$71 Find Cheap Flights from Illinois to Puerto Rico

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Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$71
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 40% increase in price.
Flight from St. Louis 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 $238.

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

    Based on KAYAK data, the cheapest day to fly to Puerto Rico is Monday where round-trip tickets can be as cheap as $393. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $448 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 $302 on average. Morning departures are around 5% more expensive than evening flights, on average. 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 $440.

  • 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 $241 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 $241.

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

    The cheapest month for flights from Illinois to Puerto Rico is September, when tickets cost $298 (return) on average. On the other hand, the most expensive months are March and November, when the average cost of round-trip tickets is $606 and $521 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 7 weeks before departure.

  • How long is the flight to Puerto Rico?

    An average nonstop flight from Illinois to Puerto Rico takes 7h 54m, 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 20m.

  • What are the most popular destinations in Puerto Rico?

    Based on KAYAK flight searches, the most popular destination is Aguadilla (36% of total searches to Puerto Rico). The next most popular destinations are Ponce (36%) and Culebra (19%). Searches for flights to Mayagüez (8%) are also popular.

Book cheap flights from Illinois to Puerto Rico

Recent round-trip flight deals

9/16Tue
1 stopSouthwest
7h 15mSTL-SJU
9/21Sun
1 stopSouthwest
13h 10mSJU-STL
$175
8/5Tue
1 stopSpirit Airlines
7h 59mORD-SJU
8/6Wed
1 stopSpirit Airlines
15h 21mSJU-ORD
$188
10/4Sat
2 stopsAmerican Airlines
15h 14mSTL-SJU
10/7Tue
2 stopsAmerican Airlines
12h 36mSJU-STL
$197
11/16Sun
1 stopDelta
7h 55mSTL-SJU
11/22Sat
1 stopDelta
8h 32mSJU-STL
$205
9/15Mon
1 stopDelta
9h 56mSTL-SJU
9/22Mon
1 stopDelta
6h 43mSJU-STL
$212
12/8Mon
2 stopsAmerican Airlines
22h 15mBMI-SJU
12/11Thu
2 stopsAmerican Airlines
17h 30mSJU-BMI
$215
8/1Fri
1 stopFrontier
27h 14mMDW-SJU
8/8Fri
1 stopFrontier
9h 09mSJU-MDW
$220
10/1Wed
nonstopUnited Airlines
4h 52mORD-SJU
10/5Sun
nonstopUnited Airlines
5h 07mSJU-ORD
$224
9/17Wed
nonstopUnited Airlines
4h 52mORD-SJU
9/24Wed
1 stopUnited Airlines
9h 31mSJU-ORD
$229
12/13Sat
1 stopFrontier
6h 54mMDW-SJU
12/15Mon
1 stopFrontier
23h 40mSJU-MDW
$230

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Recent one-way flight deals

10/20Mon
1 stopSpirit Airlines
7h 02mSTL-SJU
$71
8/5Tue
1 stopSpirit Airlines
7h 59mORD-SJU
$88
8/18Mon
2 stopsSouthwest
12h 00mSTL-SJU
$88
9/16Tue
2 stopsAmerican Airlines
18h 22mSTL-SJU
$94
9/9Tue
2 stopsUnited Airlines
13h 40mSTL-SJU
$99
9/9Tue
2 stopsUnited Airlines
13h 40mSTL-SJU
$100
12/18Thu
1 stopFrontier
6h 54mMDW-SJU
$104
8/1Fri
1 stopFrontier
12h 31mORD-SJU
$106
9/7Sun
2 stopsAmerican Airlines
22h 50mSTL-SJU
$108
9/18Thu
2 stopsSouthwest
8h 45mMDW-SJU
$133

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Last minute flights from Illinois to Puerto Rico

Last minute flight, train and bus deals

7/15Tue
multi-stopSpirit Airlines
7h 59mORD-SJU
8/2Sat
nonstopSpirit Airlines
5h 19mSJU-ORD
$236
7/15Tue
multi-stopSpirit Airlines
7h 59mORD-SJU
8/2Sat
multi-stopSpirit Airlines
15h 34mSJU-ORD
$245
7/15Tue
multi-stop
7h 59mSTL-SJU
7/18Fri
multi-stop
8h 00mSJU-STL
$251
7/15Tue
nonstopSpirit Airlines
4h 44mORD-SJU
8/2Sat
nonstopSpirit Airlines
5h 16mSJU-ORD
$259
7/12Sat
multi-stopFrontier
22h 17mMDW-SJU
7/16Wed
multi-stopFrontier
17h 53mSJU-MDW
$260
7/11Fri
multi-stopFrontier
9h 03mMDW-SJU
7/13Sun
multi-stopFrontier
24h 15mSJU-MDW
$262
7/11Fri
multi-stop
7h 58mORD-SJU
7/17Thu
multi-stop
11h 41mSJU-ORD
$262
7/12Sat
multi-stopAmerican Airlines
16h 25mMLI-SJU
7/14Mon
multi-stopAmerican Airlines
18h 01mSJU-MLI
$379
7/12Sat
nonstopSouthwest
4h 45mMDW-SJU
7/23Wed
multi-stopSouthwest
8h 55mSJU-MDW
$474
7/12Sat
multi-stopAmerican Airlines
14h 35mMLI-SJU
7/14Mon
multi-stopAmerican Airlines
12h 37mSJU-MLI
$482

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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 $594
Business Class flights to Puerto Ricofrom $912
Prem Econ Class flights to Puerto Ricofrom $1,609
Economy Class flights to Puerto Ricofrom $241

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