Cheap Flights from Chicago to San Juan

by Salvador Stephen

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About San Juan

San Juan is the most populous capital city of Puerto Rico and also called Ciudad de Puerto Rico. In addition, it’s the most significant seaport, plus the center of culturism, tourism, and financial affairs in Puerto Rico. San Juan encounters a tropical monsoon climate with an annual average temperature of 27.2 °C. Hence, while booking flights from Chicago to San Juan (ORD to SJU), consider traveling around April to September, when the weather is favorable enough for a delightful vacation.

Best Season to Visit San Juan

  • Low Peak Season
    The best season month to beat the crowd is in August, when the prices drop at an average of 39%.
  • High Peak Season
    December is the high peak month with an average price increase of 51%.

Flights from Chicago to San Juan, Puerto Rico

To avail the cheap flights from Chicago to San Juan, (ORD to SJU), book your seat with United Airlines for a one-way trip at USD 120. For a round trip with Delta Airlines at USD 251. In addition, there are several non-stop flights available for this route with Frontier and American Airlines.

Furthermore, the merchandising airports on this route are-  O’Hare International Airport and Luis Muñoz Marín International Airport. And, all other airlines serving on this route are- American, Spirit, Frontier, United, Delta, etc.

Now, let’s look at some insights concluding flight fares from ORD to SJU:

One Way Trip
AirlinesAirlines NamePriceAction
UAUnitedUSD 120Book Now
NKSpirit USD 174Book Now
B6Jetblue USD 144Book Now
AAAmerican (Nonstop)USD 134Book Now
F9Frontier (Nonstop), AlaskaUSD 147, USD 184Book Now
DLDeltaUSD 204Book Now
F9Frontier, JetblueUSD 227Book Now
Round Trip
AirlinesAirlines NamePriceAction
DLDeltaUSD 251Book Now
NKSpirit USD 267Book Now
B6Jetblue USD 258Book Now
AAAmerican (Nonstop)USD 303Book Now
F9Frontier (Nonstop), AlaskaUSD 308, USD 331Book Now
UAUnitedUSD 377Book Now
F9B6Frontier, JetBlueUSD 322Book Now

Best Places to Eat in San Juan

Barrow’s Catfish
Barrow’s Catfish

It is New Orleans’ favorite catfish restaurant, run by two generations of the Barrow family. This place specializes in cornmeal-dusted fried catfish, fried shrimp, crab claws, etc.

Domilise's Po-Boy & Bar
Domilise’s Po-Boy & Bar

The exterior of this place may not entice you. But don’t judge the book by its cover. Try their pork sausage, oyster, roasted beef, shrimp, and a can of beer.

LUVI Restaurant
Luvi Restaurant

This diner is run by chef Hao Gong, who has been serving the local community some delicious Chinese and Japanese dishes. The dumplings here hit among the residents of New Orleans.

Best Hotels to Stay in San Juan

La Concha Renaissance
Budget-Friendly Hotel

Name –  La Concha Renaissance

Location – 1077 Ashford Ave, San Juan, 00907, Puerto Rico

Price: USD 135

San Juan Marriott Resort
Mid-Luxury Hotel

Name – San Juan Marriott Resort

Location – 1309 Ashford Ave, San Juan, 00907, Puerto Rico

Price:  USD 148

Condado Vanderbilt Hotel
Luxury Hotel

Name – Condado Vanderbilt Hotel

Location – 1055 Ashford Ave, San Juan, 00907, Puerto Rico

Price: USD 150

Things to do in San Juan

French quarter
Condado Beach

Spend a relaxing afternoon at one of the finest beaches in San Juan and observe the local crowd chilling and playing around the beach.

Frenchman Street
Plaza de Armas

Learn more about the city’s historical episodes at this historical landmark. You can also grab a coffee or a quick dessert at the nearby ice cream shops.

National WWII Museum
Museo de Art de Puerto Rico

Head to this exquisite art museum where you can observe a vast collection of artwork by the nation’s artists. This is one of the best attractions to explore, when you take cheap flights from Chicago to San Juan (ORD to SJU).

FAQs

  • What is the flight duration from Chicago to San Juan (ORD-SJU)?

    The flight duration will be about 4h 45m. Watch a movie or take a short nap, since you’d be in there for sometime.

  • Are there any direct/ non-stop flights to Puerto Rico from Chicago available?

    Yes, there are non-stop flights available for this route with Frontier and American Airlines.

  • What is the best day to take flights from Chicago to San Juan (ORD-SJU)?

    For traveling from Chicago to San Juan (ORD-SJU), consider flying on Tuesdays and avoid Saturdays for the best flight deals.

  • What are the best prices to take flights to Puerto Rico from Chicago?

    The best prices to take flights from Chicago to San Juan (ORD-SJU) are offered by United Airlines for a one-way trip at USD 120. For a round trip with Delta Airlines at USD 251.

  • Which Airports will I be using to take flights from Chicago to San Juan (ORD-SJU)?

    You will board a flight from O’Hare International Airport (ORD) and land at Luis Muñoz Marín International Airport (SJU).

  • Can I travel from Chicago to San Juan (ORD-SJU) now?

    Yes, you can travel from Chicago to San Juan, (ORD-SJU), but you might need to provide Covid-19 negative report taken within three days or a valid vaccination certificate at arrival.

  • Can I cancel my flight booking from Chicago to San Juan due to COVID-19?

    You can easily cancel your flight booking, although it's best to check in with the airline's policies before moving forward. Moreover, visit the customer support portal of the particular airline to learn more about the guidelines for your flight from Chicago to San Juan (ORD-SJU).

  • How much is the distance from Chicago to San Juan?

    It is approximately 2072 miles / 3334 kilometers from Chicago to San Juan, (ORD-SJU).

  • Is San Juan, Puerto Rico safe for travel?

    San Juan is usually a safe city of Puerto Rico, provided that you avoid indulging in any unnecessary nuisance.

  • What is the language spoken in San Juan? 

    The official languages spoken in San Juan are English and Spanish.

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Airports Near San Juan
  • Luis Muñoz Marin International Airport – SJU
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Unpublished discounted fares available for this route

Calling before booking can save you big

Unpublished discounted fares available for this route

Calling before booking can save you big