Cheap Flight Tickets from Chicago (ORD) to Pensacola (PNS), Starting at $176

Good to Know: Cheapest and Fastest ORD - PNS Flights

Useful information for finding best airline tickets from Chicago O'Hare International to Pensacola Regional on your next trip.

Cheapest Round Trip Flight

$176

F9 Frontier Airlines • 1 stop • 13h 21m

Oct 25 – Oct 30

The cheapest round trip flight from Chicago to Pensacola (ORD-PNS-ORD) is currently $176

🔍 Search Flights

Cheapest Direct Flight

$285

UA United Airlines • nonstop • 3h 49m

Nov 06

The cheapest nonstop flight from Chicago to Pensacola (ORD-PNS) is currently $285

🔍 Search Flights

Fastest Flight

3h 48m

The fastest nonstop flight from Chicago to Pensacola (ORD-PNS) takes 3h 48m

Top Airlines Flying from Chicago to Pensacola

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

Latest Flight Deals from Chicago (ORD) to Pensacola (PNS)

Compare and book low fare round-trip air tickets from Chicago to Pensacola. Ideal for travelers with confirmed return itineraries.

Oct 25 - Oct 30, Economy
F9
Chicago → Pensacola
13h 21m
6:30 AM - 2:31 PM • 1 stop
F9
Chicago → Pensacola
14h 13m
3:28 PM - 12:21 AM • 1 stop
$176
Frontier Airlines
Oct 25 - Oct 30, Economy
DL
Chicago → Pensacola
8h 45m
5:27 AM - 10:52 AM • 1 stop
DL
Chicago → Pensacola
6h 48m
8:05 AM - 12:13 PM • 1 stop
$212
Delta Airlines
Oct 25 - Oct 30, Economy
DL
Chicago → Pensacola
7h 9m
8:05 AM - 12:34 PM • 1 stop
DL
Chicago → Pensacola
7h 32m
7:02 AM - 11:54 AM • 1 stop
$212
Delta Airlines
Oct 25 - Oct 30, Economy
UA
Chicago → Pensacola
10h 51m
9:15 AM - 4:06 PM • 1 stop
UA
Chicago → Pensacola
4h 3m
2:22 PM - 5:05 PM • nonstop
$387
United Airlines
Oct 25 - Oct 30, Economy
UA
Chicago → Pensacola
9h 2m
2:22 PM - 8:04 PM • 1 stop
UA
Chicago → Pensacola
4h 3m
2:22 PM - 5:05 PM • nonstop
$387
United Airlines
Oct 25 - Oct 30, Economy
UA
Chicago → Pensacola
10h 45m
7:29 AM - 2:14 PM • 1 stop
UA
Chicago → Pensacola
4h 3m
2:22 PM - 5:05 PM • nonstop
$387
United Airlines

Fly from Chicago to Pensacola with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Pensacola? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Chicago to Pensacola Flights

What are the airports in Chicago?
MDW,ORD
What’s the most popular airline flying from ORD to PNS?
The most popular airline flying from Chicago to Pensacola are
Can I fly from ORD to PNS non-stop?
Yes, you can fly ORD to PNS non-stop on
Which airlines fly nonstop between Chicago and Pensacola?
The non-stop flights between Chicago and Pensacola are .
What’s the earliest departure time from ORD to PNS Airport?
The earliest flight leaves ORD at 5:27 am and lands in PNS - Pensacola Regional
What are the airports in Pensacola?
PNS
Can I make changes to my Chicago to Pensacola flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from ORD to PNS?
Read the fare rules of the Chicago to Pensacola air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and Pensacola?
operate flights between Chicago and Pensacola
How long does a flight from Chicago to Pensacola take?
It takes approximately 2 hour to fly non-stop from ORD to PNS, which is 794.29 miles by air.
Which airlines provide the cheapest flights from Chicago (ORD) to Pensacola (PNS) ?
In the past couple of days, the cheapest tickets to PNS from ORD were found on UA : USD 387
Do I need a passport to fly between ORD and PNS?
No
What’s the latest departure time from ORD to PNS ?
The last flight leaves ORD at 2:22 pm

Chicago (ORD) to Pensacola (PNS): Airport Information

Origin Airport Chicago O'Hare International , Chicago, US
Destination Airport Pensacola Regional , Pensacola, US
Distance 794 miles

More Flight Options for Chicago (ORD) and Pensacola (PNS)

Why Fareleaders for ORD to PNS Plane Tickets

Lowest Prices
Lowest Prices
Uncover the best deals on Chicago to Pensacola flights by comparing fares from hundreds of airlines and agencies.
New Deals
New Deals Everyday
Get the best prices on ORD to PNS flights—we update our fares daily so you never miss a saving.
Best Travel Options
No Service Fees
Compare hundreds of Chicago to Pensacola flights and secure the best deals—we never add any service fees.
Get Fare Drop Alert
Be the first to know when fares drop for the Chicago (ORD) to Pensacola (PNS)
Terms and Conditions*