$74 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, Jun 21 - Sat, Jun 28
PNS
Pensacola Intl.
ORD
O'Hare Intl.
$225 Roundtrip, found 16 hours ago
$225
Roundtrip
found 16 hours ago
Select Spirit Airlines flight, departing Sat, Jun 21 from Pensacola Intl. to O'Hare Intl., returning Sat, Jun 28, priced at $225 found 16 hours ago
Sat, Jun 21 - Wed, Jul 9
PNS
Pensacola Intl.
MDW
Midway Intl.
$270 Roundtrip, found 6 days ago
$270
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Jun 21 from Pensacola Intl. to Midway Intl., returning Wed, Jul 9, priced at $270 found 6 days ago

Airfares from $74 One Way, $148 Round Trip from Panama City to Chicago

Prices starting at $148 for return flights and $74 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, Jul 17 - Mon, Jul 21
VPS
Fort Walton Beach
MDW
Chicago
$148 Roundtrip, found 6 days ago
$148
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Thu, Jul 17 from Fort Walton Beach to Chicago, returning Mon, Jul 21, priced at $148 found 6 days ago
Tue, Oct 28 - Tue, Nov 4
PNS
Pensacola
ORD
Chicago
$167 Roundtrip, found 5 days ago
$167
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Oct 28 from Pensacola to Chicago, returning Tue, Nov 4, priced at $167 found 5 days ago
Mon, Jul 7 - Wed, Jul 9
PNS
Pensacola
ORD
Chicago
$173 Roundtrip, found 3 hours ago
$173
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Mon, Jul 7 from Pensacola to Chicago, returning Wed, Jul 9, priced at $173 found 3 hours ago
Tue, Aug 19 - Thu, Aug 28
PNS
Pensacola
MDW
Chicago
$177 Roundtrip, found 3 days ago
$177
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Aug 19 from Pensacola to Chicago, returning Thu, Aug 28, priced at $177 found 3 days ago
Wed, Aug 27 - Wed, Sep 3
PNS
Pensacola
ORD
Chicago
$177 Roundtrip, found 4 days ago
$177
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Aug 27 from Pensacola to Chicago, returning Wed, Sep 3, priced at $177 found 4 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! (2,008 reviews)

Jul 21 - Jul 23

2 night stay

Fort Walton Beach (VPS) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Fort Walton Beach (VPS)

Southwest Airlines • Coach
per person
found 23 hours ago
Our second time. Here, highly recommended

Reviewed on Mar 3, 2025

Nobu Hotel Chicago
5.0-star property

Nobu Hotel Chicago

9.4/10 Exceptional! (677 reviews)

Jul 18 - Jul 21

3 night stay

Pensacola (PNS) to Chicago (ORD)

Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Best hotel I ever been in

Reviewed on Jul 16, 2024

The Emily Hotel
4.0-star property

The Emily Hotel

9.2/10 Wonderful! (1,087 reviews)

Jul 18 - Jul 21

3 night stay

Pensacola (PNS) to Chicago (ORD)

Southwest Airlines • Roundtrip • Coach
per person
found 1 day ago
perfect choice for west loop

Reviewed on Apr 21, 2025

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Chicago packages with premium economy flights

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
4.5-star property

Swissotel - Chicago

8.8/10 Excellent! (2,217 reviews)

Aug 8 - Aug 11

3 night stay

Pensacola (PNS) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
per person
found 1 day ago
Absolutely everybody and everything was "top"

Reviewed on May 27, 2025

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.4/10 Exceptional! (1,609 reviews)

Aug 8 - Aug 11

3 night stay

Pensacola (PNS) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
per person
found 1 day ago
Perfect stay. Great hotel. Only complaint is the death spot in the bedroom. Gross looking stain on the floor: other than that- perfect.

Reviewed on Jun 1, 2025

Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

9/10 Wonderful! (319 reviews)

Aug 8 - Aug 11

3 night stay

Pensacola (PNS) to Chicago (ORD)

Delta • Non-stop roundtrip • PremiumEconomy
per person
found 1 day ago
Front desk and maintenance staff was amazing super succeeded our expectations i will return gor future dates

Reviewed on Feb 16, 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
795 mi
Direct Flight Airlines
American Airlines, Qatar Airways, Emirates, Lufthansa, Air New Zealand, United Airlines
Earliest Flight Arrival
5:26PM UTC
Latest Flight Arrival
9:52PM UTC

Panama City to Chicago

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We Work, you Rest and Play

Not only does booking with us ensure guaranteed low prices, but Orbitz does the hard work, leaving you to relax. Just tell us what you want, from Panama City to Chicago flights, to great deals on hotels and car rental, and activities and tours, and we will do all the rest.

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.