CHI - SJU Price | $275 - $578 |
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SJU Temperature | 77 - 82.4 °F |
SJU Rainfall | 2.2 - 6.1 inches |
Popular in | December | High demand for flights, 30% potential price rise |
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Cheapest in | February | Best time to find cheap flights, 32% potential price drop |
Round-trip from | $275 | From Chicago (CHI) to San Juan |
One-way from | $94 | One-way flight from Chicago (CHI) to San Juan |
Travelers have found it’s best to book a flight 38 days in advance to save up to 16% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 38 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago to San Juan 1-2 weeks in advance for as low as $402, or $467 for flights within the next 24 hours.
The best pricing can be found in the month of February. Prices to San Juan from Chicago average $403. You can even find prices in February for less than $403, as users have found deals to San Juan from as low as $168. The month of December appears to be one of the more expensive times to travel to San Juan from Chicago. Flying in the targeted month can save you up to 43%.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to San Juan as you normally would.
Chicago O'Hare Intl
San Juan Luis Munoz Marin Intl
1 stop
17h 31mSan Juan Luis Munoz Marin Intl
Chicago O'Hare Intl
1 stop
20h 04mMultiple Airlines
Chicago Midway
San Juan Luis Munoz Marin Intl
1 stop
8h 57mSan Juan Luis Munoz Marin Intl
Chicago Midway
1 stop
26h 51mFrontier
Chicago O'Hare Intl
San Juan Luis Munoz Marin Intl
1 stop
12h 42mSan Juan Luis Munoz Marin Intl
Chicago O'Hare Intl
1 stop
15h 05mFrontier
Chicago O'Hare Intl
San Juan Luis Munoz Marin Intl
1 stop
17h 31mSan Juan Luis Munoz Marin Intl
Chicago O'Hare Intl
1 stop
20h 04mMultiple Airlines
Chicago Midway
San Juan Luis Munoz Marin Intl
1 stop
8h 57mSan Juan Luis Munoz Marin Intl
Chicago Midway
1 stop
26h 51mFrontier
Chicago O'Hare Intl
San Juan Luis Munoz Marin Intl
1 stop
12h 42mSan Juan Luis Munoz Marin Intl
Chicago O'Hare Intl
1 stop
15h 05mFrontier
Chicago Midway
San Juan Luis Munoz Marin Intl
1 stop
8h 57mSan Juan Luis Munoz Marin Intl
Chicago Midway
1 stop
26h 51mFrontier
Chicago Midway
San Juan Luis Munoz Marin Intl
1 stop
18h 51mSan Juan Luis Munoz Marin Intl
Chicago Midway
1 stop
26h 51mFrontier
Chicago O'Hare Intl
San Juan Luis Munoz Marin Intl
1 stop
15h 50mSan Juan Luis Munoz Marin Intl
Chicago O'Hare Intl
1 stop
15h 05mFrontier
Chicago O'Hare Intl
San Juan Luis Munoz Marin Intl
1 stop
13h 49mSan Juan Luis Munoz Marin Intl
Chicago O'Hare Intl
1 stop
12h 18mSpirit Airlines
Chicago O'Hare Intl
San Juan Luis Munoz Marin Intl
1 stop
14h 53mSan Juan Luis Munoz Marin Intl
Chicago O'Hare Intl
2 stops
16h 43mSpirit Airlines
Chicago O'Hare Intl
San Juan Luis Munoz Marin Intl
1 stop
14h 01mSan Juan Luis Munoz Marin Intl
Chicago O'Hare Intl
2 stops
22h 20mSpirit Airlines
Chicago O'Hare Intl
San Juan Luis Munoz Marin Intl
Nonstop
4h 46mSan Juan Luis Munoz Marin Intl
Chicago O'Hare Intl
Nonstop
5h 15mMultiple Airlines
Chicago O'Hare Intl
San Juan Luis Munoz Marin Intl
Nonstop
4h 31mSan Juan Luis Munoz Marin Intl
Chicago O'Hare Intl
Nonstop
5h 15mAmerican Airlines
Chicago O'Hare Intl
San Juan Luis Munoz Marin Intl
Nonstop
4h 46mSan Juan Luis Munoz Marin Intl
Chicago O'Hare Intl
Nonstop
5h 10mUnited Airlines
Chicago Midway
San Juan Luis Munoz Marin Intl
1 stop
8h 57mSan Juan Luis Munoz Marin Intl
Chicago Midway
1 stop
26h 51mFrontier
Chicago Midway
San Juan Luis Munoz Marin Intl
1 stop
18h 51mSan Juan Luis Munoz Marin Intl
Chicago Midway
1 stop
26h 51mFrontier
Chicago O'Hare Intl
San Juan Luis Munoz Marin Intl
1 stop
15h 50mSan Juan Luis Munoz Marin Intl
Chicago O'Hare Intl
1 stop
15h 05mFrontier
Chicago Midway
San Juan Luis Munoz Marin Intl
1 stop
13h 10mFrontier
Chicago Midway
San Juan Luis Munoz Marin Intl
1 stop
17h 42mFrontier
Chicago Midway
San Juan Luis Munoz Marin Intl
1 stop
12h 41mFrontier
Crew
Food
Boarding
Entertainment
Overall
Comfort
Reviews
Seats are small, hard and don’t recline. Some arm rests are stationary. Flight took longer on Spirit than other airlines. Baggage claim was ridiculous slow. Took over an hour to get bags in Dallas and Las Vegas. Not worth the small savings! I’ll fly SWA or some other airline.
Crew
Food
Boarding
Entertainment
Overall
Comfort
Reviews
Seats are small, hard and don’t recline. Some arm rests are stationary. Flight took longer on Spirit than other airlines. Baggage claim was ridiculous slow. Took over an hour to get bags in Dallas and Las Vegas. Not worth the small savings! I’ll fly SWA or some other airline.
Crew
Food
Boarding
Entertainment
Overall
Comfort
Reviews
Seats are small, hard and don’t recline. Some arm rests are stationary. Flight took longer on Spirit than other airlines. Baggage claim was ridiculous slow. Took over an hour to get bags in Dallas and Las Vegas. Not worth the small savings! I’ll fly SWA or some other airline.
Some of the carriers operating flights from Chicago to San Juan that may be offering flexible cancellation policies are American Airlines, United Airlines, and Frontier. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.
Yes, there are multiple flights from Chicago to San Juan for under $200. The cheapest flight booked recently is on Multiple Airlines for just $148, but on average you can expect to pay $161.
Cheapflights has at least 20 direct flights from Chicago to San Juan under $400. A good price for a nonstop flight from Chicago to San Juan is less than $428.
There are currently 20+ open flights from Chicago to San Juan within the next 7 days for less than $200.
Cheapflights users have booked flights from Chicago to San Juan round-trip from $156. Another airline that can offer you cheap pricing is Spirit Airlines. Frontier is priced at 61% lower than the current average price of a flight leaving 3 months from now.
Consider American Airlines, Alaska Airlines or JetBlue when booking your flight. These represent the most popular airlines when flying from Chicago to San Juan.
Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to San Juan on time: Air Canada (85%), Air New Zealand (85%), American Airlines (77%).
Looking at all options, your cheapest flight can be booked for $185. While the most popular route (Chicago O'Hare Intl - San Juan Luis Munoz Marin Intl) can be booked for $161 on average our data indicates $1,038 when flying from Chicago to San Juan.
1%of flight departures | Early morningMidnight to 6 am |
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44%of flight departures | Morning6 am to noon |
55%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
Sunday | 7daily flights |
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Monday | 9daily flights |
Tuesday | 9daily flights |
Wednesday | 9daily flights |
Thursday | 9daily flights |
Friday | 9daily flights |
Saturday | 7daily flights |