SJU

$104 Find Cheap Flights from Illinois to San Juan - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to San Juan departing on 9/30. 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.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Illinois to San Juan

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Illinois to San Juan that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Illinois to San Juan

Tue, Aug 25 - Tue, Sep 1
Frontier Logo
8:05 am - 4:11 pm
ORD
-
SJU
31h 06m
1 stop
Frontier Logo
6:35 am - 12:50 pm
SJU
-
ORD
31h 15m
1 stop
$224Frontier
Sat, Aug 29 - Sat, Sep 5
Frontier Logo
12:44 am - 6:44 am
ORD
-
SJU
5h 00mnonstop
Frontier Logo
7:14 pm - 11:27 pm
SJU
-
ORD
5h 13mnonstop
$224Frontier
Sun, Aug 30 - Sat, Sep 5
Multiple Airlines Logo
12:44 am - 6:44 am
ORD
-
SJU
5h 00mnonstop
Multiple Airlines Logo
7:00 am - 2:24 pm
SJU
-
ORD
8h 24m
1 stop
$237Multiple Airlines
Sun, Aug 30 - Sat, Sep 19
Multiple Airlines Logo
12:44 am - 6:44 am
ORD
-
SJU
5h 00mnonstop
Multiple Airlines Logo
4:29 pm - 11:08 pm
SJU
-
ORD
7h 39m
1 stop
$238Multiple Airlines
Fri, Sep 4 - Sun, Sep 6
American Airlines Logo
5:20 pm - 11:15 pm
ORD
-
SJU
4h 55mnonstop
American Airlines Logo
12:55 am - 5:00 am
SJU
-
ORD
5h 05mnonstop
$247American Airlines
Fri, Aug 14 - Tue, Aug 18
American Airlines Logo
5:20 pm - 11:15 pm
ORD
-
SJU
4h 55mnonstop
American Airlines Logo
12:55 am - 5:00 am
SJU
-
ORD
5h 05mnonstop
$247American Airlines
Sat, Aug 29 - Sat, Sep 5
United Airlines Logo
10:40 am - 8:38 pm
ORD
-
SJU
8h 58m
1 stop
United Airlines Logo
3:56 pm - 8:05 pm
SJU
-
ORD
5h 09mnonstop
$252United Airlines
Sat, Aug 22 - Sat, Aug 29
United Airlines Logo
10:40 am - 8:38 pm
ORD
-
SJU
8h 58m
1 stop
United Airlines Logo
3:56 pm - 8:05 pm
SJU
-
ORD
5h 09mnonstop
$252United Airlines
Tue, Sep 8 - Wed, Sep 9
Southwest Logo
12:45 pm - 10:05 pm
MDW
-
SJU
8h 20m
2 stops
Southwest Logo
5:15 am - 12:05 pm
SJU
-
MDW
7h 50m
2 stops
$269Southwest
Tue, Sep 8 - Wed, Sep 9
Southwest Logo
12:20 pm - 9:10 pm
MDW
-
SJU
7h 50m
1 stop
Southwest Logo
5:15 am - 12:05 pm
SJU
-
MDW
7h 50m
1 stop
$269Southwest
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Good to know

Low season

September

Cheapest flight

$104
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 17% increase in price.
Flight from Chicago O'Hare Airport to San Juan

FAQs for booking Illinois to San Juan flights

  • How does KAYAK find such low prices on flights from Illinois to San Juan?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to San Juan.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to San Juan?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Juan from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Illinois to San Juan?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to San Juan with an airline and back to Illinois with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to San Juan?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to San Juan from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near San Juan?

Book flights to San Juan if you plan to visit one of these locations
Rio Grande
Caguas

Everything you need to know for your flight to San Juan

Information on your arrival and departure airports

San Juan (SJU)