SJU

$108 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 11/1. 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

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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

Fri, Oct 24 - Wed, Oct 29
Spirit Airlines Logo
9:06 pm - 2:51 amORD-SJU
4h 45mnonstop
Spirit Airlines Logo
3:19 pm - 9:33 pmSJU-ORD
7h 14m1 stop
$208Spirit Airlines
Find Deal
Tue, Sep 23 - Tue, Sep 30
Spirit Airlines Logo
6:30 am - 2:11 pmORD-SJU
6h 41m1 stop
Spirit Airlines Logo
6:44 am - 4:12 pmSJU-ORD
10h 28m1 stop
$209Spirit Airlines
Find Deal
Tue, Oct 14 - Sat, Oct 18
Logo
6:58 pm - 2:02 amORD-SJU
30h 04m2 stops
Logo
9:48 am - 1:56 pmSJU-ORD
5h 08mnonstop
$219
Find Deal
Sat, Oct 18 - Thu, Oct 23
Logo
3:00 pm - 8:40 pmORD-SJU
4h 40mnonstop
Logo
1:59 am - 5:40 pmSJU-ORD
16h 41m1 stop
$222
Find Deal
Tue, Nov 11 - Tue, Nov 18
United Airlines Logo
3:07 pm - 12:36 amORD-SJU
7h 29m1 stop
United Airlines Logo
4:52 pm - 8:20 pmSJU-ORD
5h 28mnonstop
$223United Airlines
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Wed, Nov 12 - Tue, Nov 18
Frontier Logo
6:40 am - 5:54 pmORD-SJU
9h 14m1 stop
Frontier Logo
9:00 am - 12:45 pmSJU-ORD
29h 45m1 stop
$224Frontier
Find Deal
Sat, Oct 18 - Wed, Oct 22
American Airlines Logo
10:23 am - 11:05 pmSTL-SJU
11h 42m1 stop
American Airlines Logo
1:35 pm - 11:54 pmSJU-STL
11h 19m2 stops
$225American Airlines
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Tue, Oct 28 - Tue, Nov 4
American Airlines Logo
6:00 am - 3:54 pmSTL-SJU
8h 54m2 stops
American Airlines Logo
2:47 pm - 10:27 pmSJU-STL
9h 40m1 stop
$226American Airlines
Find Deal
Tue, Nov 11 - Tue, Nov 18
United Airlines Logo
3:07 pm - 12:36 amORD-SJU
7h 29m1 stop
United Airlines Logo
8:30 am - 1:55 pmSJU-ORD
7h 25m1 stop
$227United Airlines
Find Deal
Wed, Nov 12 - Mon, Nov 17
Frontier Logo
6:40 am - 5:54 pmORD-SJU
9h 14m1 stop
Frontier Logo
4:24 pm - 12:11 amSJU-ORD
9h 47m1 stop
$233Frontier
Find Deal

Everything you should know

Cheapest round-trip
$208
Overall average: $362
Spirit Airlines
Fri 10/24Wed 10/29
ORD - SJU • Non-stop
Cheapest non-stop
$215
Typical prices: $223-472
Spirit Airlines
Sat 11/1Fri 11/7
ORD - SJU • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to San Juan!
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$108
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 31% 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)

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