$89 Cheap United flights Chicago (ORD) to Pensacola (PNS)

Scoring cheap one-way United Airlines flights from ORD to PNS from $89 on Expedia couldn’t be easier — just filter by “Price (lowest to highest).” Alternatively, check out our affordable round-trip fares from $177 for your next exciting vacation.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

United Airlines flights to Pensacola are generally more affordable in the quieter months of January and December. Whether you’re after a round-trip or one-way ticket, you could land a better deal then.

Start searching one to three months before your departure to find cheap fares on United Airlines flights from O’Hare Intl. Airport (ORD) to Pensacola Intl. Airport (PNS). You can save 25% by booking your domestic flight 34 to 86 days in advance compared to last-minute reservations made 6 to 12 days out. You could also reduce costs by buying your fare on a Sunday, as it’s 6% cheaper on average than a Monday, the most expensive day to book.* Nail your timing, and you can enjoy significant savings on domestic trips.*Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC’s global airline sales database.

Hop on one of United Airlines’s 7 direct weekly flights from O’Hare Intl. Airport (ORD) to Pensacola Intl. Airport (PNS). To see your choices, enter your dates, destination and origin and hit search. Then apply the “Nonstop” and “Airline” filters.

It takes around 2h 30m to travel nonstop from O’Hare Intl. Airport (ORD) to Pensacola Intl. Airport (PNS) with United Airlines.

The earliest flight from ORD to PNS with United Airlines departs at 10:53AM UTC-6. You’ll land at 1:23PM UTC-6. The final United Airlines flight of the day leaves at 11:10AM UTC-6 and arrives at 1:40PM UTC-6. With 20% fewer cancellations for morning and mid-morning flights, jetting out early is usually the best choice.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.

Pensacola Intl. Airport (PNS) is the main Pensacola hub for United Airlines flights from O’Hare Intl. Airport (ORD).

Fly from ORD to PNS with United Airlines and you’ll enjoy a range of benefits including a rewarding loyalty program. When booking through Expedia as a United Mileage Plus and One Key™ member, you can also earn OneKeyCash™* to use on select future travel purchases.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

For the O’Hare Intl. Airport (ORD) to Pensacola Intl. Airport (PNS) route, United Airlines typically flies Airbus A320 and Airbus A319 planes. Remember that last-minute changes can occur for operational purposes, meaning your flight could be on a different aircraft.

Changes are usually free within 24 hours of making a booking, but your airline may add a charge after that time. For further information about modifying your flights, head to your “Trips,” select your flight and click on “Manage Booking.” If you want the flexibility to make changes without being charged, apply the “Changes included” or “No cancel fee” filter when organizing your next adventure.