--- title: "Chicago (ORD) to San Juan (SJU) flights: who flies it" description: "American Airlines, United Airlines and Frontier Airlines fly nonstop from ORD to SJU, about 21 flights a week. Upgrade and award space by date on 2LNR, next 14 days free." canonical: "https://2lnr.com/routes/ord-sju" url: "https://2lnr.com/routes/ord-sju.md" date_modified: "2026-10-18T05:10:47Z" --- # Chicago to San Juan (ORD-SJU): nonstop upgrade & award space American Airlines, United Airlines, and Frontier Airlines fly nonstop between Chicago (ORD) and San Juan (SJU), roughly 21 times a week. The timetable below shows the nonstop scheduled at 4h 44m to 4h 56m for the 2,074 miles. 2LNR checks confirmed upgrade and award space on American Airlines flights on this route, so you can see which departures have space before you book. Schedule last confirmed October 18, 2026. Departure times come from 2LNR's schedule data; confirm with the airline before you book. Updated October 24, 2026. See ORD to SJU on the interactive map [Get started free](https://2lnr.com/login) 21 Flights a week, 4-week average 4h 44m to 4h 56m Scheduled flight time 2,074 mi Nonstop distance Free To get started ## Chicago to San Juan flight schedule Scheduled nonstop departures for ORD to SJU starting October 23, 2026, last checked against our schedule feed on October 18, 2026. Airlines retime and cancel flights, so confirm with the airline before you book. Scheduled nonstop departures from Chicago (ORD) to San Juan (SJU) | Date | Flight | Airline | Departs ORD | Arrives SJU | Duration | Aircraft | | :--- | :--- | :--- | :--- | :--- | :--- | :--- | | Fri, Oct 23 | AA 1865 | American Airlines | 08:13 | 14:03 | 4h 50m | [Boeing 737-800](https://2lnr.com/seatmaps/aa/737-800.md) | | Fri, Oct 23 | UA 1996 | United Airlines | 08:55 | 14:44 | 4h 49m | [Airbus A321neo family](https://2lnr.com/seatmaps/ua/a321neo.md) | | Sat, Oct 24 | AA 1865 | American Airlines | 08:13 | 14:03 | 4h 50m | Boeing 737-800 | | Sat, Oct 24 | UA 1996 | United Airlines | 08:55 | 14:44 | 4h 49m | Airbus A321neo family | | Sun, Oct 25 | AA 1865 | American Airlines | 08:13 | 14:03 | 4h 50m | Boeing 737-800 | | Sun, Oct 25 | UA 1996 | United Airlines | 08:55 | 14:44 | 4h 49m | Airbus A321neo family | | Sun, Oct 25 | UA 695 | United Airlines | 14:38 | 20:34 | 4h 56m | Airbus A321neo family | | Mon, Oct 26 | AA 1865 | American Airlines | 08:13 | 14:03 | 4h 50m | Boeing 737-800 | | Mon, Oct 26 | UA 1996 | United Airlines | 08:55 | 14:44 | 4h 49m | Airbus A321neo family | | Mon, Oct 26 | UA 695 | United Airlines | 14:38 | 20:34 | 4h 56m | Airbus A321neo family | | Tue, Oct 27 | AA 1865 | American Airlines | 08:13 | 14:03 | 4h 50m | Boeing 737-800 | | Tue, Oct 27 | UA 1996 | United Airlines | 08:55 | 14:44 | 4h 49m | Airbus A321neo family | | Tue, Oct 27 | UA 695 | United Airlines | 14:16 | 20:00 | 4h 44m | Airbus A321neo family | | Wed, Oct 28 | AA 1865 | American Airlines | 08:13 | 14:03 | 4h 50m | Boeing 737-800 | | Wed, Oct 28 | UA 1996 | United Airlines | 08:55 | 14:44 | 4h 49m | Airbus A321neo family | | Wed, Oct 28 | UA 695 | United Airlines | 14:16 | 20:00 | 4h 44m | Airbus A321neo family | | Thu, Oct 29 | AA 1865 | American Airlines | 08:13 | 14:03 | 4h 50m | Boeing 737-800 | | Thu, Oct 29 | UA 1996 | United Airlines | 08:55 | 14:44 | 4h 49m | Airbus A321neo family | | Thu, Oct 29 | UA 695 | United Airlines | 14:16 | 20:00 | 4h 44m | Airbus A321neo family | Showing all 19 scheduled ORD to SJU departures across 7 days with service, starting October 23, 2026. Later dates are on the interactive map. Departure and arrival times are local at their own airport, so an arrival can fall on a different local date than the departure; the duration column is the true elapsed flying time. A dash means the airline hasn't filed that value in the schedule data we hold. Aircraft are the equipment the airline filed, named where the code pins down one type and shown as the family or the bare code where it doesn't. Swaps can happen up to departure. See every ORD to SJU date on the interactive map ## Aircraft on the Chicago to San Juan nonstop In the schedule table on this page, United Airlines flies the [Airbus A321neo family](https://2lnr.com/seatmaps/ua/a321neo.md), and American Airlines flies the [Boeing 737-800](https://2lnr.com/seatmaps/aa/737-800.md). Each linked aircraft page shows where that airline schedules it. Airlines can swap aircraft up to departure. ## Confirmed upgrade & award space on ORD to SJU departures 2LNR tracks confirmed upgrade and award space on American Airlines, segment by segment and date by date. Open the calendar for Chicago to San Juan to see which departures have space, the next 14 days free on every product and the full horizon on Pro. American Airlines award space was open on none of the 14 Chicago to San Juan departure dates from October 19 to November 1 that 2LNR checked in the 7 days to October 19, 2026. ### See real availability Confirmed upgrade or award seats by date on the ORD to SJU departures 2LNR tracks, checked against live inventory so you know what's open before you book. ### Set an alert Premium inventory turns over fast. Watch this route on Pro and 2LNR notifies you when space appears on a date you're tracking. ### Plan on the map See ORD to SJU on the interactive route map, with schedules, connections, and route statistics. ## Airlines flying Chicago to San Juan nonstop Carriers operating ORD to SJU nonstop in the current schedule. Where 2LNR tracks the carrier, its departures show confirmed upgrade or award space by date. - [American Airlines (AA) route map](https://2lnr.com/routes/airlines/aa.md)\ [The aircraft AA flies](https://2lnr.com/seatmaps/aa.md) - [United Airlines (UA) route map](https://2lnr.com/routes/airlines/ua.md)\ [The aircraft UA flies](https://2lnr.com/seatmaps/ua.md) - [Frontier Airlines (F9) route map](https://2lnr.com/routes/airlines/f9.md)\ [The aircraft F9 flies](https://2lnr.com/seatmaps/f9.md) See ORD to SJU on the interactive map → ## Frequently asked questions about ORD to SJU **How long is the flight from Chicago (ORD) to San Juan (SJU)?** Scheduled flight times from Chicago (ORD) to San Juan (SJU) run from 4h 44m to 4h 56m across the departures in the schedule table on this page. The nonstop covers about 2,074 miles, and airlines adjust scheduled times by season, so confirm with the airline before you book. **Which airlines fly nonstop from ORD to SJU?** American Airlines, United Airlines, and Frontier Airlines fly ORD to SJU nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines. **How many flights a week are there from ORD to SJU?** About 21 nonstop flights a week run between Chicago (ORD) and San Juan (SJU) in the current schedule, operated by American Airlines, United Airlines, and Frontier Airlines. Frequency shifts by season, and the schedule table on this page shows what is scheduled next. **What time do flights from ORD to SJU depart?** Scheduled ORD to SJU nonstops in the next 7 days with service leave between 08:13 and 14:38, local time at Chicago. The schedule table on this page lists every departure by date, with its arrival time and aircraft. **Which flights operate ORD to SJU nonstop?** In the schedule table on this page, ORD to SJU nonstops fly as UA 695 and UA 1996 on United Airlines, and AA 1865 on American Airlines. The table lists each departure by date with its times and aircraft. **How do I check upgrade or award availability on ORD to SJU?** Open the ORD to SJU route on the interactive map or the matrix to see confirmed upgrade and award space by date on American Airlines, the next 14 days free and the full horizon on Pro. On Pro you can also set an alert on the route and 2LNR notifies you when space opens. Flying the other way? See [SJU to ORD upgrade and award space](https://2lnr.com/routes/sju-ord.md). Award seats rather than schedules? See [American Airlines award availability](https://2lnr.com/awards/aa.md). Looking beyond this route? See [every route from Chicago (ORD)](https://2lnr.com/routes/ord.md), or [every route from San Juan (SJU)](https://2lnr.com/routes/sju.md). Nonstops from Chicago (ORD) to other airports within 150 miles of San Juan (SJU): - [Chicago (ORD) to Charlotte Amalie (STT)](https://2lnr.com/routes/ord-stt.md), 68 miles from SJU - [Chicago (ORD) to Saint Croix (STX)](https://2lnr.com/routes/ord-stx.md), 94 miles from SJU Distances are great-circle between the airports, not driving distance. - [How American upgrades clear](https://2lnr.com/about/aa/upgrades.md) - [How to read award availability by date](https://2lnr.com/guides/award-availability.md) ## Never miss ORD to SJU upgrade or award space See what's open by date on this route, the next 14 days free on every product and the full horizon on Pro. [Get started free](https://2lnr.com/login)