$93 Find Cheap Flights from Illinois to Puerto Rico

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Useful Info

Good to know

Low seasonSeptember
High seasonDecember
Cheapest flight$93
Best time to beat the crowds with an average 32% drop in price.
Most popular time to fly with an average 40% 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 $231.

  • 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 $386. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $444 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 $300 on average. Morning departures are around 3% 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 $434.

  • 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 $198 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 $198.

  • 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 10h 48m, 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 (50% of total searches to Puerto Rico). The next most popular destinations are Ponce (32%) and Culebra (9%). Searches for flights to Mayagüez (9%) are also popular.

Book cheap flights from Illinois to Puerto Rico

Recent round-trip flight deals

7/5Sat
1 stopFrontier
11h 07mORD-SJU
7/12Sat
1 stopFrontier
9h 21mSJU-ORD
$185
7/7Mon
1 stopFrontier
7h 06mORD-SJU
7/12Sat
1 stopFrontier
9h 21mSJU-ORD
$203
7/5Sat
1 stop
16h 35mORD-SJU
7/12Sat
1 stop
9h 21mSJU-ORD
$206
6/28Sat
1 stop
11h 00mORD-SJU
7/9Wed
1 stop
15h 21mSJU-ORD
$208
7/1Tue
1 stopSpirit Airlines
13h 45mORD-SJU
7/15Tue
1 stopSpirit Airlines
15h 21mSJU-ORD
$217
9/8Mon
1 stopSouthwest
12h 40mSTL-SJU
9/12Fri
2 stopsSouthwest
8h 05mSJU-STL
$219
7/15Tue
1 stopSpirit Airlines
9h 25mORD-SJU
7/22Tue
1 stopSpirit Airlines
15h 21mSJU-ORD
$236
12/9Tue
1 stopDelta
9h 26mSTL-SJU
12/12Fri
1 stopDelta
7h 10mSJU-STL
$259
7/1Tue
1 stopSouthwest
11h 50mMDW-SJU
7/4Fri
2 stopsSouthwest
8h 40mSJU-MDW
$327
11/11Tue
1 stopDelta
11h 10mORD-SJU
11/26Wed
1 stopDelta
7h 33mSJU-ORD
$361

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Recent one-way flight deals

6/25Wed
1 stopFrontier
14h 07mORD-SJU
$93
7/15Tue
1 stopFrontier
7h 59mSTL-SJU
$93
8/12Tue
1 stopSpirit Airlines
9h 25mORD-SJU
$94
8/12Tue
1 stopSpirit Airlines
9h 25mORD-SJU
$96
9/8Mon
1 stopDelta
6h 30mSTL-SJU
$110
9/24Wed
2 stopsAmerican Airlines
17h 46mSTL-SJU
$116
8/12Tue
2 stopsUnited Airlines
11h 38mSTL-SJU
$144
10/4Sat
2 stopsUnited Airlines
13h 37mSTL-SJU
$148
7/28Mon
1 stopDelta
6h 10mSTL-SJU
$150
10/16Thu
nonstopAmerican Airlines
4h 40mORD-SJU
$161

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Last minute flights from Illinois to Puerto Rico

Last minute flight, train and bus deals

6/20Fri
multi-stopFrontier
12h 08mORD-SJU
6/26Thu
multi-stopFrontier
8h 46mSJU-ORD
$230
6/19Thu
multi-stopFrontier
26h 16mMDW-SJU
6/22Sun
multi-stopFrontier
23h 47mSJU-MDW
$230
6/21Sat
multi-stop
11h 00mORD-SJU
6/28Sat
nonstop
5h 16mSJU-ORD
$259
6/21Sat
multi-stop
11h 00mORD-SJU
7/13Sun
multi-stop
11h 41mSJU-ORD
$269
6/20Fri
nonstopSpirit Airlines
4h 44mORD-SJU
6/28Sat
nonstopSpirit Airlines
5h 16mSJU-ORD
$332
6/21Sat
nonstopSpirit Airlines
4h 44mORD-SJU
6/28Sat
nonstopSpirit Airlines
5h 16mSJU-ORD
$333
6/19Thu
multi-stopAmerican Airlines
22h 41mSPI-SJU
6/21Sat
multi-stopAmerican Airlines
11h 02mSJU-SPI
$379
6/18Wed
multi-stopAmerican Airlines
6h 37mEVV-SJU
6/20Fri
multi-stopAmerican Airlines
12h 14mSJU-EVV
$456
6/19Thu
multi-stopDelta
6h 06mSTL-SJU
7/31Thu
multi-stopDelta
11h 03mSJU-STL
$482
6/18Wed
multi-stopDelta
6h 30mMDW-SJU
6/21Sat
multi-stopDelta
9h 11mSJU-MDW
$820

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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 $930
Business Class flights to Puerto Ricofrom $1,028
Prem Econ Class flights to Puerto Ricofrom $852
Economy Class flights to Puerto Ricofrom $194

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