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Cheap flights from Chicago-O'Hare Intl (ORD) to Puerto Rico

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How to find the cheapest flight from
Chicago-O'Hare Intl (ORD) to Puerto Rico

How far in advance should I book a flight from Chicago-O'Hare Intl to Puerto Rico?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 41 days in advance, which can save you up to 11% on flights from Chicago-O'Hare Intl to Puerto Rico compared to booking the week you need them. Waiting 41 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $380. For sooner than that we have options available in the next 3 days from $415.

What is the cheapest month to fly from Chicago-O'Hare Intl to Puerto Rico?

September can be a great time to fly to Puerto Rico from Chicago-O'Hare Intl with a flight ticket averaging about $380. Cheapflights users have found deals in the month of September for as cheap as $194. The most expensive prices can be found in the month of December.

Cheap flights from Chicago-O'Hare Intl to Puerto Rico in October, November 2020

The best prices found for ORD to Puerto Rico flights for October, November
9 Nov - 13 Nov
$94pp
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
3 Nov - 6 Nov
$96pp
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
9 Nov - 13 Nov
$99pp
ORD
Chicago O'Hare Intl
Spirit Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago-O'Hare Intl to Puerto Rico 2020 flight deals

Cheap flights to Puerto Rico from Chicago-O'Hare Intl found for this year
9 Nov - 13 Nov
$94pp
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
3 Nov - 6 Nov
$96pp
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
9 Nov - 13 Nov
$99pp
ORD
Chicago O'Hare Intl
Spirit Airlines
   
2 STOPS
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Non-stop flights to Puerto Rico from Chicago-O'Hare Intl

Save time with Chicago-O'Hare Intl to Puerto Rico direct flight deals
30 Jan - 6 Feb
$157pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
23 Jan - 25 Jan
$167pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl
29 Jan - 1 Feb
$187pp
ORD
Chicago O'Hare Intl
Frontier
Non-Stop
SJU
San Juan Luis Munoz Marin Intl
SJU
San Juan Luis Munoz Marin Intl
Frontier
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago-O'Hare Intl to Puerto Rico

Late deals on round-trip flights to Puerto Rico from Chicago-O'Hare Intl, departing today and this week
28 Oct - 3 Nov
$124pp
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
28 Oct - 3 Nov
$127pp
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
   
2 STOPS
ORD
Chicago O'Hare Intl
26 Oct - 13 Nov
$129pp
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-O'Hare Intl

The cheapest one-way flights from Chicago-O'Hare Intl to Puerto Rico
1:00 am - 5:52 pm
Spirit Airlines
1 Stop
14h 52m
ORD - SJU
Spirit Airlines
$40
mytrip.com
1:00 am - 5:52 pm
Spirit Airlines
1 Stop
14h 52m
ORD - SJU
Spirit Airlines
$47
SmartFares
1:00 am - 5:52 pm
Spirit Airlines
1 Stop
14h 52m
ORD - SJU
Spirit Airlines
$48
KAYAK

Related info for your journey

Useful info, stats and facts about Chicago-O'Hare Intl to Puerto Rico flights.

Flight FAQs

From Chicago-O'Hare Intl to Puerto Rico

Are flight prices decreasing from Chicago-O'Hare Intl to Puerto Rico due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago-O'Hare Intl and Puerto Rico for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Chicago O'Hare Intl to Puerto Rico to control the spread of COVID-19?

Alaska Airlines, JetBlue, and Delta are some of the many airlines that have implemented additional safety measures to control the spread of COVID-19. New policies for travelers booking flights from Chicago O'Hare Intl to Puerto Rico include masks being provided and required on board, daily cleaning and sanitization, use of HEPA filters, pre-flight testing for antibodies and symptoms, and socially distanced seating (for a limited time). Keep in mind that policies will vary by airline.

Which airlines flying from Chicago O'Hare Intl to Puerto Rico have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like United Airlines, American Airlines, and Spirit Airlines flying from Chicago O'Hare Intl to Puerto Rico have implemented new flexible cancellation policies.

Can I find flights from Chicago-O'Hare Intl to Puerto Rico for under $100 on Cheapflights?

Yes, there are multiple flights from Chicago-O'Hare Intl to Puerto Rico for under $100. The cheapest flight booked recently is on Spirit Airlines for just $94, but on average you can expect to pay $112.

Are there nonstop flights from Chicago-O'Hare Intl to Puerto Rico for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago-O'Hare Intl to Puerto Rico under $200. A good price for a nonstop flight from Chicago-O'Hare Intl to Puerto Rico is less than $257.

Are there last-minute flights available from Chicago-O'Hare Intl to Puerto Rico for under $200?

There are currently 20+ open flights from Chicago-O'Hare Intl to Puerto Rico within the next 7 days for less than $200.

What are the most popular airlines that fly from Chicago-O'Hare Intl to Puerto Rico?

Major Airline, American Airlines and Alaska Airlines are the most popular airlines when flying from Chicago-O'Hare Intl to Puerto Rico.

What are the most popular routes from Chicago-O'Hare Intl to Puerto Rico?

Most travelers choose Chicago O'Hare Intl - San Juan Luis Munoz Marin Intl, Chicago O'Hare Intl - Culebra or Chicago O'Hare Intl - Mayagüez Eugenio M De Hostos when deciding on the best route from Chicago-O'Hare Intl to Puerto Rico.

What are the cheapest Flights from Chicago-O'Hare Intl to Puerto Rico?

On average you can expect to pay $302 for a flight from Chicago-O'Hare Intl to Puerto Rico. The cheapest flight overall is $122 while the most popular route, (Chicago O'Hare Intl - San Juan Luis Munoz Marin Intl) is currently priced at $94.

What are the most reliable airlines from Chicago-O'Hare Intl to Puerto Rico?

Consider American Airlines (100%), Alaska Airlines (100%) or Iberia (100%) when booking your flight. These represent the most reliable airlines when flying from Chicago-O'Hare Intl to Puerto Rico.

How long is the flight from Chicago-O'Hare Intl to Puerto Rico?

A quick flight from Chicago-O'Hare Intl to Puerto Rico can take about 6h 40m. Spirit Airlines provides one of the quickest options available for as low as $111. This flight may include one or multiple stops.

What is the cheapest airline to fly from Chicago-O'Hare Intl to Puerto Rico round-trip?

Flying on Spirit Airlines is currently your cheapest option to Puerto Rico, with prices starting at $94.

What are the cheapest airlines to fly from Chicago-O'Hare Intl to Puerto Rico one-way?

One-way options have recently been found by users for as low as $40 on Spirit Airlines.

Arrival points for flights from Chicago-O'Hare Intl to Puerto Rico

Destination information for Puerto Rico

Things to know before you go. Useful info for your trip from Chicago-O'Hare Intl to Puerto Rico
Today's exchange rate
$1 = $1.00

Airports servicing Chicago

Airports servicing

Culebra (CPX)
Mayaguez (MAZ)
Ceiba J. Aponte de la Torre (NRR)
Ponce (PSE)
Vieques (VQS)
Home Caribbean Puerto Rico Cheap flights from Chicago-O'Hare Intl to Puerto Rico