$81 Cheap flight deals from Panama City (PNS) to Chicago (CHI)

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This Weekend's Flight Deals from Panama City to Chicago

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.

Sat, Oct 4 - Mon, Oct 27
PNS
Pensacola Intl.
ORD
O'Hare Intl.
$210 Roundtrip, just found
$210
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Oct 4 from Pensacola Intl. to O'Hare Intl., returning Mon, Oct 27, priced at $210 just found
Fri, Oct 3 - Tue, Oct 7
PNS
Pensacola Intl.
MDW
Midway Intl.
$282 Roundtrip, found 3 days ago
$282
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Oct 3 from Pensacola Intl. to Midway Intl., returning Tue, Oct 7, priced at $282 found 3 days ago
Sat, Oct 4 - Tue, Oct 14
VPS
Northwest Florida Regional
ORD
O'Hare Intl.
$655 Roundtrip, found 3 days ago
$655
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Oct 4 from Northwest Florida Regional to O'Hare Intl., returning Tue, Oct 14, priced at $655 found 3 days ago

Airfares from $81 One Way, $173 Round Trip from Panama City to Chicago

Prices starting at $173 for return flights and $81 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Oct 16 - Sun, Oct 26
PNS
Pensacola
ORD
Chicago
$173 Roundtrip, just found
$173
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Oct 16 from Pensacola to Chicago, returning Sun, Oct 26, priced at $173 just found
Fri, Nov 14 - Sun, Nov 16
PNS
Pensacola
ORD
Chicago
$178 Roundtrip, found 2 hours ago
$178
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Fri, Nov 14 from Pensacola to Chicago, returning Sun, Nov 16, priced at $178 found 2 hours ago
Thu, Feb 19 - Mon, Feb 23
PNS
Pensacola
ORD
Chicago
$209 Roundtrip, found 9 hours ago
$209
Roundtrip
found 9 hours ago
Select United flight, departing Thu, Feb 19 from Pensacola to Chicago, returning Mon, Feb 23, priced at $209 found 9 hours ago
Tue, Nov 25 - Tue, Dec 2
PNS
Pensacola
MDW
Chicago
$223 Roundtrip, found 6 days ago
$223
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Tue, Nov 25 from Pensacola to Chicago, returning Tue, Dec 2, priced at $223 found 6 days ago
Tue, Nov 25 - Tue, Dec 2
PNS
Pensacola
MDW
Chicago
$223 Roundtrip, found 6 days ago
$223
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Tue, Nov 25 from Pensacola to Chicago, returning Tue, Dec 2, priced at $223 found 6 days ago

Chicago economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (2,427 reviews)

Nov 7 - Nov 9

2 night stay

Panama City (ECP) to Chicago (ORD)

Southwest Airlines • Non-stop • Coach

Chicago (ORD) to Panama City (ECP)

Delta • Non-stop • Coach
Save 100% on your flight
Price was $688, price is now $440 per person
$440
per person
found 1 day ago
One day didn’t receive room service

Reviewed on Sep 2, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,716 reviews)

Nov 7 - Nov 9

2 night stay

Panama City (ECP) to Chicago (ORD)

Southwest Airlines • Non-stop • Coach

Chicago (ORD) to Panama City (ECP)

Delta • Non-stop • Coach
Save 100% on your flight
Price was $999, price is now $663 per person
$663
per person
found 1 day ago
Every employee makes every guest feel like a rockstar. Commitment to quality and guest experience is evident.

Reviewed on Sep 14, 2025

The Langham, Chicago
5.0-star property

The Langham, Chicago

9.8/10 Exceptional! (1,005 reviews)

Nov 7 - Nov 9

2 night stay

Panama City (ECP) to Chicago (ORD)

Southwest Airlines • Non-stop • Coach

Chicago (ORD) to Panama City (ECP)

Delta • Non-stop • Coach
Save 100% on your flight
Price was $1,130, price is now $751 per person
$751
per person
found 1 day ago
Just an absolutely beautiful hotel with spectacular service. Highly recommend.

Reviewed on Mar 29, 2024

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More About Flying To Chicago from Panama City

Route Information for Flights from Panama City to Chicago

Origin Airport IATA Code
PNS
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Panama City to Chicago

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Frequently asked questions

Are there non-stop flights from Panama City to Chicago?
There are two carriers that fly directly from Pensacola Airport to O'Hare Airport. Book now with United Airlines or American Airlines.
What is the shortest flight from Panama City to Chicago?
If the weather is good and there are no delays, you could be coming in to land at Chicago, IL (ORD-O'Hare Intl.) from Pensacola Airport in as little as 2 hours and 55 minutes. With such a brief flight time, contemplate taking carry-on luggage only.
What airlines fly from Panama City to Chicago most frequently?
Look up United Airlines (UA). This airline offers some of the most frequent flights from Pensacola, FL (PNS-Pensacola Intl.) to O'Hare Intl. Airport (ORD). It operates 30 services on this route every month and is a favorite among travelers. Alternatively, lock in your favorite aisle (or window) seat with American Airlines (AA). You'll have 30 monthly flights between Panama City and Chicago to choose from with this carrier.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

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.