The cheapest flights to O'Hare Intl. found within the past 7 days were $189 round trip and $149 one way. Prices and availability subject to change. Additional terms may apply.
| Carrier | Flight | Depart SJU | Arrive ORD | Fri 12/10 | Sat 12/11 | Sun 12/12 | Mon 12/13 | Tue 12/14 | Wed 12/15 | Thu 12/16 | Stops | |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| AA395 | 08:15 am | 11:36 am | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | 0 Stops | |
To find the best deals on flights to San Juan from Chicago with American Airlines, just enter your travel dates, filter by American Airlines, and hit search. You’ll find 1 flights to choose from and can sort by price, flight duration, and arrival or departure time.
If you’re planning a round trip, booking return flights with American Airlines is usually the most cost-effective option. With airfares ranging from $189 to $189, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply.
A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way American Airlines flight from San Juan to Chicago costs from $149. Prices and availability subject to change. Additional terms may apply.
To find a cheap American Airlines flight from San Juan SJU to Chicago ORD, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference.
If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as January, or if you book a flight with a stopover.
If you’re keen to be on Chicago soil fast, don’t waste time with a stopover—filter your search results to show direct American Airlines flights only. The journey takes around 1 hour(s) 31 min(s) – so you’ll be there before you know it.
Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.
At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.
Airport Code | Country | Airport Name | Number of Flights |
|---|---|---|---|
| DFW | USA | Dallas-Fort Worth Intl. | 599 |
| CLT | USA | Charlotte-Douglas Intl. | 536 |
| ORD | USA | O'Hare Intl. | 317 |
| PHL | USA | Philadelphia Intl. | 247 |
| MIA | USA | Miami Intl. | 193 |
| DCA | USA | Ronald Reagan Washington National | 152 |
| PHX | USA | Sky Harbor Intl. | 141 |
| LAX | USA | Los Angeles Intl. | 81 |
| LGA | USA | LaGuardia | 72 |
| BOS | USA | Logan Intl. | 57 |
Reviewed on Aug 24, 2021
Reviewed on Sep 17, 2021
Reviewed on Oct 11, 2021