$114+ Cheap flights from O'Hare Intl (ORD) to Pensacola (PNS)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PNS
Nov 28 — Dec 51
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from O'Hare Intl to Pensacola with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago O'Hare Intl to Pensacola are usually found in January or April, booked 80 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday
Cheap flight deals from O'Hare Intl to Pensacola
Cheapest
Best
Last-minute
One-way
Cheapest flights from O'Hare Intl to PensacolaExplore the most affordable flight options available from O'Hare Intl to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2026.
Explore the most affordable flight options available from O'Hare Intl to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/185:53 pm -
1 stop27h 13m
Tue 12/223:03 pm -
1 stop9h 23m
Deal found 10/27![Frontier logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:35 pm -
2 stops36h 43m
Mon 11/168:14 pm -
1 stop20h 53m
Deal found 10/24![Multiple Airlines logo]()
$320
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/311:32 am -
Nonstop2h 29m
Wed 12/911:59 am -
Nonstop2h 45m
Deal found 10/28![American Airlines logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:50 pm -
2 stops38h 00m
Tue 11/178:48 am -
1 stop8h 19m
Deal found 10/25![Multiple Airlines logo]()
$324
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/23:59 pm -
1 stop4h 29m
Sun 12/66:00 am -
1 stop4h 25m
Deal found 10/27![Delta logo]()
$325
This Frontier deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/235:01 am -
1 stop12h 21m
Mon 12/286:17 pm -
1 stop6h 39m
Deal found 10/27![Frontier logo]()
$326
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/306:20 am -
1 stop25h 48m
Tue 12/88:48 am -
2 stops13h 12m
Deal found 10/27![Multiple Airlines logo]()
$329
This Frontier deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:30 am -
1 stop8h 03m
Sun 11/13:28 pm -
1 stop8h 53m
Deal found 10/23![Frontier logo]()
$330
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/189:56 am -
Nonstop2h 32m
Tue 12/222:59 pm -
Nonstop2h 54m
Deal found 10/27![American Airlines logo]()
$331
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/299:07 am -
1 stop9h 18m
Tue 1/51:20 pm -
2 stops32h 25m
Deal found 10/26![Multiple Airlines logo]()
$332
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1111:32 am -
Nonstop2h 32m
Mon 11/165:53 pm -
1 stop6h 51m
Deal found 10/26![American Airlines logo]()
$335
This Trip.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:30 am -
1 stop8h 03m
Sun 11/88:14 pm -
1 stop12h 32m
Deal found 10/25![Frontier logo]()
$336
Best flights from O'Hare Intl to PensacolaDiscover carefully curated flight deals from O'Hare Intl to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 29, 2026.
Discover carefully curated flight deals from O'Hare Intl to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 29, 2026.
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/33:59 pm -
1 stop4h 03m
Tue 12/86:00 am -
1 stop6h 24m
Deal found 10/25![Delta logo]()
$351
This United Airlines deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2510:57 am -
Nonstop2h 29m
Sat 12/52:12 pm -
Nonstop2h 48m
Deal found 10/24![United Airlines logo]()
$518
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected ” under the list of providers to see comparable flight deals.
Fri 11/136:49 am -
1 stop5h 51m
Mon 11/167:01 am -
1 stop5h 19m
Deal found 10/28![Delta logo]()
$399
This Delta deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/305:25 am -
1 stop7h 18m
Sun 1/37:27 pm -
1 stop4h 35m
Deal found 10/24![Delta logo]()
$445
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/264:08 pm -
1 stop5h 45m
Wed 12/305:15 pm -
Nonstop2h 48m
Deal found 10/27![United Airlines logo]()
$526
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/21:30 pm -
Nonstop2h 42m
Tue 1/56:46 am -
1 stop8h 05m
Deal found 10/26![United Airlines logo]()
$533
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/305:25 am -
1 stop7h 18m
Sat 1/21:28 pm -
1 stop6h 35m
Deal found 10/28![Delta logo]()
$523
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/2210:48 am -
Nonstop2h 45m
Tue 1/262:14 pm -
Nonstop2h 46m
Deal found 10/27![United Airlines logo]()
$597
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/242:23 pm -
1 stop7h 30m
Fri 1/12:14 pm -
Nonstop2h 41m
Deal found 10/27![United Airlines logo]()
$648
This Delta deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/185:30 am -
1 stop5h 42m
Tue 12/228:05 am -
2 stops10h 24m
Deal found 10/24![Delta logo]()
$649
This United Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/210:57 am -
Nonstop2h 29m
Tue 11/39:00 am -
1 stop7h 29m
Deal found 10/28![United Airlines logo]()
$655
This United Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/314:07 pm -
1 stop5h 43m
Wed 11/49:00 am -
1 stop7h 29m
Deal found 10/28![United Airlines logo]()
$656
Last-minute flights from O'Hare Intl to PensacolaDiscover last-minute flight deals from O'Hare Intl to Pensacola. Data last updated October 29, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Pensacola. Data last updated October 29, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:30 am -
1 stop8h 03m
Sun 11/88:14 pm -
1 stop12h 32m
Deal found 10/25![Frontier logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:35 pm -
2 stops36h 43m
Mon 11/168:14 pm -
1 stop20h 53m
Deal found 10/24![Multiple Airlines logo]()
$320
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1111:32 am -
Nonstop2h 32m
Mon 11/165:53 pm -
1 stop6h 51m
Deal found 10/26![American Airlines logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:50 pm -
2 stops38h 00m
Tue 11/178:48 am -
1 stop8h 19m
Deal found 10/25![Multiple Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:55 am -
1 stop11h 10m
Mon 11/168:14 pm -
2 stops28h 07m
Deal found 10/27![Multiple Airlines logo]()
$340
This United Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1910:57 am -
Nonstop2h 29m
Sun 11/222:18 pm -
Nonstop2h 42m
Deal found 10/25![United Airlines logo]()
$339
This Priceline deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:30 am -
1 stop8h 03m
Fri 11/275:40 pm -
1 stop7h 03m
Deal found 10/25![Frontier logo]()
$341
This Cheapflightsfares deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/206:40 am -
1 stop7h 32m
Fri 11/275:40 pm -
1 stop7h 03m
Deal found 10/26![Frontier logo]()
$330
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/245:19 am -
1 stop6h 52m
Tue 12/12:52 pm -
Nonstop2h 57m
Deal found 10/27![American Airlines logo]()
$331
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/256:20 am -
1 stop25h 18m
Wed 12/27:50 pm -
1 stop18h 06m
Deal found 10/28![Multiple Airlines logo]()
$325
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/276:41 am -
1 stop5h 30m
Fri 12/411:59 am -
Nonstop2h 45m
Deal found 10/27![American Airlines logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/306:20 am -
1 stop25h 48m
Tue 12/88:48 am -
2 stops13h 12m
Deal found 10/27![Multiple Airlines logo]()
$329
One-way flights from O'Hare Intl to PensacolaSearch for one-way flight options from O'Hare Intl to Pensacola. Find affordable one-way fares based on user searches. Data last updated October 29, 2026.
Search for one-way flight options from O'Hare Intl to Pensacola. Find affordable one-way fares based on user searches. Data last updated October 29, 2026.
This Super.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:30 am -
1 stop8h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$114
This Super.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/37:00 am -
1 stop7h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Frontier logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/228:25 am -
1 stop10h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$118
This Cheapflightsfares deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/265:12 pm -
1 stop23h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:50 pm -
2 stops38h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Multiple Airlines logo]()
$121
This Super.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/255:40 am -
1 stop11h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/1010:48 am -
2 stops46h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Multiple Airlines logo]()
$126
This Super.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/67:25 am -
1 stop6h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Frontier logo]()
$128
This Super.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/235:40 am -
1 stop11h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$129
This Frontier deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/15:01 am -
1 stop12h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$131
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1910:57 am -
Nonstop2h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![United Airlines logo]()
$136
Find flight deals from O'Hare Intl to Pensacola
Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Pensacola (PNS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $318 (Cheapflightsfares) |
One-way from | $114 (Super.com) |
Popular in | July |
Cheapest in | January |
Average price | $380 |
Good round-trip deal | $357 or less |
Good one-way deal | $189 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from O'Hare Intl to Pensacola that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 29, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Pensacola that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoPensacola
ORD Chicago O'Hare Intl - PNS Pensacola
ORDPNS
Chicago O'Hare Intl
Thu 11/19
10:57 am-1:26 pm
Nonstop2h 29m
Pensacola
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$136
ChicagoPensacola
ORD Chicago O'Hare Intl - PNS Pensacola
ORDPNS
Chicago O'Hare Intl
Mon 11/16
9:51 am-7:19 pm
1 stop9h 28m
Pensacola
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$144
ChicagoPensacola
ORD Chicago O'Hare Intl - PNS Pensacola
ORDPNS
Chicago O'Hare Intl
Tue 1/5
5:30 am-11:18 am
1 stop5h 48m
Pensacola
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$176
ChicagoPensacola
ORD Chicago O'Hare Intl - PNS Pensacola
ORDPNS
Chicago O'Hare Intl
Thu 12/3
6:49 am-11:12 am
1 stop4h 23m
Pensacola
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$176
ChicagoPensacola
ORD Chicago O'Hare Intl - PNS Pensacola
ORDPNS
Chicago O'Hare Intl
Sat 1/2
5:25 am-12:43 pm
1 stop7h 18m
Pensacola
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$180
ChicagoPensacola
ORD Chicago O'Hare Intl - PNS Pensacola
ORDPNS
Chicago O'Hare Intl
Wed 11/11
8:04 am-2:55 pm
1 stop6h 51m
Pensacola
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$200
ChicagoPensacola
ORD Chicago O'Hare Intl - PNS Pensacola
ORDPNS
Chicago O'Hare Intl
Thu 11/19
1:04 pm-9:50 am
2 stops44h 46m
Pensacola
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$206
ChicagoPensacola
ORD Chicago O'Hare Intl - PNS Pensacola
ORDPNS
Chicago O'Hare Intl
Thu 11/5
9:51 am-7:19 pm
1 stop9h 28m
Pensacola
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$218
ChicagoPensacola
ORD Chicago O'Hare Intl - PNS Pensacola
ORDPNS
Chicago O'Hare Intl
Mon 11/23
10:57 am-1:26 pm
Nonstop2h 29m
Pensacola
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$234
ChicagoPensacola
ORD Chicago O'Hare Intl - PNS Pensacola
ORDPNS
Chicago O'Hare Intl
Tue 11/24
10:57 am-1:26 pm
Nonstop2h 29m
Pensacola
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$289
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from O'Hare Intl to Pensacola
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Pensacola in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Pensacola flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-Pensacola flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Pensacola flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Pensacola flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Pensacola flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from O'Hare Intl to Pensacola
Have a flexible travel schedule? Discover the best time to fly to Pensacola from O'Hare Intl with our price prediction graph.
ORD-PNS
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago O'Hare Intl Airport to Pensacola
How far ahead should I book a flight from Chicago O'Hare Intl Airport to Pensacola?
The best time to book flights from Chicago O'Hare Intl Airport to Pensacola is 78 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Pensacola?
Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Pensacola (average of $318). Flying from Chicago O'Hare Intl Airport to Pensacola in July is currently the most expensive (average of $437). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from ORD to PNS?
Find hourly flight availability from O'Hare Intl to Pensacola. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2026.
One of the essential ways to save on airfare from Chicago O'Hare Intl Airport to Pensacola is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 11% on airfare.
Reviews of airlines servicing Pensacola
Get insights into the airlines that provide service to Pensacola. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Pensacola. Reviews last updated October 29, 2026.
See what other customers who have flown with Delta,United Airlines, andAmerican Airlines from Chicago O'Hare Intl Airport to Pensacola have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Crew
8.5
Food
7.2
Entertainment
7.8
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Related info for your journey
Find useful and relevant information for your journey from O'Hare Intl to Pensacola. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Pensacola?
Book flights to Pensacola if you plan to visit one of these locationsAtmore
Navarre
Gulf Breeze
Foley
Navarre Beach
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from O'Hare Intl
Pensacola flight routes
Popular flights
Alternative routes for O'Hare Intl to Pensacola
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Pensacola by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from O'Hare Intl to Pensacola by cabin class
Find flights from O'Hare Intl to Pensacola, based on your preferred cabin class, be it economy, premium economy, business, or first class.
O'Hare Intl and Pensacola flights
Browse other O'Hare Intl and Pensacola flight options. Last updated on October 29, 2026.
Other flights from O'Hare Intl
Browse through other flights departing from O'Hare Intl. Flights are based on user searches made on Cheapflights and were last updated on October 29, 2026.
Other flights to Pensacola
Explore flights to Pensacola departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 29, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from O'Hare Intl to Pensacola
Discover the top 4 airlines that operate flights from O'Hare Intl to Pensacola. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$100 | Average$360 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$113 | Average$313 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$227 | Average$396 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$262 | Average$371 | FlexibilityNo cancel fee | On-time71% |