Flight Deals from Illinois to Puerto Rico from $215
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Top Deals on flights from Chicago to San Juan
Chicago, US (CHI) - San Juan, PR (SJU)
May 5
May 5
May 8
May 8
as low as
$215
Chicago, US (CHI) - San Juan, PR (SJU)
Aug 18
Aug 18
Aug 18
Aug 18
as low as
$220
Chicago, US (CHI) - San Juan, PR (SJU)
May 10
May 10
May 13
May 13
as low as
$236
Chicago, US (CHI) - San Juan, PR (SJU)
May 10
May 10
May 13
May 13
as low as
$287
Chicago, US (CHI) - San Juan, PR (SJU)
Aug 16
Aug 16
Aug 19
Aug 19
as low as
$296
Chicago, US (CHI) - San Juan, PR (SJU)
Oct 1
Oct 1
Oct 10
Oct 10
as low as
$340
Chicago, US (CHI) - San Juan, PR (SJU)
May 15
May 15
May 29
May 29
as low as
$381
Chicago, US (CHI) - San Juan, PR (SJU)
May 29
May 30
Jun 3
Jun 3
as low as
$395
Chicago, US (CHI) - San Juan, PR (SJU)
Jul 16
Jul 16
Jul 28
Jul 28
as low as
$401
Chicago, US (CHI) - San Juan, PR (SJU)
May 11
May 11
May 14
May 14
as low as
$427
Chicago, US (CHI) - San Juan, PR (SJU)
Oct 30
Oct 31
Nov 7
Nov 8
as low as
$461
Top Deals on flights from Peoria to San Juan
Peoria, US (PIA) - San Juan, PR (SJU)
Jul 4
Jul 4
Jul 11
Jul 11
as low as
$469
Peoria, US (PIA) - San Juan, PR (SJU)
Jul 4
Jul 4
Jul 11
Jul 11
as low as
$469
Peoria, US (PIA) - San Juan, PR (SJU)
Jul 3
Jul 4
Jul 6
Jul 7
as low as
$494
Peoria, US (PIA) - San Juan, PR (SJU)
Jul 4
Jul 4
Jul 11
Jul 12
as low as
$518
Peoria, US (PIA) - San Juan, PR (SJU)
Jul 3
Jul 3
Jul 9
Jul 9
as low as
$518
Peoria, US (PIA) - San Juan, PR (SJU)
Jul 3
Jul 4
Jul 9
Jul 9
as low as
$518
Peoria, US (PIA) - San Juan, PR (SJU)
Jul 4
Jul 4
Jul 11
Jul 11
as low as
$548
Peoria, US (PIA) - San Juan, PR (SJU)
May 6
May 6
May 10
May 10
as low as
$580
Peoria, US (PIA) - San Juan, PR (SJU)
Jul 3
Jul 4
Jul 6
Jul 7
as low as
$584
Peoria, US (PIA) - San Juan, PR (SJU)
Jul 4
Jul 4
Jul 10
Jul 11
as low as
$648
Peoria, US (PIA) - San Juan, PR (SJU)
Jul 4
Jul 4
Jul 10
Jul 11
as low as
$648
Peoria, US (PIA) - San Juan, PR (SJU)
Jul 3
Jul 4
Jul 9
Jul 9
as low as
$665
Top Deals on flights from Moline to San Juan
Moline, US (MLI) - San Juan, PR (SJU)
May 30
May 30
Jun 3
Jun 3
as low as
$501
Moline, US (MLI) - San Juan, PR (SJU)
May 30
May 30
Jun 3
Jun 3
as low as
$501
Moline, US (MLI) - San Juan, PR (SJU)
May 30
May 31
Jun 3
Jun 3
as low as
$515
Moline, US (MLI) - San Juan, PR (SJU)
May 30
May 30
Jun 3
Jun 4
as low as
$515
Moline, US (MLI) - San Juan, PR (SJU)
May 30
May 30
Jun 3
Jun 3
as low as
$578
Moline, US (MLI) - San Juan, PR (SJU)
May 30
May 30
Jun 3
Jun 3
as low as
$610
Moline, US (MLI) - San Juan, PR (SJU)
Jun 5
Jun 6
Jun 9
Jun 10
as low as
$610
Moline, US (MLI) - San Juan, PR (SJU)
Jun 5
Jun 5
Jun 9
Jun 9
as low as
$643
Moline, US (MLI) - San Juan, PR (SJU)
May 30
May 30
Jun 3
Jun 3
as low as
$731
Moline, US (MLI) - San Juan, PR (SJU)
Jun 5
Jun 5
Jun 9
Jun 9
as low as
$766
Moline, US (MLI) - San Juan, PR (SJU)
Jun 5
Jun 6
Jun 9
Jun 9
as low as
$973
Moline, US (MLI) - San Juan, PR (SJU)
Jun 5
Jun 5
Jun 9
Jun 9
as low as
$976
Top Deals on flights from Bloomington to San Juan
Bloomington, US (BMI) - San Juan, PR (SJU)
Feb 2
Feb 2
Feb 10
Feb 10
as low as
$366
Bloomington, US (BMI) - San Juan, PR (SJU)
Feb 2
Feb 2
Feb 9
Feb 9
as low as
$366
Bloomington, US (BMI) - San Juan, PR (SJU)
Feb 2
Feb 2
Feb 10
Feb 10
as low as
$366
Bloomington, US (BMI) - San Juan, PR (SJU)
Feb 2
Feb 2
Feb 9
Feb 10
as low as
$366
Bloomington, US (BMI) - San Juan, PR (SJU)
Feb 2
Feb 2
Feb 9
Feb 9
as low as
$420
Bloomington, US (BMI) - San Juan, PR (SJU)
Feb 2
Feb 3
Feb 9
Feb 9
as low as
$420
Bloomington, US (BMI) - San Juan, PR (SJU)
Feb 2
Feb 2
Feb 10
Feb 10
as low as
$420
Bloomington, US (BMI) - San Juan, PR (SJU)
Feb 2
Feb 3
Feb 9
Feb 9
as low as
$420
Bloomington, US (BMI) - San Juan, PR (SJU)
Feb 2
Feb 2
Feb 9
Feb 10
as low as
$456
Bloomington, US (BMI) - San Juan, PR (SJU)
Feb 2
Feb 2
Feb 9
Feb 9
as low as
$456
Bloomington, US (BMI) - San Juan, PR (SJU)
Feb 2
Feb 2
Feb 9
Feb 9
as low as
$510
Bloomington, US (BMI) - San Juan, PR (SJU)
Feb 2
Feb 3
Feb 10
Feb 10
as low as
$510
Top Deals on flights from Chicago to Aguadilla
Chicago, US (CHI) - Aguadilla, PR (BQN)
Jul 16
Jul 17
Jul 20
Jul 20
as low as
$530
Chicago, US (CHI) - Aguadilla, PR (BQN)
Jul 15
Jul 15
Jul 26
Jul 26
as low as
$656
Chicago, US (CHI) - Aguadilla, PR (BQN)
Jul 16
Jul 17
Jul 20
Jul 20
as low as
$662
Chicago, US (CHI) - Aguadilla, PR (BQN)
Jul 11
Jul 12
Jul 18
Jul 18
as low as
$753
Chicago, US (CHI) - Aguadilla, PR (BQN)
Jul 16
Jul 16
Jul 20
Jul 20
as low as
$756
Chicago, US (CHI) - Aguadilla, PR (BQN)
Jul 11
Jul 12
Jul 18
Jul 18
as low as
$861
Chicago, US (CHI) - Aguadilla, PR (BQN)
Oct 7
Oct 7
Oct 12
Oct 13
as low as
$866
Chicago, US (CHI) - Aguadilla, PR (BQN)
Jul 15
Jul 16
Jul 26
Jul 27
as low as
$883
Chicago, US (CHI) - Aguadilla, PR (BQN)
Jul 15
Jul 15
Jul 26
Jul 27
as low as
$928
Chicago, US (CHI) - Aguadilla, PR (BQN)
Jul 11
Jul 12
Jul 18
Jul 19
as low as
$956
Chicago, US (CHI) - Aguadilla, PR (BQN)
Jul 11
Jul 12
Jul 18
Jul 19
as low as
$988
Chicago, US (CHI) - Aguadilla, PR (BQN)
Jul 18
Jul 19
Jul 25
Jul 26
as low as
$1272
Top Deals on flights from Chicago to Ponce
Chicago, US (CHI) - Ponce, PR (PSE)
May 27
May 28
Jun 8
Jun 9
as low as
$660
Chicago, US (CHI) - Ponce, PR (PSE)
May 22
May 23
May 25
May 26
as low as
$909
Chicago, US (CHI) - Ponce, PR (PSE)
Jun 4
Jun 4
Jun 9
Jun 9
as low as
$944
Chicago, US (CHI) - Ponce, PR (PSE)
Jun 4
Jun 5
Jun 9
Jun 9
as low as
$1447
Chicago, US (CHI) - Ponce, PR (PSE)
May 22
May 23
May 25
May 25
as low as
$6127
Good to Know
Essential information to help you plan your flight from Illinois to Puerto Rico
Cheapest Flight
$215
The lowest price we found in the last two weeks, departing May 5 and returning May 8
1 stop ‧ 7h 7m ‧ economyFastest Flights
$340
The fastest flight that we found in the last two weeks, departing Oct 1 and returning Oct 10
4h 38m ‧ economyCheapest Flight Round-trip
$215
Cheapest price found in the last 14 days, departing May 5 and returning May 8
1 stop ‧ 7h 7m ‧ economyCheapest Layover airport
$236
The cheapest layover airport to San Juan is currently $236
1 stop ‧ 7h 45m ‧ economyBest Arrival airport
$215
The best arrival airport to San Juan is currently $215
1 stop ‧ 7h 7m ‧ economyBest Departure airport
$215
The best departure airport to San Juan is currently $215
1 stop ‧ 7h 7m ‧ economyCheapest Airline
$215
The cheapest airline to San Juan is currently $215
1 stop ‧ 7h 7m ‧ economyFrequently Asked Questions
How long is the flight from Illinois to Puerto Rico?
Are there direct flights from Illinois to Puerto Rico?
Which airports in Puerto Rico are best to fly into from Illinois?
What cabin and seat options are typical from Illinois to Puerto Rico?
Flights to Puerto Rico
- Flights
- Caribbean
- Puerto Rico