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Pensacola

$63+ Cheap flights from O'Hare Intl (ORD) 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — PNS
Mar 30 — Apr 61
Sun 3/30
Sun 4/6
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago O'Hare Intl to Pensacola are usually found in January or April, booked 45 days in advance, depart on a Tuesday or Wednesday and return on a Thursday

Cheap 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 March 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$186
(Cheapflightsfares)

One-way from

$63
(Cheapflightsfares)

Popular in

November

Cheapest in

January

Average price

$388

Good round-trip deal

$286 or less

Good one-way deal

$134 or less
Provider with most accurate pricing for Chicago O'Hare Intl-Pensacola flight deals.
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From Chicago O'Hare Intl to Pensacola
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One-way flight from Chicago O'Hare Intl to Pensacola
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Highest demand for flights based on searches. 9% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Chicago O'Hare Intl to Pensacola.
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Price to beat on a one-way flight from Chicago O'Hare Intl to Pensacola.
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Find flight deals from O'Hare Intl to Pensacola

Cheapest flights from O'Hare Intl to Pensacola
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 March 25, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 3/24. 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.
Thu 4/38:14 amORD - PNS
Nonstop2h 23mSpirit Airlines
Sun 4/611:32 amPNS - ORD
Nonstop2h 36mSpirit Airlines
Deal found 3/24$186
This United Airlines deal was found by Cheapflights users on 3/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/310:40 amORD - PNS
Nonstop2h 27mUnited Airlines
Tue 6/103:05 pmPNS - ORD
1 stop8h 07mUnited Airlines
Deal found 3/23$207
This Southwest deal was found by Cheapflights users on 3/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/224:00 pmORD - PNS
1 stop6h 10mSouthwest
Tue 4/2910:05 amPNS - ORD
1 stop6h 40mSouthwest
Deal found 3/24$217
This Delta deal was found by Cheapflights users on 3/24. 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.
Tue 4/157:05 amORD - PNS
1 stop6h 42mDelta
Sat 4/1912:46 pmPNS - ORD
1 stop6h 14mDelta
Deal found 3/24$223
This CheapOair deal was found by Cheapflights users on 3/24. 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.
Tue 4/19:08 pmORD - PNS
1 stop11h 55mMultiple Airlines
Fri 4/47:23 pmPNS - ORD
1 stop17h 54mMultiple Airlines
Deal found 3/24$267
This American Airlines deal was found by Cheapflights users on 3/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/56:25 pmORD - PNS
1 stop5h 20mAmerican Airlines
Sun 6/811:11 amPNS - ORD
Nonstop2h 27mAmerican Airlines
Deal found 3/24$282
This CheapOair deal was found by Cheapflights users on 3/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/266:45 amORD - PNS
1 stop11h 42mFrontier
Fri 3/287:27 pmPNS - ORD
1 stop17h 53mFrontier
Deal found 3/23$340

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 2,558,603 searches. Data last updated March 25, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Pensacola that are best for you.

Fly from

O'Hare Intl

Fly to

Pensacola

Route

Depart

Return

Price

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Thu 4/3

8:14 am-10:37 am

Nonstop2h 23m

Pensacola

Sun 4/6

11:32 am-2:08 pm

Nonstop2h 36m

$186

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Tue 6/3

10:40 am-1:07 pm

Nonstop2h 27m

Pensacola

Tue 6/10

3:05 pm-11:12 pm

1 stop8h 07m

$207

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Tue 4/22

4:00 pm-10:10 pm

1 stop6h 10m

Pensacola

Tue 4/29

10:05 am-4:45 pm

1 stop6h 40m

$217

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Tue 4/15

7:05 am-1:47 pm

1 stop6h 42m

Pensacola

Sat 4/19

12:46 pm-7:00 pm

1 stop6h 14m

$223

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Tue 4/1

9:08 pm-9:03 am

1 stop11h 55m

Pensacola

Fri 4/4

7:23 pm-1:17 pm

1 stop17h 54m

$267

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Thu 6/5

6:25 pm-11:45 pm

1 stop5h 20m

Pensacola

Sun 6/8

11:11 am-1:38 pm

Nonstop2h 27m

$282

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Fri 3/28

6:30 am-6:27 pm

1 stop11h 57m

Pensacola

Mon 3/31

7:27 pm-12:15 am

1 stop28h 48m

$348

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Tue 4/8

8:14 am-10:37 am

Nonstop2h 23m

$63

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Tue 4/29

10:45 am-1:12 pm

Nonstop2h 27m

$99

ChicagoPensacola

ORD - PNS

ORDPNS

Chicago O'Hare Intl

Tue 6/3

1:30 pm-6:15 pm

1 stop4h 45m

$109

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/24

Showing 1-10 of 14 results
1
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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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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.
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?

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to Pensacola. Price data was last updated on March 21, 2025.

The best time to book flights from Chicago O'Hare Intl Airport to Pensacola is 45 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, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Pensacola (average of $306). Flying from Chicago O'Hare Intl Airport to Pensacola in March is currently the most expensive (average of $418). 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 March 25, 2025.

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 morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 38% on airfare.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Pensacola?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Pensacola. Price data was last updated on March 16, 2025.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Pensacola flight should consider departing on Wednesday evenings when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago O'Hare Intl Airport to Pensacola

Explore weekly flight availability from O'Hare Intl 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 March 25, 2025.

The most flights from ORD to PNS are scheduled on a Saturday (4 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Pensacola by month

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

In terms of precipitation, rainfall in Pensacola ranges from 4.2 - 7.4 inches per month. July is typically the wettest month, when rainfall can reach 7.4 in. May is typically the driest time to visit Pensacola when rainfall is around 4.2 in.

Temperature in Pensacola by month

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

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 March 25, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest and Delta from Chicago to Pensacola. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,782 reviews

Entertainment

7.1

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,782 reviews
Alaska Airlines
8.0
Very good
9,782 reviews

Entertainment

7.1

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,272 reviews
Alaska Airlines
8.0
Very good
9,782 reviews

Entertainment

7.1

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,890 reviews
Alaska Airlines
8.0
Very good
9,782 reviews

Entertainment

7.1

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,605 reviews
Alaska Airlines
8.0
Very good
9,782 reviews

Entertainment

7.1

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,782 reviews

Entertainment

7.1

Overall

8.0

Crew

8.5

Food

7.1

Boarding

8.2

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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.

  • What airport do you fly into for flights to Pensacola from Chicago O'Hare Intl?

    Most people fly into Pensacola (PNS) if they book a flight to Pensacola from Chicago O'Hare Intl. On average, Pensacola has 2 inbound flights from Chicago O'Hare Intl per day from 5 airlines. Pensacola is conveniently located just 4.0 mi from Pensacola’s city center.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Pensacola round-trip?

    Cheapflights users have booked flights from Chicago O'Hare Intl Airport to Pensacola round-trip from $186. Other airlines that can offer you cheap pricing are United Airlines, from $207, and Southwest, from $217. Users have found that Spirit Airlines is 48% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Pensacola one-way?

    The cheapest airlines for a one-way flight from Chicago O'Hare Intl Airport to Pensacola are Spirit Airlines ($63), United Airlines ($99), and Delta ($109).

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Pensacola?

    Consider United Airlines (74%), Air New Zealand (68%) or SkyWest Airlines (50%) when booking your flight. These represent the most reliable airlines when flying from Chicago O'Hare Intl Airport to Pensacola.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Pensacola?

    Looking at all options, your cheapest flight can be booked for $69. While the most popular route (Chicago O'Hare Intl - Pensacola) can be booked for $161 on average our data indicates $313 when flying from Chicago O'Hare Intl Airport to Pensacola.

  • Can I find deals for flights from O'Hare Intl to Pensacola that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Pensacola flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Pensacola?

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

  • Can I find deals for business class flights from O'Hare Intl to Pensacola?

    Yes. Cheapflights offers flight deals from O'Hare Intl 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.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Pensacola?

    Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Pensacola (average of $306). Flying from Chicago O'Hare Intl Airport to Pensacola in March is currently the most expensive (average of $418). 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

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Gulf Breeze
Navarre
Foley
Perdido Key
Milton
Atmore
Navarre Beach
Warrington

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Alternative routes for O'Hare Intl to Pensacola

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Top 5 airlines flying from O'Hare Intl to Pensacola

Discover the top 5 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 2,558,603 searches. Data last updated March 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$116Average$211FlexibilityNo cancel feeOn-time65%
DeltaCheapest$204Average$279FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$214Average$327FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$222Average$378FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$240Average$418FlexibilityNo cancel feeOn-time69%
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