SJU

$55 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 3/4. 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.
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Cheap Flight Deals 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.

Recent round-trip flight deals from Illinois to San Juan

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Illinois to San Juan.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
8:44 pm - 2:54 amORD-SJU
28h 10m1 stop
9:30 pm - 9:27 amSJU-ORD
13h 57m1 stop
$118Frontier
Find Deal
Sat, Feb 15 - Tue, Feb 18
4:00 pm - 12:27 amSTL-SJU
6h 27m1 stop
2:54 am - 9:36 amSJU-STL
7h 42m1 stop
Tue, Mar 4 - Sun, Mar 9
5:00 am - 12:27 amORD-SJU
17h 27m1 stop
7:00 am - 10:36 amSJU-ORD
5h 36mnonstop
$122Spirit Airlines
Find Deal
Tue, Mar 4 - Sat, Mar 8
4:00 pm - 12:27 amSTL-SJU
6h 27m1 stop
9:35 pm - 11:49 pmSJU-STL
27h 14m1 stop
Tue, Mar 4 - Tue, Mar 11
4:58 pm - 2:54 amORD-SJU
7h 56m1 stop
8:55 am - 4:31 pmSJU-ORD
9h 36m1 stop
$125Frontier
Find Deal
Mon, Feb 24 - Tue, Feb 25
2:29 pm - 12:27 amORD-SJU
7h 58m1 stop
6:45 pm - 11:56 pmSJU-ORD
7h 11m1 stop
$129Spirit Airlines
Find Deal
Tue, Mar 4 - Wed, Mar 5
11:05 am - 11:46 pmORD-SJU
10h 41m1 stop
3:23 pm - 8:53 pmSJU-ORD
7h 30m1 stop
$235Delta
Find Deal
Tue, Feb 11 - Fri, Feb 14
6:00 am - 2:36 pmMDW-SJU
6h 36m1 stop
4:15 pm - 10:20 pmSJU-MDW
8h 05m1 stop
$235Delta
Find Deal
Sun, Feb 9 - Fri, Feb 14
11:55 am - 10:35 pmSTL-SJU
8h 40m1 stop
6:00 am - 2:52 pmSJU-STL
10h 52m2 stops
$290American Airlines
Find Deal
Tue, Feb 25 - Tue, Mar 4
11:16 am - 10:45 amSPI-SJU
22h 29m2 stops
6:04 pm - 10:41 amSJU-SPI
17h 37m2 stops
$322American Airlines
Find Deal
Tue, Apr 1 - Tue, Apr 8

Good to know

Low season

September

High season

March

Cheapest flight

$55
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 15% 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.

See more FAQs

Everything you need to know for your flight to San Juan

Information on your arrival and departure airports

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