SJU

$62 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 2/22. 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
0 bags

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In the last 7 days travelers have searched 41,299,237 times on KAYAK, and here is why:

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Good to know

Low season

September

High season

December

Cheapest flight

$62
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 37% increase in price.
Flight from Chicago Midway 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

Book cheap flights from Illinois to San Juan

Recent round-trip flight deals

1/10Fri
nonstopSpirit Airlines
4h 37mORD-SJU
1/17Fri
nonstopSpirit Airlines
5h 25mSJU-ORD
$126
1/13Mon
1 stopFrontier
15h 20mMDW-SJU
1/23Thu
1 stopFrontier
18h 53mSJU-MDW
$127
1/9Thu
1 stop
13h 46mORD-SJU
1/17Fri
nonstop
5h 25mSJU-ORD
$134
1/13Mon
1 stop
6h 38mORD-SJU
1/17Fri
nonstop
5h 25mSJU-ORD
$135
1/25Sat
1 stopUnited Airlines
10h 22mORD-SJU
1/28Tue
1 stopUnited Airlines
10h 39mSJU-ORD
$234
1/25Sat
2 stopsUnited Airlines
12h 36mPIA-SJU
1/31Fri
2 stopsUnited Airlines
10h 28mSJU-PIA
$264
4/2Wed
1 stopAmerican Airlines
12h 18mMLI-SJU
4/9Wed
2 stopsAmerican Airlines
16h 06mSJU-MLI
$264
2/8Sat
2 stopsAmerican Airlines
19h 03mBMI-SJU
2/13Thu
1 stopAmerican Airlines
8h 12mSJU-BMI
$264
3/1Sat
2 stopsSouthwest
10h 35mMDW-SJU
3/4Tue
2 stopsSouthwest
12h 50mSJU-MDW
$304
1/31Fri
2 stopsSouthwest
12h 20mMDW-SJU
2/4Tue
2 stopsSouthwest
12h 50mSJU-MDW
$309

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Recent one-way flight deals

2/22Sat
1 stopFrontier
6h 40mMDW-SJU
$62
1/27Mon
1 stopFrontier
7h 23mORD-SJU
$63
1/12Sun
nonstopSpirit Airlines
4h 37mORD-SJU
$65
1/20Mon
nonstopSpirit Airlines
4h 37mORD-SJU
$69
2/2Sun
2 stopsSouthwest
9h 30mMDW-SJU
$117
2/19Wed
1 stopDelta
8h 54mSTL-SJU
$127
2/10Mon
2 stopsAmerican Airlines
9h 50mSTL-SJU
$129
2/9Sun
1 stopAmerican Airlines
17h 12mMLI-SJU
$132
2/24Mon
2 stopsSouthwest
10h 20mMDW-SJU
$162
3/17Mon
1 stopDelta
8h 09mSTL-SJU
$177

Search by stops

Search by airline

Search by price

Last minute flights from Illinois to San Juan

Last minute flight, train and bus deals

12/23Mon
multi-stopFrontier
11h 49mORD-SJU
1/25Sat
multi-stopFrontier
14h 37mSJU-ORD
$403
12/23Mon
multi-stopFrontier
13h 40mSTL-SJU
12/26Thu
multi-stopFrontier
13h 20mSJU-STL
$413
12/23Mon
multi-stop
11h 49mORD-SJU
1/25Sat
nonstop
5h 25mSJU-ORD
$415
12/23Mon
nonstopSpirit Airlines
4h 43mORD-SJU
1/25Sat
nonstopSpirit Airlines
5h 25mSJU-ORD
$454
12/24Tue
multi-stop
16h 24mORD-SJU
12/26Thu
multi-stop
7h 55mSJU-ORD
$473
12/22Sun
multi-stopAmerican Airlines
10h 30mORD-SJU
12/27Fri
multi-stopAmerican Airlines
8h 55mSJU-ORD
$474
12/24Tue
multi-stopSpirit Airlines
16h 24mORD-SJU
12/27Fri
nonstopSpirit Airlines
5h 27mSJU-ORD
$476
12/22Sun
multi-stopAmerican Airlines
10h 30mORD-SJU
12/28Sat
nonstopAmerican Airlines
5h 25mSJU-ORD
$478
12/24Tue
multi-stopSouthwest
10h 50mMDW-SJU
12/25Wed
multi-stopSouthwest
13h 00mSJU-MDW
$533
12/24Tue
multi-stopSouthwest
7h 20mMDW-SJU
12/25Wed
multi-stopSouthwest
11h 35mSJU-MDW
$542

Search by stops

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Search by price

Everything you need to know for your flight to San Juan

Information on your arrival and departure airports

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