$67 Cheap flight deals from Chicago (CHI) to Panama City (PNS)

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This Weekend's Flight Deals from Chicago to Panama City

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, Nov 15 - Mon, Nov 17
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$254 Roundtrip, found 1 day ago
$254
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Nov 15 from O'Hare Intl. to Pensacola Intl., returning Mon, Nov 17, priced at $254 found 1 day ago
Fri, Nov 14 - Sun, Nov 16
ORD
O'Hare Intl.
VPS
Northwest Florida Regional
$754 Roundtrip, found 3 days ago
$754
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Fri, Nov 14 from O'Hare Intl. to Northwest Florida Regional, returning Sun, Nov 16, priced at $754 found 3 days ago

Airfares from $67 One Way, $148 Round Trip from Chicago to Panama City

Prices starting at $148 for return flights and $67 for one-way flights to Panama City were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Dec 8 - Wed, Dec 10
ORD
Chicago
PNS
Pensacola
$148 Roundtrip, found 6 days ago
$148
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Dec 8 from Chicago to Pensacola, returning Wed, Dec 10, priced at $148 found 6 days ago
Tue, Mar 3 - Tue, Mar 10
MDW
Chicago
PNS
Pensacola
$204 Roundtrip, found 6 days ago
$204
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Mar 3 from Chicago to Pensacola, returning Tue, Mar 10, priced at $204 found 6 days ago
Sat, Feb 14 - Tue, Feb 17
ORD
Chicago
PNS
Pensacola
$209 Roundtrip, found 9 hours ago
$209
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Sat, Feb 14 from Chicago to Pensacola, returning Tue, Feb 17, priced at $209 found 9 hours ago
Sat, Jan 3 - Sat, Jan 10
MDW
Chicago
ECP
Panama City
$233 Roundtrip, found 1 day ago
$233
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Jan 3 from Chicago to Panama City, returning Sat, Jan 10, priced at $233 found 1 day ago
Sat, Jan 3 - Sat, Jan 10
ORD
Chicago
ECP
Panama City
$233 Roundtrip, found 1 day ago
$233
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Jan 3 from Chicago to Panama City, returning Sat, Jan 10, priced at $233 found 1 day ago

Panama City economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Henderson Beach Resort & Spa
5.0-star property

The Henderson Beach Resort & Spa

9.2/10 Wonderful! (1,007 reviews)

Dec 21 - Dec 27

6 night stay

Chicago (CHI) to Fort Walton Beach (VPS)

Sun Country Airlines • Non-stop • Coach

Fort Walton Beach (VPS) to Chicago (CHI)

American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,483, price is now $958 per person
$958
per person
found 1 day ago
⸻ We expected the hotel to be more family-friendly. The kids club was always closed and it was impossible to reach anyone there. There weren’t many kids’ menu options and not a lot of activities for children. On the positive side, the hotel is very beautiful, clean, and the staff is friendly. However, the price feels very high compared to the overall value received.

Reviewed on Sep 1, 2025

PCB Group-friendly Duplex w/ Pool, Backyard Lounge & 2 Kitchens
3.0-star property

PCB Group-friendly Duplex w/ Pool, Backyard Lounge & 2 Kitchens

No reviews

Dec 30 - Jan 3

4 night stay

Chicago (CHI) to Panama City (ECP)

Southwest Airlines • Non-stop • Coach

Panama City (ECP) to Chicago (CHI)

American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,818, price is now $1,446 per person
$1,446
per person
found 17 hours ago
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Panama City first class flight packages

Price found within the past 48 hours. Click for updated prices.
OYO Hotel Pensacola I-10 & Hwy 29
2.0-star property

OYO Hotel Pensacola I-10 & Hwy 29

4.2/10 (695 reviews)

Dec 25 - Dec 28

3 night stay

Chicago (ORD) to Pensacola (PNS)

American Airlines • Non-stop roundtrip • FirstClass
Price was $813, price is now $746 per person
$746
per person
found 13 hours ago
You get what you pay for

Reviewed on Jun 29, 2023

The Pensacola Beach Resort
4.0-star property

The Pensacola Beach Resort

9.4/10 Exceptional! (2,566 reviews)

Dec 25 - Dec 28

3 night stay

Chicago (ORD) to Pensacola (PNS)

American Airlines • Non-stop roundtrip • FirstClass
Price was $931, price is now $831 per person
$831
per person
found 13 hours ago
Excellent views and attentive staff.

Reviewed on Oct 20, 2025

Pensacola Suites Hotel
3.0-star property

Pensacola Suites Hotel

8.2/10 Very Good! (327 reviews)

Dec 25 - Dec 28

3 night stay

Chicago (ORD) to Pensacola (PNS)

American Airlines • Non-stop roundtrip • FirstClass
Price was $832, price is now $767 per person
$767
per person
found 13 hours ago
Lovely hotel with a spacious room and decent in room kitchen. Would stay again.

Reviewed on Aug 28, 2025

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More About Flying To Panama City from Chicago

Route Information for Flights from Chicago to Panama City

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

Chicago to Panama City

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Frequently asked questions

Are there non-stop flights from Chicago to Panama City?
There sure are, which is great news if you're not a massive fan of swapping planes en route. United Airlines and American Airlines offer direct flights from ORD to Pensacola Airport.
What is the shortest flight from Chicago to Panama City?
If the weather is good and there are no unexpected hiccups, you could be stepping off the plane at Pensacola Intl. Airport (PNS) from ORD in only 2 hours and 45 minutes. With such a brief flight time, contemplate traveling with hand luggage only.
What airlines fly from Chicago to Panama City most frequently?
There are two airlines offering the most frequent flights from O'Hare Intl. Airport (ORD) to Pensacola Intl. Airport (PNS), including United Airlines (UA). Popular with travelers, it operates 30 flights on this route each month. If you can't find the right flight for you there, look up American Airlines (AA). This airline is a terrific alternative and operates 30 flights between Chicago and Panama City each month.
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.

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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.