NYC → CHI

B6 + B6 · 0d 21h stopover in New York

€186

2 flights

☕ 21h in New York — enough time to explore

18 Jul

10:44

SJU → FLL → CHI

F9 + G4 · 0d 14h stopover in Fort Lauderdale

€197

2 flights

☕ 14h in Fort Lauderdale — enough time to explore

28 Jun

11:50

SJU → BOS → CHI

B6 + AA · 0d 14h stopover in Boston

€197

2 flights

☕ 14h in Boston — enough time to explore

26 Jun

20:55

SJU → NYC → CHI

B6 + UA · 0d 22h stopover in New York

€201

2 flights

☕ 22h in New York — enough time to explore

3 Jul

01:15

SJU → NYC → CHI

B6 + AA · 1d 4h stopover in New York

€203

2 flights

☕ 28h in New York — enough time to explore

8 Jul

11:25

SJU → NYC → CHI

AA + WN · 7h layover in New York

B6 + UA · 0d 18h stopover in New York

€205

2 flights

☕ 18h in New York — enough time to explore

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