$130 Cheap American Airlines flights Pensacola (PNS) to Chicago (ORD)

Make use of the “Price (lowest to highest)” filter on Expedia to search for cheap American Airlines return flights from $203 from PNS to ORD. Affordable one-way options from $130 are also available.**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.

Browse for round-trip or one-way flights to Chicago in January or February. You could find cheaper fares with American Airlines during these off-season months.

To find cheap American Airlines fares from Pensacola Intl. Airport (PNS) to O’Hare Intl. Airport (ORD), start searching one to three months before your planned departure. Reserving domestic flights 34 to 86 days in advance could save you 25% compared to booking just 6 to 12 days ahead. The day you book can also influence the overall price. Sunday is generally the most affordable, while Monday is often the most expensive for domestic flights. You can save 6% on average by booking on a Sunday.**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.

To figure out if there’s a direct journey from PNS to ORD with American Airlines or other carriers, use our “Nonstop” filter when browsing for flights.

Sort your results by “Morning” and “Early Morning” to find the earliest flights from PNS to ORD. Leaving early means flight cancellations are less likely.**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.

American Airlines flights from Pensacola Intl. Airport (PNS) to Chicago come in to land at O’Hare Intl. Airport (ORD). This is the main gateway to this city.

In most cases, you can modify or cancel your flight, although there may be a charge if you made your booking more than 24 hours ago. Need to keep your options open? Use our “Changes included” and “No cancel fee” filters to find flights that won’t penalize you if you need to alter your plans. To make modifications, go to “Trips,” select your flight and click on “Manage Booking” for more details.