$81 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, Oct 4 - Thu, Oct 9
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$262 Roundtrip, found 1 day ago
$262
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Oct 4 from O'Hare Intl. to Pensacola Intl., returning Thu, Oct 9, priced at $262 found 1 day ago
Sat, Oct 4 - Sat, Oct 11
MDW
Midway Intl.
PNS
Pensacola Intl.
$282 Roundtrip, found 3 days ago
$282
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Oct 4 from Midway Intl. to Pensacola Intl., returning Sat, Oct 11, priced at $282 found 3 days ago
Fri, Oct 3 - Tue, Oct 7
MDW
Midway Intl.
ECP
Northwest Florida Beaches Intl.
$282 Roundtrip, found 4 days ago
$282
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Oct 3 from Midway Intl. to Northwest Florida Beaches Intl., returning Tue, Oct 7, priced at $282 found 4 days ago

Airfares from $81 One Way, $167 Round Trip from Chicago to Panama City

Prices starting at $167 for return flights and $81 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.

Sat, Oct 25 - Sat, Nov 1
ORD
Chicago
PNS
Pensacola
$167 Roundtrip, found 2 days ago
$167
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Oct 25 from Chicago to Pensacola, returning Sat, Nov 1, priced at $167 found 2 days ago
Sat, Dec 6 - Sat, Dec 13
ORD
Chicago
PNS
Pensacola
$209 Roundtrip, found 2 days ago
$209
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Dec 6 from Chicago to Pensacola, returning Sat, Dec 13, priced at $209 found 2 days ago
Tue, Dec 2 - Tue, Dec 9
MDW
Chicago
PNS
Pensacola
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Dec 2 from Chicago to Pensacola, returning Tue, Dec 9, priced at $217 found 1 day ago
Wed, Apr 1 - Tue, Apr 7
MDW
Chicago
ECP
Panama City
$229 Roundtrip, found 1 hour ago
$229
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, Apr 1 from Chicago to Panama City, returning Tue, Apr 7, priced at $229 found 1 hour ago
Tue, Mar 31 - Wed, Apr 8
ORD
Chicago
ECP
Panama City
$229 Roundtrip, found 1 hour ago
$229
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Mar 31 from Chicago to Panama City, returning Wed, Apr 8, priced at $229 found 1 hour ago

Panama City economy flight packages

Price found within the past 48 hours. Click for updated prices.
30A Inn & Suites
3.0-star property

30A Inn & Suites

9/10 Wonderful! (617 reviews)

Nov 1 - Nov 4

3 night stay

Chicago (CHI) to Fort Walton Beach (VPS)

American Airlines • Non-stop • Coach

Fort Walton Beach (VPS) to Chicago (CHI)

Southwest Airlines • Non-stop • Coach
Price was $567, price is now $407 per person
$407
per person
found 21 hours ago
EVERYTHING!!!! THIS IS WHERE I ALWAYS STAY.

Reviewed on Aug 14, 2022

The Henderson Beach Resort & Spa
5.0-star property

The Henderson Beach Resort & Spa

9.2/10 Wonderful! (1,005 reviews)

Nov 1 - Nov 4

3 night stay

Chicago (CHI) to Fort Walton Beach (VPS)

American Airlines • Non-stop • Coach

Fort Walton Beach (VPS) to Chicago (CHI)

Southwest Airlines • Non-stop • Coach
Price was $855, price is now $590 per person
$590
per person
found 21 hours 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

WaterColor Inn & Resort
4.0-star property

WaterColor Inn & Resort

9.4/10 Exceptional! (252 reviews)

Nov 1 - Nov 4

3 night stay

Chicago (CHI) to Fort Walton Beach (VPS)

American Airlines • Non-stop • Coach

Fort Walton Beach (VPS) to Chicago (CHI)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,251, price is now $870 per person
$870
per person
found 21 hours ago
In a day and age where post COVId hotel stays have been sub par, understaffed, and lacking amenities offered pre-Covid, it was very refreshing to stay at Watercolor Inn where this was not the case. Watercolor Inn was fully staffed, with joyful, helpful, knowledgeable staff. From the moment we pulled into the property we encountered the most pleasant and helpful staff. All facilities were up and running. The extra treats in the room upon check in, the nightly cookies, the “treat suite,” the availability of bikes, the heated pools staffed with lifeguards keeling a watchful eye. We thoroughly enjoyed our brief stay and look forward returning very soon. We were there celebrating my daughters birthday and our experience was fantastic! Highly recommend.

Reviewed on Jan 23, 2023

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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
795 mi
Direct Flight Airlines
Air New Zealand, United Airlines
Earliest Flight Arrival
6:15PM UTC
Latest Flight Arrival
6:15PM UTC

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.

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.