SJU

$109 Find Cheap Flights from Illinois to San Juan

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 9/1. 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 - Thu, Aug 27
American Airlines Logo
5:20 pm - 11:15 pm
ORD
-
SJU
4h 55mnonstop
American Airlines Logo
10:33 am - 12:35 am
SJU
-
ORD
15h 02m
1 stop
$231American Airlines
Sun, Aug 16 - Wed, Aug 19
American Airlines Logo
5:20 pm - 11:15 pm
ORD
-
SJU
4h 55mnonstop
American Airlines Logo
4:53 pm - 11:30 pm
SJU
-
ORD
7h 37m
1 stop
$232American Airlines
Fri, Aug 28 - Tue, Sep 1
Southwest Logo
11:15 am - 8:05 pm
MDW
-
SJU
7h 50m
1 stop
Southwest Logo
5:15 am - 12:05 pm
SJU
-
MDW
7h 50m
2 stops
$236Southwest
Sun, Aug 16 - Mon, Aug 24
Frontier Logo
12:44 am - 6:44 am
ORD
-
SJU
5h 00mnonstop
Frontier Logo
6:11 pm - 10:26 pm
SJU
-
ORD
5h 15mnonstop
$239Frontier
Sun, Aug 23 - Sat, Aug 29
Frontier Logo
12:29 am - 6:26 am
ORD
-
SJU
4h 57mnonstop
Frontier Logo
6:11 pm - 10:26 pm
SJU
-
ORD
5h 15mnonstop
$240Frontier
Sun, Aug 23 - Mon, Aug 31
Southwest Logo
8:05 pm - 9:10 am
MDW
-
SJU
12h 05m
1 stop
Southwest Logo
6:30 am - 1:45 pm
SJU
-
MDW
8h 15m
2 stops
$246Southwest
Mon, Sep 21 - Fri, Sep 25
Delta Logo
6:00 am - 4:31 pm
MLI
-
SJU
9h 31m
1 stop
Delta Logo
12:58 pm - 10:24 pm
SJU
-
MLI
10h 26m
1 stop
$276Delta
Tue, Aug 11 - Tue, Aug 18
Delta Logo
12:46 pm - 10:29 pm
MDW
-
SJU
8h 43m
1 stop
Delta Logo
7:00 am - 4:15 pm
SJU
-
MDW
10h 15m
1 stop
$296Delta
Sat, Oct 17 - Tue, Oct 20
United Airlines Logo
6:15 am - 3:42 pm
STL
-
SJU
8h 27m
1 stop
United Airlines Logo
1:00 am - 12:13 pm
SJU
-
STL
12h 13m
2 stops
$316United Airlines
Sat, Sep 5 - Sat, Sep 12
United Airlines Logo
8:00 am - 8:38 pm
STL
-
SJU
11h 38m
2 stops
United Airlines Logo
7:00 am - 2:15 pm
SJU
-
STL
8h 15m
1 stop
$324United Airlines
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$109
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 22% 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)