Popular airlines from Chicago to Luquillo
DeltaDelta
JetBlue AirwaysJetBlue Airways
Southwest AirlinesSouthwest Airlines
UnitedUnited
American AirlinesAmerican Airlines
Spirit AirlinesSpirit Airlines
Frontier AirlinesFrontier Airlines
- Plan, book, fly with confidence
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 30% on select hotels after you book a flight*
Find available prices by choosing your travel dates.
Cheap Flights from Chicago to Luquillo (CHI-SJU)
Prices were available within the past 7 days and start at $94 for one-way flights and $177 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Mon, May 19 - Thu, May 29
ORD
Chicago
SJU
San Juan
$177 Roundtrip, found 1 hour ago
$177
Roundtrip
found 1 hour ago
Mon, May 19 - Thu, May 29
ORD
Chicago
SJU
San Juan
$178 Roundtrip, found 1 hour ago
$178
Roundtrip
found 1 hour ago
Sun, Aug 17 - Fri, Aug 22
ORD
Chicago
SJU
San Juan
$298 Roundtrip, found 6 hours ago
$298
Roundtrip
found 6 hours ago
Tue, Sep 2 - Sat, Sep 6
ORD
Chicago
SJU
San Juan
$298 Roundtrip, found 19 hours ago
$298
Roundtrip
found 19 hours ago
Tue, Sep 30 - Wed, Oct 1
MDW
Chicago
SJU
San Juan
$302 Roundtrip, found 1 day ago
$302
Roundtrip
found 1 day ago
Fri, May 9 - Sat, May 10
ORD
Chicago
SJU
San Juan
$303 Roundtrip, just found
$303
Roundtrip
just found
Find the cheapest month to fly from Chicago (CHI) to San Juan (SJU)
January is typically the cheapest month to fly
From $126 - $435 per traveler.
Graph displaying average flight prices per month
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Flights
- Flights from Maui to Honolulu
- Flights from Seattle to Entebbe
- Flights from Houston to Anaheim
- Flights from Minneapolis - St. Paul to Anaheim
- Flights from Chicago to Anaheim
- Flights from Seattle to Anaheim
- Flights from Phoenix to Anaheim
- Flights from Boston to Anaheim
- Flights from Las Vegas to Anaheim
- Flights from Denver to Anaheim
- Flights from Philadelphia to Anaheim
- Flights from Boston to Luquillo
- Flights from Baltimore to Luquillo
- Flights from Philadelphia to Luquillo
- Flights from Chicago to Luquillo
- Flights from Fort Lauderdale to Luquillo
- Flights from Orlando to Luquillo
- Flights from New York to Bequia Island
- Flights from Los Angeles to Shenyang
- Flights from Los Angeles to Paradise Island
- Flights from Honolulu to Maui
- Flights from Anchorage to Maui
- Flights from Spokane to Maui
- Flights from Seattle to Maui
- Flights from Las Vegas to Maui
- Flights from New York to Yellowstone National Park
- Flights from Orlando to Gatlinburg
- Flights from Houston to Bentonville
- Flights from Providence to Bentonville
- Flights from Denver to Bentonville
- Flights from Chicago to South Lake Tahoe
- Flights from San Francisco to South Lake Tahoe
- Flights from New York to Norman
- Flights from Los Angeles to San Miguel de Allende
- Flights from New York to Machu Picchu
- Flights from Los Angeles to Machu Picchu
*Available to One Key members.