Flight INFO & United Airlines(UA) flights from Chicago to San Juan
| Cheapest one-way flight price | US$78 |
|---|---|
| Cheapest return ticket price | US$184 |
| Cheapest month | August |
| Peak season for travel | January |
| Flight distance | 3,313.11 km |
| Average flight time | 4 hours 49 minutes |
| Popular airline | American Airlines |
| Frequency | ～7/week |
Book United Airlines(UA) flights from Chicago to San Juan
- One way
- Round-trip
- direct cheapest
ORD08:524h 48mNonstopSJU14:40Chicago - San Juan|Thu, Oct 29|United AirlinesUS$157US$60774% offSearch74% offUS$607US$157 - ORD08:554h 49mNonstopSJU14:44Chicago - San Juan|Sat, Oct 10|United AirlinesUS$275US$60755% offSearch55% offUS$607US$275
- ORD08:554h 49mNonstopSJU14:44Chicago - San Juan|Fri, Oct 9|United AirlinesUS$319US$60747% offSearch47% offUS$607US$319
- ORD08:554h 49mNonstopSJU14:44Chicago - San Juan|Mon, Oct 12|United AirlinesUS$443SearchUS$443
- ORD13:558h 55m1 stopsSJU23:50Chicago - San Juan|Sun, Oct 25|United AirlinesUS$144SearchUS$144
- ORD06:258h 17m1 stopsSJU15:42Chicago - San Juan|Thu, Oct 22|United AirlinesUS$145SearchUS$145
- ORD15:007h 50m1 stopsSJU23:50Chicago - San Juan|Sun, Oct 18|United AirlinesUS$146SearchUS$146
- ORD05:007h 11m1 stopsSJU13:11Chicago - San Juan|Mon, Oct 26|United AirlinesUS$155SearchUS$155
- ORD05:556h 45m1 stopsSJU13:40Chicago - San Juan|Fri, Oct 30|United AirlinesUS$158SearchUS$158
- ORD05:309h 6m1 stopsSJU15:36Chicago - San Juan|Sat, Oct 31|United AirlinesUS$158SearchUS$158
- ORD05:007h 11m1 stopsSJU13:11Chicago - San Juan|Tue, Oct 27|United AirlinesUS$159SearchUS$159
- ORD10:329h 50m1 stopsSJU22:22Chicago - San Juan|Mon, Nov 2|United AirlinesUS$159SearchUS$159
- ORD05:309h 6m1 stopsSJU15:36Chicago - San Juan|Sun, Nov 1|United AirlinesUS$162SearchUS$162
- ORD10:329h 50m1 stopsSJU22:22Chicago - San Juan|Tue, Nov 3|United AirlinesUS$162SearchUS$162
- ORD05:007h 40m1 stopsSJU13:40Chicago - San Juan|Wed, Oct 28|United AirlinesUS$163SearchUS$163
- ORD10:329h 50m1 stopsSJU22:22Chicago - San Juan|Wed, Nov 4|United AirlinesUS$166SearchUS$166
- ORD15:007h 50m1 stopsSJU23:50Chicago - San Juan|Wed, Oct 21|United AirlinesUS$176SearchUS$176
- ORD08:4510h 53m1 stopsSJU20:38Chicago - San Juan|Thu, Oct 8|United AirlinesUS$180SearchUS$180
- ORD15:007h 50m1 stopsSJU23:50Chicago - San Juan|Wed, Oct 14|United AirlinesUS$182SearchUS$182
- ORD05:007h 45m1 stopsSJU13:45Chicago - San Juan|Tue, Oct 20|United AirlinesUS$189SearchUS$189
- ORD15:007h 50m1 stopsSJU23:50Chicago - San Juan|Sun, Oct 11|United AirlinesUS$203SearchUS$203
- ORD05:007h 45m1 stopsSJU13:45Chicago - San Juan|Thu, Oct 15|United AirlinesUS$210SearchUS$210
- ORD05:007h 45m1 stopsSJU13:45Chicago - San Juan|Mon, Oct 19|United AirlinesUS$214SearchUS$214
- ORD05:007h 45m1 stopsSJU13:45Chicago - San Juan|Wed, Oct 7|United AirlinesUS$224SearchUS$224
- ORD08:4510h 53m1 stopsSJU20:38Chicago - San Juan|Sat, Oct 24|United AirlinesUS$244SearchUS$244
- ORD05:007h 45m1 stopsSJU13:45Chicago - San Juan|Fri, Oct 23|United AirlinesUS$284SearchUS$284
- ORD21:4521h 53m1 stopsSJU20:38Chicago - San Juan|Tue, Oct 13|United AirlinesUS$311SearchUS$311
- ORD19:4715h 47m1 stopsSJU12:34Chicago - San Juan|Sat, Oct 17|United AirlinesUS$319SearchUS$319
- ORD21:4521h 53m1 stopsSJU20:38Chicago - San Juan|Fri, Oct 16|United AirlinesUS$333SearchUS$333
- ORD05:007h 45m1 stopsSJU13:45Chicago - San Juan|Tue, Oct 6|United AirlinesUS$356SearchUS$356
CHI13:007h 45mNonstopSJU14:00Chicago - San Juan|Mon, Sep 6|Normal AirlineMore cheap flightsMore cheap flights
United Airlines(UA) flights from Chicago to San Juan & Flight Schedule
Flight info.
Departure
Arrival
Weekly Schedule
-
UA1996
United Airlines
08:52
ORD
15:40
SJU
S M T W T F SSearch -
UA2759
United Airlines
05:00
ORD
08:12
EWR
S M T W T F SSearch -
UA1556
United Airlines
09:47
EWR
13:45
SJU
S M T W T F SSearch -
UA1236
United Airlines
15:00
ORD
18:28
EWR
S M T W T F SSearch -
UA1543
United Airlines
19:47
EWR
23:50
SJU
S M T W T F SSearch -
UA2228
United Airlines
06:25
ORD
09:14
IAH
S M T W T F SSearch -
UA1192
United Airlines
10:10
IAH
15:42
SJU
S M T W T F SSearch -
UA2466
United Airlines
13:55
ORD
17:18
EWR
S M T W T F SSearch -
UA1543
United Airlines
19:47
EWR
23:50
SJU
S M T W T F SSearch -
UA535
United Airlines
08:45
ORD
11:41
IAH
S M T W T F SSearch -
UA701
United Airlines
15:06
IAH
20:38
SJU
S M T W T F SSearch
United Airlines(UA) flights from Chicago to San Juan Flight Booking FAQ
-
Which airlines offer direct flights from Chicago to San Juan?
At the moment, you can catch a nonstop flight from Chicago to San Juan with the following airlines, including: American Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days. -
How long is a flight from Chicago to San Juan?
It takes about 4 hours 49 minutes to fly from Chicago to San Juan. -
When is the best time to book flights from Chicago to San Juan?
By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to San Juan is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals. -
How many flights are there per week from Chicago to San Juan?
Based on Trip.com data in the past 4 weeks, there is 14 flight per week flying from Chicago to San Juan. You can check the weekly schedule for popular airlines on this route below: American Airlines: S/M/T/W/T/F/S -- AA3192 (19:19) -
When are flight tickets from Chicago (CHI) to San Juan (SJU) the cheapest?
The cheapest months to fly from Chicago to San Juan is August, when demand for travel is lower. -
Which upcoming date is cheapest to fly from Chicago to San Juan on?
After crunching the numbers on our October flight calendar, it's currently cheapest to fly from Chicago to San Juan on October 6, 2026 with Frontier Airlines, with prices starting at US$194. -
Which airports fly into San Juan from Chicago?
You can land at any one of the following hubs in San Juan: Fernando Luis Ribas Dominicci Airport (SIG), and Luis Munoz Marin International Airport (SJU). Flying from O'Hare International Airport to Luis Munoz Marin International Airport (ORD-SJU) is by far the most common option on this route. -
Is there any time difference between Chicago and San Juan?
The time difference between San Juan and Chicago is 2h. -
How do I change or cancel my ticket from Chicago to San Juan?
Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.
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