SJU

$114 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 9/4. 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

Wed, Aug 26 - Sun, Aug 30
United Airlines Logo
5:00 am - 1:45 pm
ORD
-
SJU
7h 45m
1 stop
United Airlines Logo
3:56 pm - 8:05 pm
SJU
-
ORD
5h 09mnonstop
$254United Airlines
Tue, Aug 18 - Mon, Aug 24
Frontier Logo
12:29 am - 6:26 am
ORD
-
SJU
4h 57mnonstop
Frontier Logo
6:11 pm - 10:26 pm
SJU
-
ORD
5h 15mnonstop
$255Frontier
Sat, Aug 15 - Sat, Aug 22
American Airlines Logo
11:40 am - 10:24 pm
ORD
-
SJU
9h 44m
1 stop
American Airlines Logo
3:44 pm - 12:18 am
SJU
-
ORD
9h 34m
1 stop
$256American Airlines
Wed, Aug 19 - Sat, Aug 22
Southwest Logo
12:45 pm - 10:00 pm
MDW
-
SJU
8h 15m
1 stop
Southwest Logo
5:05 am - 11:00 am
SJU
-
MDW
6h 55m
1 stop
$256Southwest
Thu, Aug 27 - Thu, Sep 3
American Airlines Logo
5:20 pm - 11:15 pm
ORD
-
SJU
4h 55mnonstop
American Airlines Logo
1:38 pm - 12:35 am
SJU
-
ORD
11h 57m
1 stop
$257American Airlines
Mon, Aug 10 - Tue, Aug 18
Multiple Airlines Logo
12:44 am - 6:44 am
ORD
-
SJU
5h 00mnonstop
Multiple Airlines Logo
7:25 am - 5:20 pm
SJU
-
ORD
10h 55m
1 stop
$262Multiple Airlines
Sat, Aug 15 - Wed, Aug 19
Southwest Logo
7:05 am - 6:15 pm
MDW
-
SJU
10h 10m
1 stop
Southwest Logo
5:15 am - 12:05 pm
SJU
-
MDW
7h 50m
2 stops
$266Southwest
Tue, Aug 11 - Tue, Aug 18
Delta Logo
6:05 am - 4:38 pm
MDW
-
SJU
9h 33m
1 stop
Delta Logo
7:00 am - 4:15 pm
SJU
-
MDW
10h 15m
1 stop
$304Delta
Mon, Aug 24 - Sat, Aug 29
Delta Logo
6:05 am - 1:42 pm
MDW
-
SJU
6h 37m
1 stop
Delta Logo
7:00 am - 3:38 pm
SJU
-
MDW
9h 38m
1 stop
$306Delta
Sun, Jul 26 - Wed, Aug 5
Multiple Airlines Logo
8:13 am - 12:41 am
EVV
-
SJU
15h 28m
1 stop
Multiple Airlines Logo
5:22 pm - 5:49 pm
SJU
-
EVV
25h 27m
1 stop
$396Multiple Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$114
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 19% 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)