S$ 81 Cheap Flights from Chicago to San Juan (CHI-SJU)

Cheap Flights from Chicago to San Juan

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Cheap Flights from Chicago to San Juan starting at CNY 81

We've found these cheap flights for you. You can book one-way or return flight tickets.

One way
Round-trip

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Cheapest time to fly from Chicago to San Juan

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Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.

Cheapest Airlines flying from Chicago to San Juan

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Spirit Airlines

From S$ 81

Frontier Airlines

From S$ 89

American Airlines

From S$ 139

Southwest Airlines

From S$ 142

United Airlines

From S$ 145

Delta Air Lines

From S$ 195

Allegiant Air

From S$ 195

Sun Country Airlines

From S$ 205

Jetblue Airways

From S$ 229

ANA airlines

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Alternative Routes from Chicago to San Juan

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to San Juan.

Cheapest
ORD
09:57
8h 0m
1 transfer
SJU
18:57
O'Hare International Airport - Luis Muñoz Marín International Airport
Tue, May 21Spirit Airlines
S$ 81
MDW
19:17
12h 17m
1 transfer
SJU
08:34
Midway International Airport - Luis Muñoz Marín International Airport
Wed, Apr 24Frontier Airlines
S$ 89
RFD
13:37
12h 46m
1 transfer
SJU
03:23
Chicago Rockford International Airport - Luis Muñoz Marín International Airport
Wed, May 1Allegiant Air
S$ 195
RFD
13:37
12h 46m
1 transfer
SJU
03:23
Chicago Rockford International Airport - Luis Muñoz Marín International Airport
Wed, May 1Allegiant Air
S$ 195
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Frequently Asked Questions

When to buy flight tickets from Chicago (CHI) to San Juan (SJU) the cheapest?
Airlines adjust prices for flights from Chicago to San Juan based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much is a flight from Chicago (CHI) to San Juan (SJU) cost?
According to Trip.com's data, the lowest price is around S$ 425.
How long is a flight from Chicago (CHI) to San Juan (SJU)?
It takes about 4 hours 46 minutes to fly from Chicago (CHI) to San Juan (SJU).
What is the transportation method from the main airport to downtown in San Juan?
- The distance from Luis Muñoz Marín International Airport to downtown is about 11km, by taxi about 30 minutes.
What time does the earliest flight from Chicago to San Juan depart?
The earliest flight departs from Chicago (ORD) at 09:20 and arrives in San Juan (SJU) at 15:07.
What are the most popular airlines that fly from Chicago (CHI) to San Juan (SJU)?
Airlines with flights from Chicago (CHI) to San Juan (SJU): United Airlines, Air New Zealand, Air Canada, Alaska Airlines, American Airlines, Southwest Airlines and Spirit Airlines.
What's the most popular airline for direct flights from Chicago (CHI) to San Juan (SJU)?
United Airlines operates 1 direct flights from Chicago (CHI) to San Juan (SJU).
How many airports in San Juan?
There are 2 airports near San Juan: Fernando Luis Ribas Dominicci Airport and Luis Muñoz Marín International Airport.

How to find a cheap flight from Chicago to San Juan

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to San Juan. Book your flights at the right time and save more.

Book Early

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Compare Flight Prices

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Look Out for Deals

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Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

Flying during the week, early in the morning, or late at night can help save money.

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Find cheapest flight ticket from Chicago to San Juan

Cheapest direct flight price	S$ 80
Cheapest return ticket price	S$ 200
Cheapest month	December
Peak season for travel	July
Flight distance	3,313.11km
Average flight time	4 hours 46 minutes
Popular airline	Frontier Airlines