Find a great deal and save up to 17% by booking at least 57 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Illinois to Puerto Rico within the next two weeks, with the cheapest ticket starting at $270.
Our data shows that September tends to be the cheapest month to fly to Puerto Rico from Illinois. Users have commonly found prices around $370 for the month, but tickets can be as low as $111. Due to multiple factors, prepare for potentially higher prices in March.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Puerto Rico as you normally would.
Fly from
Fly to
Budget
$86 - $274
Route
Depart
Return
Price
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
sáb. 12/9
Nonstop4h 42m
San Juan Luis Munoz Marin Intl
sáb. 12/16
Nonstop5h 16m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
sáb. 12/9
Nonstop4h 42m
San Juan Luis Munoz Marin Intl
mié. 12/13
Nonstop5h 16m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
vie. 12/8
Nonstop4h 42m
San Juan Luis Munoz Marin Intl
mié. 12/13
Nonstop5h 16m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
dom. 12/10
Nonstop4h 42m
San Juan Luis Munoz Marin Intl
sáb. 12/16
Nonstop5h 16m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
mié. 1/31
1 stop16h 14m
San Juan Luis Munoz Marin Intl
mié. 2/7
1 stop9h 09m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
lun. 1/15
2 stops15h 09m
San Juan Luis Munoz Marin Intl
mar. 1/23
1 stop9h 09m
Lambert-St LouisSan Juan Luis Munoz Marin Intl
STL - SJU
STLSJU
Lambert-St Louis
mié. 2/7
1 stop10h 37m
San Juan Luis Munoz Marin Intl
jue. 2/15
1 stop9h 04m
Chicago O'Hare IntlSan Juan Luis Munoz Marin Intl
ORD - SJU
ORDSJU
Chicago O'Hare Intl
jue. 1/25
1 stop7h 06m
San Juan Luis Munoz Marin Intl
lun. 1/29
1 stop9h 42m
Lambert-St LouisSan Juan Luis Munoz Marin Intl
STL - SJU
STLSJU
Lambert-St Louis
dom. 1/14
1 stop6h 32m
San Juan Luis Munoz Marin Intl
mié. 1/24
2 stops10h 44m
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Comfort
Overall
Food
Boarding
Crew
Entertainment
Reviews
Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Yes, there are multiple flights from Illinois to Puerto Rico for under $100. The cheapest flight booked recently is on Frontier for just $86, but on average you can expect to pay $135.
Cheapflights has at least 20 direct flights from Illinois to Puerto Rico under $100. A good price for a nonstop flight from Illinois to Puerto Rico is less than $146.
There are currently 20+ open flights from Illinois to Puerto Rico within the next 7 days for less than $100.
Great question - ORD to SJU just means Chicago O'Hare Intl Airport to San Juan Luis Munoz Marin Intl Airport. Now you’ll know what these unique codes when you look for flights! Ready for more IATA code knowledge? These are related airports for your current travel destination: Aguadilla Borinquen Airport (BQN), San Juan Isla Grande Airport (SIG), Ponce Mercedita Airport (PSE), Vieques Airport (VQS), Culebra Airport (CPX).
1%of flight departures | Early morningMidnight to 6 am |
---|---|
78%of flight departures | Morning6 am to noon |
21%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
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Yes! Cheapflights helps users easily find flights from Illinois to Puerto Rico with no change fees.
Yes! Start tracking prices for Illinois to Puerto Rico flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.