Cheap Flight Tickets from Pensacola (PNS) to Chicago (ORD), Starting at $186

Good to Know: Cheapest and Fastest PNS - ORD Flights

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

Cheapest Round Trip Flight

$191

AA American Airlines • 1 stop • 6h 46m

Feb 28 – Mar 05

The cheapest round trip flight from Pensacola to Chicago (PNS-ORD-PNS) is currently $191

🔍 Search Flights

Cheapest Direct Flight

$186

AA American Airlines • nonstop • 4h 7m

Feb 28

The cheapest nonstop flight from Pensacola to Chicago (PNS-ORD) is currently $186

🔍 Search Flights

Fastest Flight

4h 1m

The fastest nonstop flight from Pensacola to Chicago (PNS-ORD) takes 4h 1m

Top Airlines Flying from Pensacola to Chicago

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

Alaska Airlines -AS

Alaska Airlines

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

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

Feb 28 - Mar 05, Economy
AA
Pensacola → Chicago
6h 46m
8:34 AM - 2:29 PM • 1 stop
AA
Pensacola → Chicago
3h 47m
8:00 AM - 10:27 AM • nonstop
$191
American Airlines
Feb 28 - Mar 05, Economy
WN
Pensacola → Chicago
10h
7:30 AM - 1:30 PM • 1 stop
WN
Pensacola → Chicago
10h 20m
11:00 AM - 5:20 PM • 1 stop
$333
Southwest Airlines
Feb 28 - Mar 05, Economy
WN
Pensacola → Chicago
10h 15m
- • 1 stop
DL
Pensacola → Chicago
6h 45m
- • 1 stop
$378
Southwest Airlines
Feb 28 - Mar 05, Economy
AA
Pensacola → Chicago
10h 29m
9:21 AM - 3:50 PM • 1 stop
AA
Pensacola → Chicago
3h 47m
8:00 AM - 10:27 AM • nonstop
$755
American Airlines
Feb 28 - Mar 05, Economy
DL
Pensacola → Chicago
12h
6:00 AM - 1:20 PM • 1 stop
UA
Pensacola → Chicago
3h 52m
10:35 AM - 1:07 PM • nonstop
$905
Delta Airlines
Feb 28 - Mar 05, Economy
UA
Pensacola → Chicago
9h 11m
4:52 PM - 10:43 PM • 1 stop
UA
Pensacola → Chicago
9h 11m
2:15 PM - 8:06 PM • 1 stop
$1256
United Airlines

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

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

FAQs on Pensacola to Chicago Flights

What are the airports in Pensacola?
PNS
What’s the most popular airline flying from PNS to ORD?
The most popular airline flying from Pensacola to Chicago are
Can I fly from PNS to ORD non-stop?
Yes, you can fly PNS to ORD non-stop on
Which airlines fly nonstop between Pensacola and Chicago?
The non-stop flights between Pensacola and Chicago are .
What’s the earliest departure time from PNS to ORD Airport?
The earliest flight leaves PNS at 6:00 am and lands in ORD - Chicago O'Hare International
What are the airports in Chicago?
MDW,ORD
Can I make changes to my Pensacola to Chicago 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 PNS to ORD?
Read the fare rules of the Pensacola to Chicago 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 Pensacola and Chicago?
operate flights between Pensacola and Chicago
How long does a flight from Pensacola to Chicago take?
It takes approximately 2 hour to fly non-stop from PNS to ORD, which is 794.29 miles by air.
Which airlines provide the cheapest flights from Pensacola (PNS) to Chicago (ORD) ?
In the past couple of days, the cheapest tickets to ORD from PNS were found on AA : USD 755
Do I need a passport to fly between PNS and ORD?
No
What’s the latest departure time from PNS to ORD ?
The last flight leaves PNS at 3:0500 pm

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

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

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

Why Fareleaders for PNS to ORD Plane Tickets

Lowest Prices
Lowest Prices
Uncover the best deals on Pensacola to Chicago flights by comparing fares from hundreds of airlines and agencies.
New Deals
New Deals Everyday
Get the best prices on PNS to ORD flights—we update our fares daily so you never miss a saving.
Best Travel Options
No Service Fees
Compare hundreds of Pensacola to Chicago 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 Pensacola (PNS) to Chicago (ORD)
Terms and Conditions*