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Cheap flights from Chicago (CHI) to Puerto Rico

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Cheap flights from Chicago to Puerto Rico in March 2020

The best prices found for ORD to Puerto Rico flights for March
3 Mar - 9 Mar
$143pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BQN
Aguadilla Borinquen
BQN
Aguadilla Borinquen
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
9 Mar - 11 Mar
$147pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
7 Mar - 9 Mar
$150pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BQN
Aguadilla Borinquen
BQN
Aguadilla Borinquen
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to Puerto Rico 2020 flight deals

Cheap flights to Puerto Rico from Chicago found for this year
15 Apr - 22 Apr
$153pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
20 Apr - 24 Apr
$156pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
18 Apr - 24 Apr
$164pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Puerto Rico

Late deals on round-trip flights to Puerto Rico from Chicago, departing today and this week
2 Mar - 10 Mar
$143pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BQN
Aguadilla Borinquen
BQN
Aguadilla Borinquen
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
25 Feb - 28 Feb
$145pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
24 Feb - 27 Feb
$149pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

One-way flights to Puerto Rico from Chicago

The cheapest one-way flights from Chicago to Puerto Rico
6:42 pm - 12:10 am
United Airlines
Nonstop
4h 28m
ORD - SJU
United Airlines
$515
United
4:35 am - 10:19 am
American Airlines
Nonstop
4h 44m
ORD - SJU
American Airlines

Destination information for Puerto Rico

Things to know before you go. Useful info for your trip from Chicago to Puerto Rico
Today's exchange rate
$1.00 = $1.00

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Rockford (RFD)

Airports servicing

Culebra (CPX)
Mayaguez (MAZ)
Ceiba J. Aponte de la Torre (NRR)
Ponce (PSE)
Vieques (VQS)

Related info for your journey

Useful info, stats and facts about Chicago to Puerto Rico flights.

Flight FAQs

From Chicago to Puerto Rico

What days are nonstop flights available from Chicago to Puerto Rico?

Nonstop flights can be found on the following days: Sunday, Monday, Tuesday, Wednesday, Thursday, Friday, Saturday.

How popular is this flight route?

This flight path from Chicago to Puerto Rico was viewed by 514 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

What are the most popular airlines that fly from Chicago to Puerto Rico?

When booking a flight from Chicago to Puerto Rico, you may want to consider flying on JetBlue, Delta or Frontier as they are the most popular for this route.

What are the most popular routes from Chicago to Puerto Rico?

The most popular flight routes from Chicago to Puerto Rico are Chicago O'Hare Intl - San Juan Luis Munoz Marin Intl, Chicago Midway - San Juan Luis Munoz Marin Intl and Chicago O'Hare Intl - Aguadilla Borinquen.

What are the cheapest Flights from Chicago to Puerto Rico?

Looking at all options, your cheapest flight can be booked for $53. While the most popular route (Chicago O'Hare Intl - San Juan Luis Munoz Marin Intl) can be booked for $147 on average our data indicates $288 when flying from Chicago to Puerto Rico

What are the most reliable airlines from Chicago to Puerto Rico?

The top 3 most reliable airlines when flying from Chicago to Puerto Rico are Iberia (96%), American Airlines (95%) and Alaska Airlines (87%).