Compare live prices for ORD to SJU on
Tue, 14 Apr 2026. Use the search panel
to change origin, destination, passengers, cabin and trip type instantly.
ORD → SJU14 Apr 2026Live inventory
✈ Flight Search
Modify your route
From
To
Depart
Return
Adults
Children
Infants
Cabin
Trip Type
ORD→SJU
Sort By
💰 Cheapest
⚡ Fastest
🕐 Earliest
🎚️ Filters
Stops Reset
0
0
0
Max Price Reset
Up to ₹5,00,000
Departure Time Reset
🌙 Night 12am–6am
🌅 Morning 6am–12pm
☀️ Afternoon 12pm–6pm
🌆 Evening 6pm–12am
Fare Type
Airlines All
Loading…
Select Fare
—
—
per person · incl. taxes
Stops Reset
0
0
0
Max Price Reset
Up to ₹5,00,000
Departure Time Reset
🌙 Night 12am–6am
🌅 Morning 6am–12pm
☀️ Afternoon 12pm–6pm
🌆 Evening 6pm–12am
Fare Type
Airlines All
Loading…
Showing 25
of 107
live flights
Spirit Airlines
NK-2205
12:29
04/14/2026
ORD
5h 31m
Non-stop
18:00
04/14/2026
SJU
₹10,657
per person
✕ Non-refundable3 fare options
Spirit Airlines
NK-586
20:56
04/14/2026
ORD
5h 33m
Non-stop
02:29
04/15/2026
+1
SJU
₹10,657
per person
✕ Non-refundable3 fare options
Spirit Airlines
NK-392
12:45
04/14/2026
ORD
9h 14m
1 Stop
⏱ MCO · 2h 54m
21:59
04/14/2026
SJU
₹13,835
per person
✕ Non-refundable3 fare options
Spirit Airlines
NK-1986
05:05
04/14/2026
ORD
13h 50m
1 Stop
⏱ FLL · 7h 15m
18:55
04/14/2026
SJU
₹13,835
per person
✕ Non-refundable2 fare optionsLCC
Spirit Airlines
NK-1605
09:06
04/14/2026
ORD
12h 53m
1 Stop
⏱ MCO · 6h 27m
21:59
04/14/2026
SJU
₹13,835
per person
✕ Non-refundable2 fare optionsLCC
Spirit Airlines
NK-570
07:17
04/14/2026
ORD
11h 38m
1 Stop
⏱ FLL · 5h 10m
18:55
04/14/2026
SJU
₹13,835
per person
✕ Non-refundable2 fare optionsLCC
Delta Air Lines
DL-1285
06:00
04/14/2026
MDW
7h 25m
1 Stop
⏱ ATL · 0h 55m
13:25
04/14/2026
SJU
₹14,728
per person
✕ Non-refundable4 fare options
Delta Air Lines
DL-2417
12:52
04/14/2026
MDW
7h 32m
1 Stop
⏱ ATL · 1h 14m
20:24
04/14/2026
SJU
₹14,728
per person
✕ Non-refundable4 fare options
Delta Air Lines
DL-1063
10:41
04/14/2026
MDW
9h 43m
1 Stop
⏱ ATL · 3h 20m
20:24
04/14/2026
SJU
₹14,728
per person
✕ Non-refundable4 fare options
Delta Air Lines
DL-1452
08:15
04/14/2026
ORD
8h 8m
1 Stop
⏱ ATL · 1h 44m
16:23
04/14/2026
SJU
₹14,728
per person
✕ Non-refundable8 fare options
Delta Air Lines
DL-1264
05:15
04/14/2026
ORD
8h 10m
1 Stop
⏱ ATL · 1h 40m
13:25
04/14/2026
SJU
₹14,728
per person
✕ Non-refundable8 fare options
Delta Air Lines
DL-1884
14:25
04/14/2026
ORD
8h 47m
1 Stop
⏱ ATL · 2h 17m
23:12
04/14/2026
SJU
₹14,728
per person
✕ Non-refundable8 fare options
Delta Air Lines
DL-5688
06:04
04/14/2026
ORD
10h 27m
1 Stop
⏱ JFK · 3h 0m
16:31
04/14/2026
SJU
₹14,728
per person
✕ Non-refundable8 fare options
American Airlines
AA-1652
06:40
04/14/2026
ORD
7h 49m
1 Stop
⏱ PHL · 0h 44m
14:29
04/14/2026
SJU
₹14,738
per person
✕ Non-refundable🔥 Last 1 seats19 fare options
American Airlines
AA-2840
13:45
04/14/2026
ORD
8h 20m
1 Stop
⏱ PHL · 1h 3m
22:05
04/14/2026
SJU
₹14,738
per person
✕ Non-refundable🔥 Last 1 seats21 fare options
American Airlines
AA-2391
12:45
04/14/2026
ORD
9h 20m
1 Stop
⏱ PHL · 2h 4m
22:05
04/14/2026
SJU
₹14,738
per person
✕ Non-refundable🔥 Last 1 seats21 fare options
American Airlines
AA-1389
07:22
04/14/2026
ORD
7h 58m
1 Stop
⏱ CLT · 1h 0m
15:20
04/14/2026
SJU
₹14,738
per person
✕ Non-refundable🔥 Last 1 seats21 fare options
American Airlines
AA-2080
11:15
04/14/2026
ORD
9h 36m
1 Stop
⏱ CLT · 2h 48m
20:51
04/14/2026
SJU
₹14,738
per person
✕ Non-refundable🔥 Last 1 seats21 fare options
American Airlines
AA-2842
05:00
04/14/2026
ORD
10h 20m
1 Stop
⏱ CLT · 3h 29m
15:20
04/14/2026
SJU
₹14,738
per person
✕ Non-refundable🔥 Last 1 seats21 fare options
American Airlines
AA-1411
06:50
04/14/2026
ORD
8h 2m
1 Stop
⏱ MIA · 1h 9m
14:52
04/14/2026
SJU
₹14,738
per person
✕ Non-refundable🔥 Last 1 seats21 fare options
American Airlines
AA-1089
09:45
04/14/2026
ORD
8h 25m
1 Stop
⏱ MIA · 1h 35m
18:10
04/14/2026
SJU
₹14,738
per person
✕ Non-refundable🔥 Last 1 seats21 fare options
American Airlines
AA-1411
06:50
04/14/2026
ORD
11h 20m
1 Stop
⏱ MIA · 4h 27m
18:10
04/14/2026
SJU
₹14,738
per person
✕ Non-refundable🔥 Last 1 seats20 fare options
American Airlines
AA-357
05:00
04/14/2026
ORD
9h 42m
1 Stop
⏱ DFW · 1h 18m
14:42
04/14/2026
SJU
₹14,738
per person
✕ Non-refundable🔥 Last 1 seats13 fare options
American Airlines
AA-1250
08:25
04/14/2026
ORD
9h 45m
1 Stop
⏱ MIA · 2h 54m
18:10
04/14/2026
SJU
₹14,738
per person
✕ Non-refundable🔥 Last 1 seats17 fare options
American Airlines
AA-2984
05:00
04/14/2026
ORD
9h 52m
1 Stop
⏱ MIA · 3h 4m
14:52
04/14/2026
SJU
₹14,738
per person
✕ Non-refundable🔥 Last 1 seats17 fare options
😕 No flights match your filters.
Chicago (ORD)
San Juan (SJU)
📅 Results on this page are loaded for 14 Apr 2026. Click View all flights for the complete live search.
Chicago to San Juan — what to expect when booking
The ORD–SJU route is served by multiple carriers throughout the year.
Fares on this route can move quickly — a price available now may not be there 30 minutes later.
If your dates are flexible, try shifting your departure by a day or two using the date strip above.
Mid-week departures often show lower base fares compared to weekend starts on many routes.
Before you book
Compare nearby dates
The date strip above lets you scan nearby fares without restarting the search.
Open full search for more control
Route page shows a limited live set. Full search opens the complete inventory with fresh results.
Check fare details
Each result shows baggage, refundability and fare details before you proceed.
❓ Frequently asked questions — Chicago to San Juan flights
Generally yes — fares on most routes are most competitive around 4–6 weeks before departure. Booking earlier usually means better availability and a lower base fare when your dates are fixed.
The straight-line distance between Chicago,USA (ORD) and San Juan,Puerto Rico (SJU) is approximately shown in the route details above. Actual flying distance may vary slightly depending on routing.
Non-stop availability on this route varies by airline schedule and season. Use the filters below to quickly check whether direct options are available on your selected date.
Mid-week departures often show lower prices than weekend travel on many routes. Use the date strip above to compare nearby days quickly.