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O'Hare Intl

$76+ Cheap flights from Pensacola (PNS) to O'Hare Intl (ORD)

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 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — ORD
Apr 21 — Apr 281
Mon 4/21
Mon 4/28
1 adult, Economy
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Cheapflights Tip: The best prices from Pensacola to Chicago O'Hare Intl are usually found in January or May, booked 45 days in advance, depart on a Thursday or Saturday and return on a Tuesday

Cheap flight deals from Pensacola to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Pensacola (PNS) to O'Hare Intl (ORD). 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 April 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$151
(Cheapflightsfares)

One-way from

$76
(Kiwi.com)

Popular in

July

Cheapest in

January

Average price

$339

Good round-trip deal

$300 or less

Good one-way deal

$164 or less
Provider with most accurate pricing for Pensacola-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Pensacola-Chicago O'Hare Intl flights.
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From Pensacola to Chicago O'Hare Intl
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One-way flight from Pensacola to Chicago O'Hare Intl
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Highest demand for flights based on searches. 4% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Pensacola to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Pensacola to Chicago O'Hare Intl.
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Find flight deals from Pensacola to O'Hare Intl

Cheapest flights from Pensacola to O'Hare Intl
Explore the most affordable flight options available from Pensacola to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 16, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/16. 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 5/214:35 pmPNS - ORD
1 stop6h 29mSpirit Airlines
Tue 5/275:05 amORD - PNS
1 stop10h 25mSpirit Airlines
Deal found 4/16$151
This Delta deal was found by Cheapflights users on 4/16. 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 6/121:58 pmPNS - ORD
1 stop7h 26mDelta
Mon 6/167:10 amORD - PNS
1 stop5h 43mDelta
Deal found 4/16$197
This American Airlines deal was found by Cheapflights users on 4/15. 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 5/159:07 amPNS - ORD
1 stop6h 58mAmerican Airlines
Sun 5/188:15 amORD - PNS
Nonstop2h 24mAmerican Airlines
Deal found 4/15$228
This United Airlines deal was found by Cheapflights users on 4/16. 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 5/72:05 pmPNS - ORD
Nonstop2h 41mUnited Airlines
Sat 5/1010:40 amORD - PNS
Nonstop2h 28mUnited Airlines
Deal found 4/16$257
This Booking.com deal was found by Cheapflights users on 4/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/187:23 pmPNS - ORD
1 stop17h 54mMultiple Airlines
Sun 4/208:45 amORD - PNS
1 stop6h 19mMultiple Airlines
Deal found 4/15$282
This Southwest deal was found by Cheapflights users on 4/16. 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.
Thu 7/1711:00 amPNS - ORD
1 stop5h 25mSouthwest
Mon 7/211:30 pmORD - PNS
2 stops8h 30mSouthwest
Deal found 4/16$287

Cheapflights Fare Finder

Customize your flight search to find flights from Pensacola to O'Hare Intl 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 April 16, 2025.
Use the filters below to find and compare flights from Pensacola to Chicago O'Hare Intl Airport that are best for you.

Fly from

Pensacola

Fly to

O'Hare Intl

Route

Depart

Return

Price

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Wed 5/21

4:35 pm-11:04 pm

1 stop6h 29m

Chicago O'Hare Intl

Tue 5/27

5:05 am-3:30 pm

1 stop10h 25m

$151

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Thu 6/12

1:58 pm-9:24 pm

1 stop7h 26m

Chicago O'Hare Intl

Mon 6/16

7:10 am-12:53 pm

1 stop5h 43m

$197

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Thu 5/15

9:07 am-4:05 pm

1 stop6h 58m

Chicago O'Hare Intl

Sun 5/18

8:15 am-10:39 am

Nonstop2h 24m

$228

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Wed 5/7

2:05 pm-4:46 pm

Nonstop2h 41m

Chicago O'Hare Intl

Sat 5/10

10:40 am-1:08 pm

Nonstop2h 28m

$257

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Thu 7/17

11:00 am-4:25 pm

1 stop5h 25m

Chicago O'Hare Intl

Mon 7/21

1:30 pm-10:00 pm

2 stops8h 30m

$287

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Mon 5/26

6:14 pm-11:29 pm

1 stop5h 15m

$105

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Tue 7/29

2:08 pm-4:47 pm

Nonstop2h 39m

$109

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 5/16

4:30 pm-11:41 pm

1 stop7h 11m

$118

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Mon 6/16

9:19 am-2:30 pm

1 stop5h 11m

$120

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Thu 7/17

11:00 am-4:25 pm

1 stop5h 25m

$134

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Showing 1-10 of 12 results
1
2

Compare providers for flights from Pensacola to O'Hare Intl

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 Pensacola to O'Hare Intl in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
CheapOairPrice 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 Pensacola-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Pensacola-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Pensacola-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Pensacola-Chicago O'Hare Intl Airport flights, Cheapflights users trust eDreams the most. eDreams 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 Pensacola-Chicago O'Hare Intl Airport 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 Pensacola to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Pensacola 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 Pensacola to Chicago O'Hare Intl Airport

How far ahead should I book a flight from Pensacola to Chicago O'Hare Intl Airport?

Use this chart to determine the optimal time to book a round-trip flight from Pensacola to O'Hare Intl. Price data was last updated on April 11, 2025.

Booking 45 days in advance of your planned departure date is, on average, the best time to get cheap flights from Pensacola to Chicago O'Hare Intl Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, August is the cheapest month in which you can book a flight from Pensacola to Chicago O'Hare Intl Airport (average of $245). Flying from Pensacola to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 PNS to ORD?

Find hourly flight availability from Pensacola to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 16, 2025.

When flying from Pensacola to Chicago O'Hare Intl Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 54% versus a flight at noon.

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

Explore weekly flight availability from Pensacola to O'Hare Intl. 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 April 16, 2025.

The most flights from PNS to ORD are scheduled on a Monday (5 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

Rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

Temperature in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated April 16, 2025.
Get a feel of what it's like to fly with Southwest, Delta and United Airlines from Pensacola to Chicago by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,282 reviews

Entertainment

7.6

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Southwest
8.0
Very good
4,282 reviews
Southwest
8.0
Very good
4,282 reviews

Entertainment

7.6

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Delta
8.0
Very good
7,916 reviews
Southwest
8.0
Very good
4,282 reviews

Entertainment

7.6

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
United Airlines
7.4
Good
8,665 reviews
Southwest
8.0
Very good
4,282 reviews

Entertainment

7.6

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,282 reviews

Entertainment

7.6

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Spirit Airlines
6.3
Okay
7,923 reviews
Southwest
8.0
Very good
4,282 reviews

Entertainment

7.6

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Pensacola to O'Hare Intl. 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 from for flights from Pensacola to Chicago O'Hare Intl?

    Most people fly from Pensacola (PNS) if they book a flight from Pensacola to Chicago O'Hare Intl. On average, Pensacola has 4 outbound flights to 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 Pensacola to Chicago O'Hare Intl Airport round-trip?

    Currently priced at $151, Spirit Airlines will fly you from Pensacola to Chicago O'Hare Intl Airport and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and Delta - these airlines can fly you to your destination from $177 and $197, respectively. Spirit Airlines is 54% cheaper than the average price of flights available within the next 90 days to this destination.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $76. Users have also found prices from $89 and $99 on United Airlines and Delta, respectively.

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

    Consider American Airlines (100%), Qatar Airways (100%) or Envoy Air (100%) when booking your flight. These represent the most reliable airlines when flying from Pensacola to Chicago O'Hare Intl Airport.

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

    On average you can expect to pay $608 for a flight from Pensacola to Chicago O'Hare Intl Airport. The cheapest flight overall is $92 while the most popular route, (Pensacola - Chicago O'Hare Intl) is currently priced at $151.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Pensacola to O'Hare Intl 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 Pensacola to Chicago O'Hare Intl Airport?

    Currently, August is the cheapest month in which you can book a flight from Pensacola to Chicago O'Hare Intl Airport (average of $245). Flying from Pensacola to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 Pensacola?

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Schaumburg
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Kenosha
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Top 5 airlines flying from Pensacola to O'Hare Intl

Discover the top 5 airlines that operate flights from Pensacola to O'Hare Intl. 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 April 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$98Average$188FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$192Average$424FlexibilityNo cancel feeOn-time63%
DeltaCheapest$207Average$282FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$323FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$253Average$406FlexibilityNo cancel feeOn-time69%

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