￥16,080 Cheap Flights from Chicago (ORD) to Pensacola (PNS)

View ￥16,080 flight on Tue, Oct 28, 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Pensacola Intl. Airport (PNS)

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Cheap Flights from Chicago to Pensacola (ORD-PNS)

Prices were available within the past 7 days and start at ￥16,080 for one-way flights and ￥44,030 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sun, Oct 26 - Fri, Oct 31
ORD
Chicago
PNS
Pensacola
￥44,030 Roundtrip, found 2 days ago
￥44,030
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Oct 26 from Chicago to Pensacola, returning Fri, Oct 31, priced at ￥44,030 found 2 days ago
United
Sun, Oct 26 - Fri, Oct 31
ORD
Chicago
PNS
Pensacola
￥46,620 Roundtrip, found 2 days ago
￥46,620
Roundtrip
found 2 days ago
Select United flight, departing Sun, Oct 26 from Chicago to Pensacola, returning Fri, Oct 31, priced at ￥46,620 found 2 days ago
Delta
Sun, Oct 26 - Fri, Oct 31
ORD
Chicago
PNS
Pensacola
￥48,010 Roundtrip, found 2 days ago
￥48,010
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, Oct 26 from Chicago to Pensacola, returning Fri, Oct 31, priced at ￥48,010 found 2 days ago
American Airlines
Sun, Oct 26 - Fri, Oct 31
ORD
Chicago
PNS
Pensacola
￥48,550 Roundtrip, found 2 days ago
￥48,550
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Oct 26 from Chicago to Pensacola, returning Fri, Oct 31, priced at ￥48,550 found 2 days ago
American Airlines
Sun, Oct 26 - Fri, Oct 31
ORD
Chicago
PNS
Pensacola
￥52,960 Roundtrip, found 2 days ago
￥52,960
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Oct 26 from Chicago to Pensacola, returning Fri, Oct 31, priced at ￥52,960 found 2 days ago
Delta
Sun, Oct 26 - Fri, Oct 31
ORD
Chicago
PNS
Pensacola
￥54,780 Roundtrip, found 2 days ago
￥54,780
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, Oct 26 from Chicago to Pensacola, returning Fri, Oct 31, priced at ￥54,780 found 2 days ago
American Airlines
Sun, Oct 26 - Fri, Oct 31
ORD
Chicago
PNS
Pensacola
￥56,720 Roundtrip, found 2 days ago
￥56,720
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Oct 26 from Chicago to Pensacola, returning Fri, Oct 31, priced at ￥56,720 found 2 days ago
Delta
Sun, Oct 26 - Fri, Oct 31
ORD
Chicago
PNS
Pensacola
￥57,260 Roundtrip, found 2 days ago
￥57,260
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, Oct 26 from Chicago to Pensacola, returning Fri, Oct 31, priced at ￥57,260 found 2 days ago
American Airlines
Sun, Oct 26 - Fri, Oct 31
ORD
Chicago
PNS
Pensacola
￥57,470 Roundtrip, found 2 days ago
￥57,470
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Oct 26 from Chicago to Pensacola, returning Fri, Oct 31, priced at ￥57,470 found 2 days ago
United
Sun, Oct 26 - Fri, Oct 31
ORD
Chicago
PNS
Pensacola
￥60,210 Roundtrip, found 2 days ago
￥60,210
Roundtrip
found 2 days ago
Select United flight, departing Sun, Oct 26 from Chicago to Pensacola, returning Fri, Oct 31, priced at ￥60,210 found 2 days ago

Find the cheapest month to fly from Chicago (ORD) to Pensacola (PNS)

March is typically the cheapest month to fly

From ￥18,441 - ￥66,150 per traveler.
Flights from Chicago (ORD) to Pensacola (PNS)
Origin airport
O'Hare Intl.
Destination airport
Pensacola Intl.
Roundtrip price
￥44,030
Distance
1272 km
Average flight time
2 hours 25 mins

Chicago to Pensacola Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Chicago to will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Pensacola.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with ORD to PNS flights that won’t make your bank account wince. Ready to temporarily leave behind Chicago for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to PNS with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Frequently asked questions

How much is a flight from O'Hare Airport to PNS?
Pack your bags, because round-trip journeys between ORD and Pensacola Intl. Airport (PNS) start from ￥44,030. That's based on fares advertised within the last 7 days on Expedia for flights departing within the next year. Prices can move quickly, so book now to get the best deal. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from ORD to Pensacola Airport?
This can differ from airline to airline, as each has its own set of terms and conditions. Head to the Customer Service Portal, where you'll find simple instructions on how to cancel online.
How do I find cheap flights from O'Hare Intl. Airport (ORD) to Pensacola Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for O'Hare Airport to Pensacola Intl. Airport (PNS) flights, you'll see a "no change fees" filter for you to select.
How many hours is the flight from O'Hare Intl. Airport (ORD) to PNS?
Get comfy in your seat, choose an in-flight movie and 4 hours and 33 minutes will fly by before you know it. That's how long it'll take you to reach Pensacola Intl. Airport (PNS) from ORD.
How far is the flight from O'Hare Intl. Airport (ORD) to Pensacola Airport?
That new movie you've been eager to see will just have to wait — the flight distance between O'Hare Airport (ORD) and PNS (PNS) is only 1,300 kilometers. The captain will be asking you to buckle up for touchdown before you know it.
Which airlines fly direct from ORD to Pensacola Intl. Airport (PNS)?
With 30 flights every month from ORD to PNS, United Airlines (UA) is a terrific choice. Offering 4 flights each month on this route, American Airlines (AA) is another traveler favorite.
Are O'Hare Airport to Pensacola Airport flight tickets cheaper when they're purchased at the last minute?
Flight prices go up and down like a yo-yo, so not always. While last-minute flight deals between O'Hare Airport and Pensacola Intl. Airport (PNS) are possible, it also makes sense to keep a close eye on prices well before you fly. In fact, some carriers release their prices up to a year ahead of the departure date. Expedia is continuously updating the biggest bargains around, so check back often and be ready to book when the price is low.

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