HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news

$68+ Cheap flights from Chicago (CHI) to Pensacola (PNS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PNS
Jul 30 — Aug 61
From?
To?
Tue 7/30
Tue 8/6
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Leverage Cheapflights for Your Next Trip

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.

The best prices from Chicago to Pensacola are usually found in January or February, booked 63 days in advance, depart on a Wednesday or Saturday and return on a Thursday

Cheap flight deals from Chicago to Pensacola

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) 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 July 25, 2024.

Popular in

March

Cheapest in

January

Round-trip from

$98
(FareScan)

One-way from

$68
(Cheapflightsfares)
High demand for flights, 20% potential price rise
Search Deals
Best time to find cheap flights, 27% potential price drop
Search Deals
From Chicago (CHI) to Pensacola
Search Deals
One-way flight from Chicago (CHI) to Pensacola
Search Deals

What is the cheapest day to fly round-trip from Chicago to Pensacola?

Flying to your destination on a Sunday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Pensacola. Check prices with Cheapflights to find a great deal for your trip.

How far in advance should I book a flight from Chicago to Pensacola?

To save up to 37% on this flight, we recommend booking at least 37 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago to Pensacola from $277 1-2 weeks out and tickets from $378 for flights departing within the next 72 hours.

What is the cheapest month to fly from Chicago to Pensacola?

Due to multiple factors, expect to potentially pay more when booking in March. For low rates, January can be a great choice for travel to Pensacola. Flights to Pensacola from Chicago in January are about $353 on average during January, but can be found for as low as $182.

What is the cheapest time of day to fly from CHI to PNS?

One of the essential ways to save on airfare from Chicago to Pensacola is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 47% on airfare.

Cheap Chicago to Pensacola flights in July & August 2024

Find cheap flight options from Chicago to Pensacola specifically for the months of July and August 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,752,877 searches. Prices were last updated on July 25, 2024.
Listed are some of the best fares we've found on flights departing from Chicago to Pensacola in 2024. More deals are always being added, so be sure to check back regularly.
This FareScan deal was found by Cheapflights users on 7/23. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/214:00 pmORD - PNS
1 stop25h 23mSpirit Airlines
Wed 8/286:13 pmPNS - ORD
1 stop6h 14mSpirit Airlines
Deal found 7/23$98
This FareScan deal was found by Cheapflights users on 7/24. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/144:00 pmORD - PNS
1 stop25h 23mSpirit Airlines
Wed 8/216:13 pmPNS - ORD
1 stop6h 14mSpirit Airlines
Deal found 7/24$108
This FareScan deal was found by Cheapflights users on 7/23. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2111:12 amORD - PNS
2 stops30h 11mSpirit Airlines
Wed 8/286:13 pmPNS - ORD
1 stop6h 14mSpirit Airlines
Deal found 7/23$111
This mytrip.com deal was found by Cheapflights users on 7/23. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2111:12 amORD - PNS
3 stops30h 11mSpirit Airlines
Wed 8/286:13 pmPNS - ORD
1 stop6h 14mSpirit Airlines
Deal found 7/23$116
This FareScan deal was found by Cheapflights users on 7/24. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1411:12 amORD - PNS
2 stops20h 39mSpirit Airlines
Wed 8/216:13 pmPNS - ORD
1 stop6h 14mSpirit Airlines
Deal found 7/24$122
This FareScan deal was found by Cheapflights users on 7/24. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/186:37 pmORD - PNS
1 stop22h 46mSpirit Airlines
Wed 8/216:13 pmPNS - ORD
1 stop6h 14mSpirit Airlines
Deal found 7/24$126
This mytrip.com deal was found by Cheapflights users on 7/24. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1411:02 amORD - PNS
3 stops20h 49mSpirit Airlines
Wed 8/216:13 pmPNS - ORD
1 stop6h 14mSpirit Airlines
Deal found 7/24$138
This FareScan deal was found by Cheapflights users on 7/24. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/186:00 amORD - PNS
2 stops35h 23mSpirit Airlines
Wed 8/216:13 pmPNS - ORD
1 stop6h 14mSpirit Airlines
Deal found 7/24$142
This CheapOair deal was found by Cheapflights users on 7/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/186:37 pmORD - PNS
1 stop22h 46mSpirit Airlines
Wed 8/216:13 pmPNS - ORD
1 stop6h 14mSpirit Airlines
Deal found 7/24$143

Chicago to Pensacola 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Pensacola in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated July 25, 2024.
Listed are some of the best fares we've found on flights departing from Chicago to Pensacola in 2024. More deals are always being added, so be sure to check back regularly.
This FareScan deal was found by Cheapflights users on 7/23. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/214:00 pmORD - PNS
1 stop25h 23mSpirit Airlines
Wed 8/286:13 pmPNS - ORD
1 stop6h 14mSpirit Airlines
Deal found 7/23$98
This FareScan deal was found by Cheapflights users on 7/24. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/144:00 pmORD - PNS
1 stop25h 23mSpirit Airlines
Wed 8/216:13 pmPNS - ORD
1 stop6h 14mSpirit Airlines
Deal found 7/24$108
This FareScan deal was found by Cheapflights users on 7/23. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2111:12 amORD - PNS
2 stops30h 11mSpirit Airlines
Wed 8/286:13 pmPNS - ORD
1 stop6h 14mSpirit Airlines
Deal found 7/23$111
This mytrip.com deal was found by Cheapflights users on 7/23. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2111:12 amORD - PNS
3 stops30h 11mSpirit Airlines
Wed 8/286:13 pmPNS - ORD
1 stop6h 14mSpirit Airlines
Deal found 7/23$116
This FareScan deal was found by Cheapflights users on 7/24. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1411:12 amORD - PNS
2 stops20h 39mSpirit Airlines
Wed 8/216:13 pmPNS - ORD
1 stop6h 14mSpirit Airlines
Deal found 7/24$122
This FareScan deal was found by Cheapflights users on 7/24. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/186:37 pmORD - PNS
1 stop22h 46mSpirit Airlines
Wed 8/216:13 pmPNS - ORD
1 stop6h 14mSpirit Airlines
Deal found 7/24$126
This Cheapflightsfares deal was found by Cheapflights users on 7/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/810:48 amORD - PNS
1 stop5h 27mSpirit Airlines
Wed 10/95:28 pmPNS - ORD
1 stop6h 58mSpirit Airlines
Deal found 7/24$137
This mytrip.com deal was found by Cheapflights users on 7/24. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/54:21 pmMDW - PNS
1 stop25h 23mFrontier
Thu 9/125:53 pmPNS - MDW
1 stop29h 12mFrontier
Deal found 7/24$137
This mytrip.com deal was found by Cheapflights users on 7/24. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1411:02 amORD - PNS
3 stops20h 49mSpirit Airlines
Wed 8/216:13 pmPNS - ORD
1 stop6h 14mSpirit Airlines
Deal found 7/24$138

Chicago to Pensacola flights leaving soon

Find last-minute flight options from Chicago to Pensacola for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated July 25, 2024.
Have a look at some of the last-minute flights available departing from Chicago to Pensacola. It's wise to confirm all flight details are correct before booking.
This FareScan deal was found by Cheapflights users on 7/24. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/315:20 amORD - PNS
1 stop28h 11mSpirit Airlines
Wed 8/710:17 amPNS - ORD
1 stop13h 12mSpirit Airlines
Deal found 7/24$194
This FlightHub deal was found by Cheapflights users on 7/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/316:46 pmORD - PNS
1 stop25h 18mSpirit Airlines
Wed 8/710:17 amPNS - ORD
1 stop13h 12mSpirit Airlines
Deal found 7/25$207
This FareScan deal was found by Cheapflights users on 7/24. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/36:46 pmORD - PNS
1 stop13h 16mSpirit Airlines
Sun 8/1110:29 amPNS - ORD
2 stops25h 31mSpirit Airlines
Deal found 7/24$210
This FareScan deal was found by Cheapflights users on 7/24. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/315:20 amORD - PNS
1 stop28h 11mSpirit Airlines
Wed 8/76:21 pmPNS - ORD
2 stops30h 17mSpirit Airlines
Deal found 7/24$211
This FareScan deal was found by Cheapflights users on 7/24. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/211:48 amORD - PNS
2 stops29h 42mSpirit Airlines
Mon 8/54:57 pmPNS - ORD
1 stop29h 08mSpirit Airlines
Deal found 7/24$221
This FareScan deal was found by Cheapflights users on 7/24. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/17:18 amORD - PNS
2 stops12h 46mSpirit Airlines
Tue 8/67:51 pmPNS - ORD
1 stop21h 55mSpirit Airlines
Deal found 7/24$225
This FareScan deal was found by Cheapflights users on 7/24. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/19:59 pmORD - PNS
2 stops12h 26mSpirit Airlines
Tue 8/66:21 pmPNS - ORD
1 stop23h 25mSpirit Airlines
Deal found 7/24$226
This Cheapflightsfares deal was found by Cheapflights users on 7/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/35:00 amORD - PNS
1 stop12h 30mSpirit Airlines
Sat 8/108:44 amPNS - ORD
1 stop12h 54mSpirit Airlines
Deal found 7/25$227
This FareScan deal was found by Cheapflights users on 7/24. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/17:47 pmORD - PNS
1 stop14h 38mSpirit Airlines
Tue 8/67:51 pmPNS - ORD
1 stop21h 55mSpirit Airlines
Deal found 7/24$228

One-way flights to Pensacola from Chicago

Search for one-way flight options from Chicago to Pensacola. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated July 25, 2024.
Take a look at some of the one-way flights we've detected from Chicago to Pensacola. Users in need of a round-trip flight from Chicago to Pensacola instead should update the search form at the top of page.
This Cheapflightsfares deal was found by Cheapflights users on 7/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2410:48 amORD - PNS
1 stop5h 27mSpirit Airlines
Deal found 7/23$68
This mytrip.com deal was found by Cheapflights users on 7/23. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/214:00 pmORD - PNS
1 stop25h 23mSpirit Airlines
Deal found 7/23$69
This mytrip.com deal was found by Cheapflights users on 7/24. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2310:41 amORD - PNS
1 stop8h 13mFrontier
Deal found 7/24$72
This Cheapflightsfares deal was found by Cheapflights users on 7/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2510:48 amORD - PNS
1 stop5h 27mSpirit Airlines
Deal found 7/24$73
This Frontier deal was found by Cheapflights users on 7/25. 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.
Mon 8/2610:47 amORD - PNS
1 stop9h 26mFrontier
Deal found 7/25$74
This mytrip.com deal was found by Cheapflights users on 7/23. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2610:47 amORD - PNS
1 stop9h 26mFrontier
Deal found 7/23$76
This Frontier deal was found by Cheapflights users on 7/23. 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.
Mon 9/2310:41 amORD - PNS
1 stop8h 13mFrontier
Deal found 7/23$77
This FareScan deal was found by Cheapflights users on 7/25. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/186:37 pmORD - PNS
1 stop22h 46mSpirit Airlines
Deal found 7/25$80
This mytrip.com deal was found by Cheapflights users on 7/23. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/245:19 pmORD - PNS
1 stop14h 32mSpirit Airlines
Deal found 7/23$81

Find flights from Chicago to Pensacola within your budget

Customize your flight search to find flights from Chicago 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 2,752,877 searches. Data last updated July 25, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$98 - $288

Route

Depart

Return

Price

Chicago O'Hare IntlPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Wed 8/21

1 stop25h 23m

Pensacola

Wed 8/28

1 stop6h 14m

$98

Chicago O'Hare IntlPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Wed 8/14

1 stop25h 23m

Pensacola

Wed 8/21

1 stop6h 14m

$108

Chicago O'Hare IntlPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Wed 8/21

2 stops30h 11m

Pensacola

Wed 8/28

1 stop6h 14m

$111

Chicago O'Hare IntlPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Wed 8/21

3 stops30h 11m

Pensacola

Wed 8/28

1 stop6h 14m

$116

Chicago MidwayPensacola

MDW - PNS

MDWPNS

Chicago Midway

Thu 9/5

1 stop25h 23m

Pensacola

Thu 9/12

1 stop29h 12m

$137

Chicago O'Hare IntlPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Thu 8/22

1 stop22h 22m

Pensacola

Tue 8/27

1 stop12h 04m

$146

Chicago O'Hare IntlPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Mon 8/19

1 stop9h 46m

Pensacola

Sat 8/24

1 stop11h 18m

$148

Chicago O'Hare IntlPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Wed 8/21

Nonstop2h 22m

Pensacola

Sat 8/31

Nonstop2h 37m

$284

Chicago MidwayPensacola

MDW - PNS

MDWPNS

Chicago Midway

Wed 8/14

1 stop4h 02m

Pensacola

Wed 8/21

1 stop5h 13m

$288

Flights are sorted by cheapest first

Deals found on 7/23

How far ahead should I book a flight from Chicago to Pensacola?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Pensacola. Price data was last updated on July 23, 2024.
The price you pay for your flight from Chicago to Pensacola may vary depending on when you book. For the best chance of a lower fare, look to book 63 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Search Deals

What is the cheapest day to fly from Chicago to Pensacola?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Pensacola. Price data was last updated on July 21, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago to Pensacola flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from Chicago to Pensacola

Have a flexible travel schedule? Discover the best time to fly to Pensacola from Chicago with our price prediction graph.
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.

Temperature and rainfall in Pensacola by month

Plan your trip to Pensacola by taking into account the average temperature and rainfall totals by month.

PNS

Temperature

51.8 - 82.4 °F

If weather is an important factor for your trip to Pensacola, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

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 July 25, 2024.
Peruse reviews from past customers who have flown with Spirit Airlines, Delta and Frontier from Chicago to Pensacola to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
9,630 reviews

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Overall

8.0

Food

7.4

Crew

8.6

Reviews

1 / 10

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Delta
8.0
Very good
9,630 reviews
Delta
8.0
Very good
9,630 reviews

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Overall

8.0

Food

7.4

Crew

8.6

Reviews

1 / 10

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

United Airlines
7.4
Good
10,000 reviews
Delta
8.0
Very good
9,630 reviews

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Overall

8.0

Food

7.4

Crew

8.6

Reviews

1 / 10

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

American Airlines
7.3
Good
10,000 reviews
Delta
8.0
Very good
9,630 reviews

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Overall

8.0

Food

7.4

Crew

8.6

Reviews

1 / 10

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Spirit Airlines
6.4
Okay
8,407 reviews
Delta
8.0
Very good
9,630 reviews

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Overall

8.0

Food

7.4

Crew

8.6

Reviews

1 / 10

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Frontier
6.2
Okay
3,835 reviews
Delta
8.0
Very good
9,630 reviews

Entertainment

8.0

Comfort

7.9

Boarding

8.2

Overall

8.0

Food

7.4

Crew

8.6

Reviews

1 / 10

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Pensacola. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Pensacola from Chicago?

    Pensacola (PNS), located 4.0 mi from the city center, is the airport you fly into when you book flights from Chicago to Pensacola. 4 airlines have flights to Pensacola from Chicago on a regular basis. Booking flights from Chicago to Pensacola should not be difficult; the airport handles an average of 1 inbound flight from Chicago per day.

  • Can I find flights from Chicago to Pensacola for under $100 on Cheapflights?

    Yes, there are multiple flights from Chicago to Pensacola for under $100. The cheapest flight booked recently is on Spirit Airlines for just $98, but on average you can expect to pay $134.

  • Are there nonstop flights from Chicago to Pensacola for under $300 on Cheapflights?

    Cheapflights has at least 20 direct flights from Chicago to Pensacola under $300. A good price for a nonstop flight from Chicago to Pensacola is less than $377.

  • Are there last-minute flights available from Chicago to Pensacola for under $200?

    There are currently 20+ open flights from Chicago to Pensacola within the next 7 days for less than $200.

  • What are the cheapest airlines flying from Chicago to Pensacola round-trip?

    Cheapflights users have booked flights from Chicago to Pensacola round-trip from $98. Another airline that can offer you cheap pricing is Frontier. Spirit Airlines is priced at 72% lower than the current average price of a flight leaving 3 months from now.

  • What are the most reliable airlines from Chicago to Pensacola?

    Before booking your flight to Pensacola from Chicago, check out the most reliable airlines to get you to your destination on time: Air New Zealand (95%), United Airlines (84%), SkyWest Airlines( 80%).

  • What are the cheapest flights from Chicago to Pensacola?

    Looking at all options, your cheapest flight can be booked for $97. While the most popular route (Chicago O'Hare Intl - Pensacola) can be booked for $108 on average our data indicates $380 when flying from Chicago to Pensacola.

  • What does ORD to PNS mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Chicago O'Hare Intl Airport to Pensacola Airport flight would often be abbreviated as a ORD to PNS flight. This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

  • Can I find deals for flights from Chicago to Pensacola that include extra baggage allowance?

    The amount of baggage you can bring on your Chicago to Pensacola flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chicago to Pensacola with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago to Pensacola flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Chicago to Pensacola that include hotel bookings?

    Yes. In addition to deals on Chicago to Pensacola flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Pensacola?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Pensacola.

  • Can I find deals for business class flights from Chicago to Pensacola?

    Yes. Cheapflights offers flight deals from Chicago to Pensacola by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Chicago to Pensacola that allow pets onboard?

    Many airlines flying from Chicago to Pensacola offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chicago to Pensacola?

    Yes, you can often find last-minute deals on Chicago to Pensacola flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago to Pensacola flight deals updated?

    The Chicago to Pensacola flight deals you see on this page were last updated on 7/24.

  • What are the most popular airlines that fly from Chicago to Pensacola?

    Before booking your flight from Chicago to Pensacola check out the most popular airlines for this route: American Airlines, Delta or Spirit Airlines.

  • What is the cheapest month to book a flight from Chicago to Pensacola?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Pensacola (average of $307). Flying from Chicago to Pensacola in March is currently the most expensive (average of $377). 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.

See more FAQs

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 for Chicago to Pensacola
See prices for flight routes from nearby airports that may be better suited for you.

O'Hare Intl to Orlando flights
O'Hare Intl to Miami flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Tampa flights
O'Hare Intl to Fort Myers flights
Midway to Orlando flights
Midway to Miami flights
Midway to Fort Lauderdale flights
O'Hare Intl to Jacksonville flights
St. Louis to Miami flights
O'Hare Intl to West Palm Beach flights
Midway to Tampa flights
St. Louis to Orlando flights
Midway to Fort Myers flights
O'Hare Intl to Key West flights
O'Hare Intl to Sarasota flights
O'Hare Intl to Panama City flights
St. Louis to Fort Lauderdale flights
O'Hare Intl to Pensacola flights
Midway to Jacksonville flights
St. Louis to Tampa flights
Midway to West Palm Beach flights
St. Louis to West Palm Beach flights
St. Louis to Pensacola flights
Rockford to Orlando Sanford Intl flights
Midway to Pensacola flights
Midway to Key West flights
Midway to Sarasota flights
Midway to Panama City flights
Rockford to St Petersburg flights
O'Hare Intl to Tallahassee flights
St. Louis to Key West flights
Moline to Orlando flights
O'Hare Intl to Valparaiso flights
O'Hare Intl to St Petersburg flights
O'Hare Intl to Daytona Beach flights
O'Hare Intl to Melbourne flights
St. Louis to Panama City flights
Moline to Tampa flights
Bloomington to Orlando flights
St. Louis to Fort Myers flights
St. Louis to Sarasota flights
Moline to Miami flights
Springfield to Tampa flights
Moline to Fort Myers flights
Midway to Tallahassee flights
Peoria to Fort Lauderdale flights
Peoria to Orlando flights
Springfield to Orlando flights
St. Louis to Jacksonville flights

Top 4 airlines flying from Chicago to Pensacola

Discover the top 4 airlines that operate flights from Chicago 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 2,752,877 searches. Data last updated July 25, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$84Average$182FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$137Average$398FlexibilityNo cancel feeOn-time69%
DeltaCheapest$192Average$321FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$203Average$301FlexibilityNo cancel feeOn-time71%
USA to Athens flights
USA to South Africa flights
New York to Aruba flights
Phoenix to Boston flights
Tampa to Dallas flights
Denver to Atlanta flights
Orlando to Cancún flights
Fort Lauderdale to Tampa flights
Detroit to Orlando flights
Newark Airport to Chicago flights
Phoenix to San Diego flights
Chicago to Porto Alegre flights

Search flights from Chicago to Pensacola by cabin class

Find flights from Chicago to Pensacola, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Hourly flight availability from Chicago to Pensacola

Find hourly flight availability from Chicago 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 July 25, 2024.
1%of flight departuresEarly morningMidnight to 6 am
66%of flight departuresMorning6 am to noon
33%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Chicago to Pensacola

Explore weekly flight availability from Chicago to Pensacola. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 25, 2024.
Sunday1daily flight
Monday1daily flight
Tuesday1daily flight
Wednesday1daily flight
Thursday1daily flight
Friday1daily flight
Saturday5daily flights

Book a flight to one of these trending destinations

User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Flights to Abha
Flights to Komatsu
Flights to Skardu
Flights to Laayoune Hassan I
Flights to Aqaba King Hussein Intl
Flights to Nampula
Flights to Bourgas
Flights to Riverton
Flights to Alpena Phelps/Collins
Flights to Palmas
Flights to Newport State
Flights to Antofagasta Cerro Moreno
Flights to Nuku‘alofa Fua'Amotu Intl
Flights to Ndola
Flights to Fort Dodge
Flights to Miri
Flights to Rhinelander Oneida County
Flights to Seattle Lake Union Spb
Flights to Portsmouth Pease Intl
Flights to Tumbes
Flights to Jigiga
Flights to Diyarbakir
Flights to Akureyri
Flights to Brainerd Crow Wing County
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
View all available airlines