
$81 Cheap flight deals from Chicago (CHI) to Pensacola Beach (PNS)
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This Weekend's Flight Deals from Chicago to Pensacola Beach
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $81 One Way, $159 Round Trip from Chicago to Pensacola Beach
Prices starting at $159 for return flights and $81 for one-way flights to Pensacola Beach were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Pensacola Beach economy flight packages

The Lodge at Gulf State Park, A Hilton Hotel
Feb 5 - Feb 8
Chicago (CHI) to Pensacola (PNS)
Reviewed on Sep 8, 2025

The Island Resort at Fort Walton Beach
Jan 29 - Feb 1
Chicago (CHI) to Pensacola (PNS)
Reviewed on Sep 10, 2025
More About Flying To Pensacola Beach from Chicago
Route Information for Flights from Chicago to Pensacola Beach
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | PNS |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Pensacola Beach
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.





