Cheap flights from O'Hare Intl (ORD) to Puerto Rico from $87
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
ORD — SJU
May 13 — May 201
From?
To?
1 adult, Economy
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How far in advance should I book a flight from Chicago O'Hare Intl Airport 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 57 days in advance, which can save you up to 20% on flights from Chicago O'Hare Intl Airport to Puerto Rico compared to booking the week you need them. Waiting 57 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 $258. For sooner than that we have options available in the next 3 days from $280.
What is the cheapest month to fly from Chicago O'Hare Intl Airport to Puerto Rico?
October can be a great time to fly to Puerto Rico from Chicago O'Hare Intl Airport with a flight ticket averaging about $318. Cheapflights users have found deals in the month of October for as cheap as $90. The most expensive prices can be found in the month of March.
When is the cheapest time to fly from Chicago O'Hare Intl Airport to Puerto Rico (ORD - PR)?
When flying from Chicago O'Hare Intl Airport to Puerto Rico, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Cheap Spirit Airlines flights from O'Hare Intl to Puerto Rico
Explore cheap flight options specifically provided by Spirit Airlines for the route between O'Hare Intl and Puerto Rico. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
Consider these cheap Spirit Airlines flights we've found departing from Chicago to Puerto Rico. Be sure to come back soon if the deals available don't appeal to you at this time.
Tue 5/289:15 pmORD - SJU
1 stop20h 42mSpirit Airlines
Tue 6/412:32 pmSJU - ORD
1 stop20h 49mSpirit Airlines
Deal found 5/7$128
Tue 6/411:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Tue 6/119:06 pmSJU - ORD
1 stop13h 55mSpirit Airlines
Deal found 5/7$131
Tue 6/411:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Tue 6/119:06 pmSJU - ORD
1 stop13h 55mSpirit Airlines
Deal found 5/8$132
Tue 5/289:15 pmORD - SJU
1 stop20h 42mSpirit Airlines
Tue 6/46:10 amSJU - ORD
Nonstop5h 10mSpirit Airlines
Deal found 5/7$133
Wed 9/410:33 amORD - SJU
1 stop7h 38mSpirit Airlines
Wed 9/1112:28 pmSJU - ORD
1 stop7h 29mSpirit Airlines
Deal found 5/7$137
Tue 5/289:15 pmORD - SJU
1 stop20h 42mSpirit Airlines
Tue 6/47:57 pmSJU - ORD
2 stops21h 10mSpirit Airlines
Deal found 5/7$140
Sat 5/1810:55 amORD - SJU
1 stop8h 29mSpirit Airlines
Tue 5/219:07 pmSJU - ORD
1 stop13h 48mSpirit Airlines
Deal found 5/7$143
Wed 6/58:02 pmORD - SJU
1 stop30h 08mSpirit Airlines
Tue 6/119:06 pmSJU - ORD
1 stop13h 55mSpirit Airlines
Deal found 5/7$144
Tue 5/286:32 amORD - SJU
1 stop28h 11mSpirit Airlines
Sat 6/112:32 pmSJU - ORD
1 stop9h 00mSpirit Airlines
Deal found 5/7$148
Cheap Frontier flights from O'Hare Intl to Puerto Rico
Explore cheap flight options specifically provided by Frontier for the route between O'Hare Intl and Puerto Rico. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
Take a gander at the lowest prices we've found on Frontier flights from Chicago to Puerto Rico. Check back soon if you're not seeing flights that suit your needs.
Thu 5/165:56 pmORD - SJU
1 stop7h 18mFrontier
Wed 5/2210:15 pmSJU - ORD
1 stop27h 53mFrontier
Deal found 5/7$184
Tue 5/211:30 pmORD - SJU
1 stop11h 28mFrontier
Wed 5/2212:59 amSJU - ORD
1 stop10h 54mFrontier
Deal found 5/7$186
Tue 5/211:30 pmORD - SJU
1 stop11h 28mFrontier
Thu 5/239:28 amSJU - ORD
1 stop16h 40mFrontier
Deal found 5/7$204
Wed 5/158:25 amORD - SJU
1 stop16h 29mFrontier
Sun 5/198:32 pmSJU - ORD
1 stop29h 36mFrontier
Deal found 5/7$205
Tue 5/145:30 amORD - SJU
1 stop8h 54mFrontier
Mon 5/202:48 amSJU - ORD
1 stop23h 20mFrontier
Deal found 5/7$209
Sun 9/11:21 pmORD - SJU
1 stop7h 26mFrontier
Thu 9/1210:47 pmSJU - ORD
1 stop11h 21mFrontier
Deal found 5/7$214
Fri 9/611:28 amORD - SJU
1 stop9h 19mFrontier
Sat 9/1410:18 pmSJU - ORD
1 stop11h 50mFrontier
Deal found 5/7$218
Fri 5/175:56 pmORD - SJU
1 stop7h 04mFrontier
Wed 5/2210:15 pmSJU - ORD
1 stop27h 53mFrontier
Deal found 5/7$223
Sun 5/191:30 pmORD - SJU
1 stop11h 10mFrontier
Tue 5/2112:59 amSJU - ORD
1 stop10h 22mFrontier
Deal found 5/8$234
Cheap O'Hare Intl to Puerto Rico flights in May & June 2024
Find cheap flight options from O'Hare Intl to Puerto Rico specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,749,864 searches. Prices were last updated on May 8, 2024.
The lowest fares we've come across on flights traveling from Chicago to Puerto Rico in May and June 2024. More deals are always being added, so be sure to check back regularly.
Tue 6/45:00 amORD - SJU
2 stops20h 25mSpirit Airlines
Tue 6/119:06 pmSJU - ORD
2 stops24h 41mSpirit Airlines
Deal found 5/7$179
Tue 5/286:32 amORD - SJU
1 stop28h 11mSpirit Airlines
Wed 5/297:57 pmSJU - ORD
2 stops16h 11mSpirit Airlines
Deal found 5/7$180
Mon 5/209:25 pmORD - SJU
1 stop14h 16mSpirit Airlines
Fri 5/319:00 pmSJU - ORD
1 stop13h 55mSpirit Airlines
Deal found 5/7$181
Thu 5/3011:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Tue 6/46:10 amSJU - ORD
Nonstop5h 10mSpirit Airlines
Deal found 5/8$182
Wed 5/297:20 amORD - SJU
2 stops19h 10mSpirit Airlines
Sat 6/112:32 pmSJU - ORD
1 stop9h 00mSpirit Airlines
Deal found 5/8$183
Tue 5/219:15 pmORD - SJU
1 stop20h 42mSpirit Airlines
Tue 5/2812:32 pmSJU - ORD
2 stops35h 57mSpirit Airlines
Deal found 5/7$184
Tue 5/1411:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Tue 5/219:07 pmSJU - ORD
1 stop13h 48mSpirit Airlines
Deal found 5/7$185
Tue 5/211:30 pmORD - SJU
1 stop11h 28mFrontier
Wed 5/2212:59 amSJU - ORD
1 stop10h 54mFrontier
Deal found 5/7$186
Wed 6/59:11 amORD - SJU
Nonstop4h 48mSpirit Airlines
Wed 6/1212:41 pmSJU - ORD
1 stop21h 23mSpirit Airlines
Deal found 5/7$187
O'Hare Intl to Puerto Rico 2024 flight deals
Discover exclusive flight deals for travel between O'Hare Intl and Puerto Rico in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
The lowest fares we've come across on flights traveling from Chicago to Puerto Rico in May and June 2024. More deals are always being added, so be sure to check back regularly.
Tue 6/45:00 amORD - SJU
2 stops20h 25mSpirit Airlines
Tue 6/119:06 pmSJU - ORD
2 stops24h 41mSpirit Airlines
Deal found 5/7$179
Tue 5/286:32 amORD - SJU
1 stop28h 11mSpirit Airlines
Wed 5/297:57 pmSJU - ORD
2 stops16h 11mSpirit Airlines
Deal found 5/7$180
Mon 5/209:25 pmORD - SJU
1 stop14h 16mSpirit Airlines
Fri 5/319:00 pmSJU - ORD
1 stop13h 55mSpirit Airlines
Deal found 5/7$181
Thu 5/3011:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Tue 6/46:10 amSJU - ORD
Nonstop5h 10mSpirit Airlines
Deal found 5/8$182
Wed 5/297:20 amORD - SJU
2 stops19h 10mSpirit Airlines
Sat 6/112:32 pmSJU - ORD
1 stop9h 00mSpirit Airlines
Deal found 5/8$183
Tue 5/219:15 pmORD - SJU
1 stop20h 42mSpirit Airlines
Tue 5/2812:32 pmSJU - ORD
2 stops35h 57mSpirit Airlines
Deal found 5/7$184
Tue 5/1411:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Tue 5/219:07 pmSJU - ORD
1 stop13h 48mSpirit Airlines
Deal found 5/7$185
Tue 5/211:30 pmORD - SJU
1 stop11h 28mFrontier
Wed 5/2212:59 amSJU - ORD
1 stop10h 54mFrontier
Deal found 5/7$186
Wed 6/59:11 amORD - SJU
Nonstop4h 48mSpirit Airlines
Wed 6/1212:41 pmSJU - ORD
1 stop21h 23mSpirit Airlines
Deal found 5/7$187
Non-stop flights to Puerto Rico from O'Hare Intl
Discover non-stop flight options from O'Hare Intl to Puerto Rico. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
For a shorter flight, select one of these non-stop flights from Chicago to Puerto Rico. If you're looking for other options for flights from Chicago to Puerto Rico, make sure to update the search form at the top of page.
Tue 6/411:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Tue 6/113:49 pmSJU - ORD
Nonstop5h 11mSpirit Airlines
Deal found 5/7$156
Wed 5/2911:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Wed 6/56:00 amSJU - ORD
Nonstop5h 09mSpirit Airlines
Deal found 5/6$157
Wed 5/2911:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Tue 6/46:10 amSJU - ORD
Nonstop5h 10mSpirit Airlines
Deal found 5/7$177
Tue 5/2811:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Tue 6/46:10 amSJU - ORD
Nonstop5h 10mSpirit Airlines
Deal found 5/7$181
Tue 6/411:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Tue 6/186:00 amSJU - ORD
Nonstop5h 09mSpirit Airlines
Deal found 5/7$182
Tue 5/2811:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Tue 6/46:10 amSJU - ORD
Nonstop5h 10mSpirit Airlines
Deal found 5/7$190
Tue 6/411:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Fri 6/214:09 pmSJU - ORD
Nonstop5h 11mSpirit Airlines
Deal found 5/8$197
Thu 6/610:59 amORD - SJU
Nonstop4h 49mSpirit Airlines
Wed 6/126:00 amSJU - ORD
Nonstop5h 09mSpirit Airlines
Deal found 5/7$201
Wed 6/1210:59 amORD - SJU
Nonstop4h 49mSpirit Airlines
Tue 6/186:00 amSJU - ORD
Nonstop5h 09mSpirit Airlines
Deal found 5/7$202
O'Hare Intl to Puerto Rico flights leaving soon
Find last-minute flight options from O'Hare Intl to Puerto Rico for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
Users seeking a last-minute flight from Chicago to Puerto Rico should consider booking one of these fares. It's wise to confirm all flight details are correct before booking.
Mon 5/139:25 pmORD - SJU
1 stop14h 16mSpirit Airlines
Wed 5/159:07 pmSJU - ORD
1 stop13h 48mSpirit Airlines
Deal found 5/7$179
Tue 5/149:15 pmORD - SJU
1 stop20h 42mSpirit Airlines
Sun 5/264:30 amSJU - ORD
Nonstop5h 10mSpirit Airlines
Deal found 5/7$182
Sat 5/1810:55 amORD - SJU
1 stop8h 29mMultiple Airlines
Mon 5/202:48 amSJU - ORD
1 stop23h 20mMultiple Airlines
Deal found 5/7$183
Thu 5/165:56 pmORD - SJU
1 stop7h 18mFrontier
Wed 5/2210:15 pmSJU - ORD
1 stop27h 53mFrontier
Deal found 5/7$184
Tue 5/1411:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Tue 5/219:07 pmSJU - ORD
1 stop13h 48mSpirit Airlines
Deal found 5/7$185
Tue 5/149:15 pmORD - SJU
1 stop20h 42mSpirit Airlines
Thu 5/236:10 amSJU - ORD
Nonstop5h 10mSpirit Airlines
Deal found 5/7$187
Tue 5/146:40 pmORD - SJU
2 stops30h 30mSpirit Airlines
Tue 5/217:57 pmSJU - ORD
3 stops28h 55mSpirit Airlines
Deal found 5/7$189
Tue 5/149:15 pmORD - SJU
1 stop20h 42mMultiple Airlines
Mon 5/2012:59 amSJU - ORD
1 stop10h 54mMultiple Airlines
Deal found 5/7$190
Tue 5/149:15 pmORD - SJU
1 stop20h 42mMultiple Airlines
Sat 5/188:18 pmSJU - ORD
1 stop29h 50mMultiple Airlines
Deal found 5/7$195
One-way flights to Puerto Rico from O'Hare Intl
Search for one-way flight options from O'Hare Intl to Puerto Rico. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
Some of the best available deals we've found on one-way flights from Chicago to Puerto Rico. Those needing a return flight from Chicago to Puerto Rico can use the search form above.
Sat 5/185:41 pmORD - SJU
1 stop16h 51mSpirit Airlines
Deal found 5/7$87
Tue 5/145:00 amORD - SJU
2 stops19h 56mMultiple Airlines
Deal found 5/7$88
Tue 6/45:00 amORD - SJU
2 stops20h 25mSpirit Airlines
Deal found 5/7$89
Tue 6/410:58 amORD - SJU
1 stop7h 13mSpirit Airlines
Deal found 5/8$93
Tue 5/146:40 pmORD - SJU
2 stops30h 30mSpirit Airlines
Deal found 5/7$96
Thu 6/611:02 amORD - SJU
1 stop10h 16mSpirit Airlines
Deal found 5/7$97
Wed 6/57:40 amORD - SJU
3 stops18h 30mSpirit Airlines
Deal found 5/7$100
Tue 5/2811:10 amORD - SJU
Nonstop4h 53mSpirit Airlines
Deal found 5/7$102
Fri 6/149:10 pmORD - SJU
1 stop29h 00mSpirit Airlines
Deal found 5/7$103
Find flights from O'Hare Intl to Puerto Rico within your budget
Customize your flight search to find flights from O'Hare Intl to Puerto Rico that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
Fly from
Any airport
Fly to
Any airport
Budget
$128 - $186
Route
Depart
Return
Price
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 5/28
1 stop20h 42m
San Juan Luis Munoz Marin Intl
Tue 6/4
1 stop20h 49m
$128
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 6/4
Nonstop4h 53m
San Juan Luis Munoz Marin Intl
Tue 6/11
1 stop13h 55m
$131
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 6/4
Nonstop4h 53m
San Juan Luis Munoz Marin Intl
Tue 6/11
1 stop13h 55m
$132
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 5/28
1 stop20h 42m
San Juan Luis Munoz Marin Intl
Tue 6/4
Nonstop5h 10m
$133
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Wed 9/4
1 stop7h 38m
San Juan Luis Munoz Marin Intl
Wed 9/11
1 stop7h 29m
$137
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 5/21
1 stop11h 28m
San Juan Luis Munoz Marin Intl
Sat 6/1
1 stop9h 00m
$138
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 5/21
1 stop11h 28m
San Juan Luis Munoz Marin Intl
Wed 5/29
1 stop13h 48m
$145
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 5/21
1 stop11h 28m
San Juan Luis Munoz Marin Intl
Fri 6/7
1 stop14h 55m
$168
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Tue 5/21
1 stop11h 28m
San Juan Luis Munoz Marin Intl
Wed 5/22
1 stop10h 54m
$186
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Puerto Rico
Get insights into the airlines that provide service to Puerto Rico. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Puerto Rico. Reviews last updated May 8, 2024.
Read through reviews of airlines operating flights from Chicago to Puerto Rico, such as Spirit Airlines, Frontier and United Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
4,525 reviews
Boarding
7.8
Entertainment
7.5
Comfort
7.9
Overall
7.6
Crew
8.3
Food
7.2
Reviews
1 / 10
Haven’t been on a JetBlue flight in years that was on time.
4,525 reviews
4,525 reviews
Boarding
7.8
Entertainment
7.5
Comfort
7.9
Overall
7.6
Crew
8.3
Food
7.2
Reviews
1 / 10
Haven’t been on a JetBlue flight in years that was on time.
11,043 reviews
4,525 reviews
Boarding
7.8
Entertainment
7.5
Comfort
7.9
Overall
7.6
Crew
8.3
Food
7.2
Reviews
1 / 10
Haven’t been on a JetBlue flight in years that was on time.
14,677 reviews
4,525 reviews
Boarding
7.8
Entertainment
7.5
Comfort
7.9
Overall
7.6
Crew
8.3
Food
7.2
Reviews
1 / 10
Haven’t been on a JetBlue flight in years that was on time.
8,706 reviews
4,525 reviews
Boarding
7.8
Entertainment
7.5
Comfort
7.9
Overall
7.6
Crew
8.3
Food
7.2
Reviews
1 / 10
Haven’t been on a JetBlue flight in years that was on time.
Related info for your journey
Find useful and relevant information for your journey from O'Hare Intl to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for O'Hare Intl to Puerto RicoSee prices for flight routes from nearby airports that may be better suited for you.
See prices for flight routes from nearby airports that may be better suited for you.
Top 7 airlines flying from O'Hare Intl to Puerto Rico
Discover the top 7 airlines that operate flights from O'Hare Intl to Puerto Rico. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
Search flights from O'Hare Intl to Puerto Rico by cabin class
Find flights from O'Hare Intl to Puerto Rico, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hourly flight availability from O'Hare Intl to Puerto Rico
Find hourly flight availability from O'Hare Intl to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 8, 2024.
| 0%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 100%of flight departures | Morning6 am to noon |
| 0%of flight departures | AfternoonNoon to 6 pm |
| 0%of flight departures | Evening6 pm to midnight |
Midnight
6 AM
Noon
6 PM
Book a flight to one of these trending destinations
User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Fly with Cheapflights
Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from O'Hare Intl to Puerto Rico?
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Why should you use Cheapflights to find cheap flight tickets from O'Hare Intl to Puerto Rico?
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Can Cheapflights notify me if prices for flights from O'Hare Intl to Puerto Rico become cheaper?
Yes, Cheapflights offers price alerts on O'Hare Intl to Puerto Rico flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.