$82 Find Cheap Flights from Illinois to Puerto Rico

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Useful Info
Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$82
Best time to beat the crowds with an average 32% drop in price.
Most popular time to fly with an average 44% increase in price.
Flight from Chicago O'Hare Airport to San Juan

FAQs for booking flights from Illinois to Puerto Rico

  • How does KAYAK find such low prices on flights from Illinois to Puerto Rico?

    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 Puerto Rico.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Puerto Rico?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Illinois to Puerto Rico 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 Puerto Rico?

    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 from Illinois to Puerto Rico with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Puerto Rico?

    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 from Illinois to Puerto Rico up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which is the cheapest airport to fly into in Puerto Rico?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Puerto Rico is San Juan Luis Munoz Marin Intl Airport (SJU), with an average flight price of $219.

  • What is the cheapest day to fly to Puerto Rico?

    Based on KAYAK data, the cheapest day to fly to Puerto Rico is Tuesday where round-trip tickets can be as cheap as $365. On the other hand, the most expensive day to fly is Thursday, where round-trip prices are $421 on average.

  • What is the cheapest time of day to fly to Puerto Rico?

    The cheapest time of day to fly to Puerto Rico is generally at night, when round-trip flights cost $298 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. The most expensive time of day to fly to Puerto Rico is generally in the morning, which is peak travel time and where the average cost of a ticket is $409.

  • What is the cheapest flight to Puerto Rico?

    The cheapest ticket to Puerto Rico from Illinois found in the last 72 hours was to San Juan Luis Munoz Marin Intl Airport, at $231 round-trip. The most popular route is Chicago Midway Airport (MDW) to San Juan Luis Munoz Marin Intl Airport (SJU) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $231.

  • What is the cheapest month to fly from Illinois to Puerto Rico?

    The cheapest month for flights from Illinois to Puerto Rico is May, when tickets cost $272 (return) on average. On the other hand, the most expensive months are March and July, when the average cost of round-trip tickets is $606 and $540 respectively.

  • How far in advance should I book a flight from Illinois to Puerto Rico?

    To get a below average price on the flight from Illinois to Puerto Rico, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

  • How long is the flight to Puerto Rico?

    An average nonstop flight from Illinois to Puerto Rico takes 10h 02m, covering a distance of 2044 miles. The shortest route is St. Louis (STL) to San Juan Luis Munoz Marin Intl Airport (SJU) with an average flight time of 4h 25m.

  • What are the most popular destinations in Puerto Rico?

    Based on KAYAK flight searches, the most popular destination is Ponce (51% of total searches to Puerto Rico). The next most popular destinations are Culebra (24%) and Aguadilla (17%). Searches for flights to Mayagüez (7%) are also popular.

Book cheap flights from Illinois to Puerto Rico

Recent round-trip flight deals

5/19Mon
nonstopSpirit Airlines
4h 46mORD-SJU
5/29Thu
1 stopSpirit Airlines
13h 38mSJU-ORD
$177
5/25Sun
1 stopSpirit Airlines
10h 45mORD-SJU
6/2Mon
1 stopSpirit Airlines
13h 38mSJU-ORD
$182
7/12Sat
1 stopDelta
8h 00mSTL-SJU
7/25Fri
1 stopDelta
7h 07mSJU-STL
$209
5/25Sun
1 stopDelta
8h 05mSTL-SJU
5/29Thu
1 stopDelta
9h 20mSJU-STL
$219
5/17Sat
1 stop
7h 19mORD-SJU
5/21Wed
1 stop
15h 22mSJU-ORD
$248
5/17Sat
1 stop
17h 10mORD-SJU
5/20Tue
1 stop
29h 26mSJU-ORD
$255
5/30Fri
1 stopFrontier
9h 05mORD-SJU
6/2Mon
1 stopFrontier
21h 56mSJU-ORD
$288
5/11Sun
1 stopFrontier
12h 10mMDW-SJU
5/14Wed
1 stopFrontier
9h 28mSJU-MDW
$298
5/27Tue
1 stopUnited Airlines
8h 44mSTL-SJU
6/3Tue
1 stopUnited Airlines
7h 49mSJU-STL
$309
5/25Sun
2 stopsUnited Airlines
12h 14mSTL-SJU
5/28Wed
1 stopUnited Airlines
9h 34mSJU-STL
$390

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Recent one-way flight deals

5/17Sat
1 stopSpirit Airlines
7h 19mORD-SJU
$82
6/3Tue
nonstopSpirit Airlines
4h 46mORD-SJU
$92
7/8Tue
1 stopDelta
10h 37mSTL-SJU
$105
8/12Tue
2 stopsAmerican Airlines
9h 50mSTL-SJU
$110
5/19Mon
1 stop
8h 44mORD-SJU
$127
8/18Mon
2 stopsUnited Airlines
11h 00mSTL-SJU
$128
7/4Fri
2 stopsAmerican Airlines
12h 55mSTL-SJU
$130
5/29Thu
1 stopDelta
8h 38mSTL-SJU
$141
5/20Tue
1 stopUnited Airlines
9h 57mORD-SJU
$162
6/20Fri
3 stops
42h 46mMDW-SJU
$207

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Last minute flights from Illinois to Puerto Rico

Last minute flight, train and bus deals

5/4Sun
multi-stop
15h 02mORD-SJU
5/19Mon
multi-stop
22h 56mSJU-ORD
$294
5/5Mon
multi-stop
11h 52mORD-SJU
5/10Sat
multi-stop
11h 49mSJU-ORD
$303
5/3Sat
nonstopSpirit Airlines
4h 41mORD-SJU
5/10Sat
multi-stopSpirit Airlines
11h 49mSJU-ORD
$310
5/3Sat
nonstopSpirit Airlines
4h 41mORD-SJU
5/10Sat
multi-stopSpirit Airlines
11h 49mSJU-ORD
$311
5/5Mon
multi-stopFrontier
10h 52mORD-SJU
5/8Thu
multi-stopFrontier
10h 18mSJU-ORD
$328
5/5Mon
multi-stopFrontier
7h 32mMDW-SJU
5/12Mon
multi-stopFrontier
12h 28mSJU-MDW
$328
5/5Mon
nonstopUnited Airlines
4h 52mORD-SJU
6/4Wed
nonstopUnited Airlines
5h 10mSJU-ORD
$473
5/2Fri
multi-stopAmerican Airlines
8h 35mORD-SJU
6/4Wed
nonstopAmerican Airlines
5h 20mSJU-ORD
$478
5/2Fri
nonstopAmerican Airlines
4h 40mORD-SJU
6/4Wed
nonstopAmerican Airlines
5h 20mSJU-ORD
$518
5/5Mon
multi-stopUnited Airlines
9h 02mORD-BQN
5/15Thu
multi-stopUnited Airlines
8h 18mBQN-ORD
$614

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Everything you need to know for your flight to Puerto Rico

Cabin class types available on flights to Illinois

Cabin classes available on flights to Illinois. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Puerto Ricofrom $901
Business Class flights to Puerto Ricofrom $956
Prem Econ Class flights to Puerto Ricofrom $959
Economy Class flights to Puerto Ricofrom $231

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