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Flight Deals from Chicago to San Juan from $105
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Stops
- Nonstopfrom $257
- Up to 1 stop$273
- Up to 2 stops$458
Airlines
- American Airlines$410
- Delta Air Lines$395
- Frontier Airlines$293
- JetBlue$375
- Spirit Airlines$257
- United Airlines$348
Cabin Class
- Economy$257
Departure Airports
- Chicago Midway Airport$293
- Chicago O Hare Airport$257
Arrival Airports
- Luis Munoz Marin International Airport$257
Layover Airports
- Charlotte Douglas International Airport$459
- Fort Lauderdale Hollywood International Airport$340
- General Edward Lawrence Logan International Airport$375
- George Bush Intercontinental Houston Airport$353
- Hartsfield Jackson Atlanta International Airport$293
- Miami International Airport$414
- New York John F Kennedy Airport$375
- Newark Liberty Airport$348
- Orlando International Airport$273
- Philadelphia International Airport$293
- Washington Dulles Airport$480
4:35 pm – 11:18 pm
nonstop
2:38 pm – 6:00 pm
nonstop
$257
6:05 am – 7:21 pm
1 stop
MCO2:38 pm – 6:00 pm
nonstop
$273
4:35 pm – 11:18 pm
nonstop
2:38 pm – 6:00 pm
nonstop
$287
4:35 pm – 11:18 pm
nonstop
2:38 pm – 6:00 pm
nonstop
$287
6:00 am – 3:02 pm
1 stop
ATL11:05 am – 5:11 pm
1 stop
MCO$293
6:15 pm – 2:50 am
1 stop
MCO4:11 pm – 10:23 pm
1 stop
ATL$293
3:15 pm – 1:24 am
1 stop
PHL4:09 pm – 12:29 am
1 stop
MCO$293
6:00 am – 3:06 pm
1 stop
ATL4:11 pm – 11:25 pm
1 stop
ATL$293
6:05 am – 7:21 pm
1 stop
MCO2:21 pm – 9:00 pm
1 stop
FLL$340
2:20 pm – 9:00 pm
nonstop
2:05 am – 9:36 am
1 stop
EWR$348
8:06 pm – 6:11 am
1 stop
IAH2:05 am – 9:36 am
1 stop
EWR$353
4:35 pm – 11:18 pm
nonstop
2:21 pm – 9:00 pm
1 stop
FLL$355
12:10 pm – 11:00 pm
1 stop
BOS11:59 am – 9:33 pm
1 stop
JFK$375
12:10 pm – 11:00 pm
1 stop
BOS12:15 pm – 9:33 pm
1 stop
JFK$383
10:18 am – 7:21 pm
1 stop
MCO2:21 pm – 9:00 pm
1 stop
FLL$392
10:35 am – 8:30 pm
1 stop
ATL1:10 pm – 9:14 pm
1 stop
ATL$395
12:10 pm – 11:00 pm
1 stop
BOS12:15 pm – 9:33 pm
1 stop
JFK$403
8:05 am – 2:40 pm
nonstop
3:15 pm – 7:45 pm
nonstop
$410
3:15 pm – 9:55 pm
nonstop
3:15 pm – 7:45 pm
nonstop
$410
3:15 pm – 9:55 pm
nonstop
9:26 am – 4:09 pm
1 stop
MIA$414
12:10 pm – 3:55 am
2 stops
BOS, JFK10:59 am – 9:33 pm
1 stop
JFK$458
8:05 am – 2:40 pm
nonstop
9:30 am – 3:41 pm
1 stop
CLT$459
12:05 pm – 10:35 pm
1 stop
CLT4:15 pm – 7:45 pm
nonstop
$469
2:20 pm – 9:00 pm
nonstop
8:35 am – 11:57 am
nonstop
$469
3:15 pm – 9:55 pm
nonstop
6:40 am – 12:21 pm
1 stop
PHL$469
2:20 pm – 9:00 pm
nonstop
7:10 am – 2:12 pm
1 stop
IAD$480
2:20 pm – 9:00 pm
nonstop
2:05 am – 9:37 am
1 stop
EWR$480
6:20 pm – 6:11 am
1 stop
IAH8:35 am – 11:57 am
nonstop
$480
5:20 pm – 6:11 am
1 stop
IAH5:50 pm – 11:43 pm
1 stop
IAD$485
8:45 am – 9:26 pm
1 stop
IAH4:50 pm – 11:12 pm
1 stop
IAD$485
Top Deals on flights from Chicago to San Juan
Chicago, US (CHI) - San Juan, PR (SJU)
Dec 8
ORD
6h 38m
Direct
Dec 8
SJU
as low as
$105
Chicago, US (CHI) - San Juan, PR (SJU)
Dec 8
ORD
10h 21m
FLL
Dec 8
SJU
as low as
$138
Chicago, US (CHI) - San Juan, PR (SJU)
Nov 17
MDW
9h 4m
ATL
Nov 17
SJU
as low as
$142
Chicago, US (CHI) - San Juan, PR (SJU)
Nov 7
MDW
11h 22m
MCO
Nov 8
SJU
as low as
$142
Chicago, US (CHI) - San Juan, PR (SJU)
Dec 15
MDW
18h 27m
TPA
Dec 16
SJU
as low as
$146
Chicago, US (CHI) - San Juan, PR (SJU)
Dec 14
ORD
8h 12m
RDU
Dec 15
SJU
as low as
$146
Chicago, US (CHI) - San Juan, PR (SJU)
Dec 5
MDW
9h 34m
PHL
Dec 6
SJU
as low as
$146
Chicago, US (CHI) - San Juan, PR (SJU)
Jan 18
ORD
6h 40m
Direct
Jan 18
SJU
as low as
$172
Chicago, US (CHI) - San Juan, PR (SJU)
Dec 8
ORD
12h 29m
BOS
Dec 8
SJU
as low as
$182
Chicago, US (CHI) - San Juan, PR (SJU)
Jan 5
ORD
9h 46m
DFW
Jan 6
SJU
as low as
$189
Chicago, US (CHI) - San Juan, PR (SJU)
Jan 8
ORD
24h 54m
DFW
FLL
Jan 9
SJU
as low as
$191
Chicago, US (CHI) - San Juan, PR (SJU)
Jan 5
ORD
6h 35m
Direct
Jan 6
SJU
as low as
$193
Frequently Asked Questions
Is there a direct flight from Chicago to San Juan?
Yes, there are direct flights from Chicago O Hare Airport to Luis Munoz Marin International Airport. Spirit Airlines offers a non-stop flight for $257, and American Airlines has a non-stop option for $440. Both flights have no layovers.
Are there convenient layover flights from Chicago to San Juan?
Yes, convenient 1 stop flights are available. Airlines include Spirit Airlines at $288, Frontier Airlines at $288, JetBlue at $307, Delta Air Lines at $309, and American Airlines at $469. Two stop options are JetBlue at $458 and United Airlines at $1762.
What are the most convenient layover airports for my flight?
Consider these convenient layover airports: Orlando International with Spirit, Hartsfield-Jackson Atlanta with Frontier or Delta, New York John F. Kennedy with JetBlue, and Charlotte Douglas with American Airlines.
What is the cheapest and fastest flight from Chicago to San Juan?
The cheapest flight is with Spirit Airlines for $257, 6h 43m. The fastest flight is with United Airlines for $651, 5h 35m.
What are all possible destination arrival airports?
The possible destination arrival airport is Luis Munoz Marin International Airport in San Juan.
What is the time difference between destination and arrival?
The time difference between Chicago and San Juan is one hour, with San Juan being one hour ahead of Chicago.
Flights to San Juan
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