CA $95 Cheap Flights from Pensacola (PNS) to Chicago (ORD)

View CA $95 flight on Tue, Nov. 11, 2025Opens in a new window

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

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Cheap flights from Pensacola (PNS) to Chicago (ORD)

Prices were available within the past 7 days and start at CA $95 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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

March is typically the cheapest month to fly

From CA $158 - CA $491 per traveller.

Graph displaying average flight prices per month

Flight from Pensacola to Chicago (PNS - ORD) route information
Origin airport
Pensacola Intl.
Destination airport
O'Hare Intl.
Distance
1272 km
Average flight time
2 hours 39 mins

Pensacola to Chicago Flights

The easy way to book your flights from Pensacola to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Pensacola whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are Emirates, Lufthansa, Air New Zealand, United Airlines nonstop flights to O'Hare Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Pensacola to Chicago today, tomorrow, or this week.  

 

Save dollars with cheap flights from Pensacola Intl., PNS to O'Hare Intl., ORD 

Sort your search results by price to find great deals on your flight from Pensacola to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Pensacola currently is just rising to .  

Here are more money-saving tips: 

  • Fly in when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Chicago  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Chicago from Pensacola 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

Frequently asked questions

How much is a flight from PNS to O'Hare Airport?
Round-trip tickets between Pensacola Intl. Airport (PNS) and ORD start from . This is based on fares quoted within the last 7 days on Expedia for flights departing within the next year — book now so you don't miss out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Pensacola Airport to ORD?
Each air carrier has its own terms and conditions. If you do decide to cancel, follow the instructions on our Customer Service Portal.
How do I find cheap flights from Pensacola Airport to ORD that have flexible change policies?
Many carriers will allow you to move your flight without a change fee. All you pay is the cost difference between flights. When searching for Pensacola Intl. Airport (PNS) to O'Hare Intl. Airport (ORD) flights, you'll see a "No change fees" filter for you to tick.
How many hours is the flight from PNS to O'Hare Airport?
It takes around 4 hours and 38 minutes to fly from Pensacola Intl. Airport (PNS) to O'Hare Intl. Airport (ORD). But with some movies and a few interesting magazines, the hours will go by quicker.
How far is the flight from Pensacola Intl. Airport (PNS) to O'Hare Intl. Airport (ORD)?
The flight distance from Pensacola Intl. Airport (PNS) (PNS) to ORD (ORD) is only 1,300 kilometres. You'll be walking down the air bridge and picking up your bags from the carousel in no time at all.
Which airlines fly direct from Pensacola Airport to O'Hare Intl. Airport (ORD)?
United Airlines (UA) will fly you from Pensacola Airport to O'Hare Intl. Airport (ORD) comfortably and reliably. Choose from 30 direct flights each month along this route.
Are Pensacola Airport to ORD flight tickets cheaper when they're purchased at the last minute?
It is possible to nab great last-minute deals from PNS to ORD, but there's no guarantee. As many airlines advertise prices up to a year in advance, it's worthwhile keeping an eye on fares early and being ready to book when you spot a bargain. Expedia compares air carrier prices and updates flight deals regularly, so you can be certain you're always getting the latest offers.

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