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ORD - PNS

Find cheap flights from Chicago O'Hare Airport to Pensacola from $38

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Pensacola departing on 5/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
sáb. 5/25
sáb. 6/1

Search hundreds of travel sites at once for deals on flights to Pensacola

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Pensacola, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Pensacola, as well as popular online travel agencies
In the last 7 days travelers have searched 44,979,812 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Cheap flight deals from O'Hare Intl to Pensacola (ORD-PNS)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Pensacola that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
9:25 pm - 5:31 pmORD-PNS
20h 06m1 stop
8:36 am - 1:18 amPNS-ORD
16h 42m1 stop
$83Spirit Airlines
Find Deal
mar., may. 7 - sáb., may. 11
6:40 pm - 8:02 amORD-PNS
13h 22m1 stop
6:21 pm - 4:35 pmPNS-ORD
22h 14m1 stop
$93Spirit Airlines
Find Deal
sáb., may. 11 - mar., may. 14
6:27 pm - 5:27 pmORD-PNS
23h 00m1 stop
9:53 pm - 12:56 amPNS-ORD
27h 03m1 stop
$126Frontier
Find Deal
jue., may. 9 - sáb., may. 11
6:27 pm - 5:27 pmORD-PNS
23h 00m1 stop
9:53 pm - 12:56 amPNS-ORD
27h 03m1 stop
$134Frontier
Find Deal
jue., may. 9 - sáb., may. 11
7:00 am - 1:53 pmORD-PNS
6h 53m1 stop
2:38 pm - 9:21 pmPNS-ORD
6h 43m1 stop
$205American Airlines
Find Deal
mar., jul. 9 - mar., jul. 16
6:00 am - 10:48 amORD-PNS
4h 48m1 stop
7:15 pm - 11:59 pmPNS-ORD
4h 44m1 stop
$208Delta
Find Deal
mié., ago. 14 - lun., ago. 19
6:00 am - 10:48 amORD-PNS
4h 48m1 stop
7:15 pm - 11:59 pmPNS-ORD
4h 44m1 stop
$243Delta
Find Deal
dom., ago. 18 - jue., ago. 22
5:07 am - 10:25 amORD-PNS
5h 18m1 stop
5:31 am - 10:15 amPNS-ORD
4h 44m1 stop
$251American Airlines
Find Deal
vie., jun. 28 - vie., jul. 5
3:45 pm - 9:45 pmORD-PNS
6h 00m1 stop
2:12 pm - 4:49 pmPNS-ORD
2h 37mnonstop
$268United Airlines
Find Deal
mié., sep. 4 - mar., sep. 10
10:50 am - 1:12 pmORD-PNS
2h 22mnonstop
5:00 pm - 12:06 amPNS-ORD
7h 06m1 stop
$303United Airlines
Find Deal
vie., sep. 6 - mié., sep. 11

Flights from O'Hare Intl to Pensacola - Travel Insights & Trends

Get data-powered insights and trends into flights from O'Hare Intl to Pensacola to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to Pensacola?

The average price of all flights from Chicago O'Hare Intl Airport to Pensacola clicked on KAYAK for each day over the last 12 months.
For Chicago O'Hare Airport to Pensacola, Tuesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Pensacola back to Chicago O'Hare Airport, the best deals are generally found on Saturday, with Sunday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago O'Hare Intl Airport to Pensacola, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago O'Hare Intl Airport to Pensacola is January, where tickets cost $340 on average. On the other hand, the most expensive months are March and April, where the average cost of tickets is $506 and $489 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago O'Hare Intl Airport to Pensacola, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago O'Hare Intl Airport to Pensacola, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 24 days before departure.

Which airlines provide the cheapest flights from Chicago O'Hare Airport to Pensacola?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the best return deals on flights connecting Chicago O'Hare Airport to Pensacola were found on Spirit Airlines ($83) and Frontier ($126). Spirit Airlines proposed the cheapest one-way flight at $38.

Which airlines fly non-stop between Chicago O'Hare Intl Airport and Pensacola?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago O'Hare Intl Airport to Pensacola.
There are 2 airlines that fly nonstop from Chicago O'Hare Intl Airport to Pensacola. They are American Airlines and United Airlines. The cheapest airline for this route is American Airlines, with the best one-way deal found costing $183. On average, the best prices for this route can be found at American Airlines.

How many flights are there between Chicago O'Hare Intl Airport and Pensacola per day?

Each day, there are between 1 and 4 nonstop flights that take off from Chicago O'Hare Intl Airport and land in Pensacola, with an average flight time of 2h 23m. The most common departure time is 10:00 am and most flights take off in the morning. Each week, there are 10 flights. The most frequent day of departure is Saturday, when 40% of all weekly flights depart. The fewest flights depart on a Thursday.

Which cabin class options are there for flights between Chicago O'Hare Intl Airport and Pensacola?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 3 cabin class options for the route. These are First, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Chicago O'Hare Airport to Pensacola take?

A direct flight to Pensacola will take on average 2h 19m to travel the 795 miles flying distance from Chicago O'Hare Airport.

What’s the earliest departure time from Chicago O'Hare Airport to Pensacola?

Early birds can take the earliest flight from Chicago O'Hare Intl Airport at 7:20 am and will be landing in Pensacola at 9:43 am.

What’s the latest departure time from Chicago O'Hare Airport to Pensacola?

If you prefer to fly at night, the latest flight from Chicago O'Hare Intl Airport to Pensacola jets off at 11:08 am and lands at 1:30 pm.

Good to know

Low season

January

High season

March

Cheapest flight

$38
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 32% increase in price.
Flight from Chicago O'Hare Airport to Pensacola

When to book flights from O'Hare Intl to Pensacola

Are your dates flexible? Find out the best times to travel from O'Hare Intl to Pensacola based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago O'Hare Airport to Pensacola flights

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

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Pensacola was $38 for a one-way ticket and $83 for a round-trip.

  • Do I need a passport to fly between Chicago O'Hare Airport and Pensacola?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago O'Hare Airport to Pensacola?

    When flying out of Chicago O'Hare Airport you will be using Chicago O'Hare Intl. You will be landing at Pensacola, also known as Pensacola.

  • Which airlines offer Wi-Fi service onboard planes from Chicago O'Hare Airport to Pensacola?

    Only American Airlines offers inflight Wi-Fi service on the Chicago O'Hare Airport to Pensacola flight route.

  • Which aircraft models fly most regularly from Chicago O'Hare Airport to Pensacola?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago O'Hare Airport to Pensacola flight route.

  • Which airline alliances offer flights from Chicago O'Hare Airport to Pensacola?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago O'Hare Airport and Pensacola, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Chicago O'Hare Airport to Pensacola?

    There are nonstop flights from Chicago O'Hare Airport to Pensacola on a daily basis.

  • Which is the best airline for flights from Chicago to Pensacola, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Pensacola are Delta and United Airlines. With an average price for the route of $309 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $378 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Pensacola?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to Pensacola.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to Pensacola?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Pensacola from Chicago O'Hare Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago O'Hare Airport to Pensacola?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Pensacola with an airline and back to Chicago O'Hare Airport with another airline. Booking your flights between Chicago O'Hare Airport and PNS can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to Pensacola?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Pensacola from Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from ORD to Pensacola

  • Looking for a cheap flight? 25% of our users found flights on this route for $184 or less one-way and $329 or less round-trip.

Prefer to fly non-stop from Chicago O'Hare Airport to Pensacola?

Find which airlines fly direct from O'Hare Intl to Pensacola, which days they fly and book direct flights.

Nonstop departures

Chicago O'Hare Intl to Pensacola

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Nonstop returns

Pensacola to Chicago O'Hare Intl

Monday

Emirates, Lufthansa, United Airlines

Emirates, Lufthansa, +1 more

Tuesday

Emirates, Lufthansa, United Airlines

Emirates, Lufthansa, +1 more

Wednesday

Emirates, Lufthansa, United Airlines

Emirates, Lufthansa, +1 more

Thursday

Emirates, Lufthansa, United Airlines

Emirates, Lufthansa, +1 more

Friday

Emirates, Lufthansa, United Airlines

Emirates, Lufthansa, +1 more

Saturday

American Airlines, Emirates, Lufthansa, +2 more

American Airlines, Emirates, +3 more

Sunday

Emirates, Lufthansa, United Airlines

Emirates, Lufthansa, +1 more

See more direct flights
See more direct flights

Top 4 airlines serving from O'Hare Intl to Pensacola

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Pensacola. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from O'Hare Intl to Pensacola? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10975 reviews
8.2boarding
7.9comfort
8.6crew
8.0entertainment
7.4food
Airline reviews

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

4.0 OkayAndrew, Apr 2024RDU - MCO
Read more about Delta reviews

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

They did a fine job. Can't wait to use Delta in the future.

Seat back monitors and outlets were dead and not working.

The experience was good and the flight departed on time and landed early

The flight was delayed but we got to our final destination.

public website still broken for years randomly blocking browsers with privacy options active after loading a page maybe once. check-in on laptop was almost impossible but eventually randomly worked. had to print pass at airport since couldn't get back in to load digital pass on mobile firefox or chrome. red eye flight so smooth onboarding, plenty of room to spread out, easy offboarding. onboard wifi instructions mention vpn can cause problems connecting but fails to also mention private dns. no printed or built in menu list, seems weird to require personal device to point at qr code link for menu which does not even allow direct ordering. people with health condition risk related dietary restrictions trying to avoid for example cholesterol and sugar are left guessing what they can order either way without nutritional info highlights (cranberry juice was minute maid cocktail with as much suger as typical can of soda). tap to pay wasn't working and always seems sketchy to manually enter card info. good movie variety, so limited tv was okay.

Horrible. Flight ORD to CGH was okay, but Paris was a nightmare. Old planes, delays, involuntary downgrades, broken planes, terrible communication. CGH to CPT was my worst flight ever.

Boarding super slow with people allowed to linger in aisles

There were choices for the snacks. Good choices and tasty lunch and breakfast as well.

First time travel in economy and the worst experience I ever had ! Shame on paying 600 dollars to be in a tuna can ! Service was terrible no even water no even class no even matters your flight attendants were lazy and sloppy very bad experience! After all these years traveling in first and once I try this cause I need to go to a destination for an emergency wow shame on you !

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The control panel for the seat back screen did not work at all after takeoff.

Plane was so old it had cigarette butt trays in the seat

Everything was good, hard to really comfortable on a flight that long.

Unfortunately our flight was delayed by 45 minutes due to Kate arriving aircraft. Once we stated everything was great.

For some strange reason I was put in zone 5 for boarding even though I had paid premium price for a premium seat right behind business class. This must have been a flaw because everyone else around me in the same zone (row) had been placed in zone 3.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed at departure due to weather and the need for de-icing. The flight was smooth but there was a delay at arrival due to weather. We were in a hold for 20 minutes or more. The flight arrived more than 30 minutes late. Airlines have no control over the weather and I'm glad that they follow all safety procedures. Had to wait a long time for my checked luggage. Whole process was slow and the bags arrived wet due to the rain. The onboard wifi and entertainment access was spotty and the signal was dropped several times. Otherwise the crew was great and friendly. They tried to get everyone's bags stowed and seated so we could take off.

Regarding the boarding: it needs more efforts to make it more convenient

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

Spirit canceled the flight in March and never notified me!

Pretty good. Would’ve been excellent if we would have left on time and the crew wasn’t late.

Spirit airline tries to screw you at every opportunity. Spirit wanted 65$ for an extra pound in the suitcase Made me open the suitcase at the counter to remove 1 pound. Staff very cold and rude Will never fly spirit again and will recommend same to family and friends

The weight limit per bag was really low - 40 lbs - so we had to pay extra. Then, they said their carry on size was 14x18x8, and we measured our bag very carefully. It was within the limit, yet they said it was too big, so we ended up paying an extra $100 for that too!! So it wasn’t the cheap flight we thought it would be. Then, they moved up our initial flight to depart 3 hours earlier which meant we had to be out on the road by 7 am and then have a 6 hour layover and we got home at 2am. It was a grueling day. I won’t be flying with them again.

Overall it was a good experience. Stewards were very kind and professional. The departure and arrival times were as promised. Plane was clean.

Terrible as usual!!!! Very unprofessional and rude flight attendants! You get what you pay for! HORRIBLE

My experience was above excellent!!!! First the lady that pushed me in the wheelchair to the gate was outstanding!!! Then the ladies at the gate went over and beyond, by helping me fill out the immigration form! I would not have been able to get to Guatemala without their help!!! God bless them all! They were amazing 🙏❤️🙏

First....my trip was from Ft. Myers to Philly (not the other way around). Plane was clean, staff was friendly and flight was efficient with boarding and flight time. Thumbs up all around.

Early departure and arrival. Cabin very cold. Waited a while for luggage to come out

The no frills ticket price. The seats are very uncomfortable.

Book cheap flights from Chicago to Pensacola

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Pensacola found on KAYAK in the last 72 hours.
5/14mar.
1 stopSpirit Airlines
11h 36mORD-PNS
$38
5/14mar.
2 stopsSpirit Airlines
34h 37mORD-PNS
$52
5/14mar.
3 stopsSpirit Airlines
23h 49mORD-PNS
$75
5/26dom.
1 stopSpirit Airlines
23h 50mORD-PNS
$84
5/3vie.
1 stopFrontier
26h 26mORD-PNS
$109
6/21vie.
1 stopFrontier
23h 13mORD-PNS
$123
5/22mié.
nonstopUnited Airlines
2h 22mORD-PNS
$185
5/26dom.
nonstopUnited Airlines
2h 19mORD-PNS
$219
5/22mié.
1 stopAmerican Airlines
6h 01mORD-PNS
$277
4/30mar.
1 stopAmerican Airlines
5h 04mORD-PNS
$308

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Last minute flights from O'Hare Intl to Pensacola

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Pensacola that are departing in the next 10 days.
4/26vie.
multi-stopFrontier
26h 51mORD-PNS
5/1mié.
multi-stopFrontier
29h 10mPNS-ORD
$258
4/30mar.
multi-stopSpirit Airlines
13h 30mORD-PNS
5/1mié.
multi-stopSpirit Airlines
8h 38mPNS-ORD
$275
4/27sáb.
multi-stopFrontier
23h 29mORD-PNS
5/2jue.
multi-stopFrontier
29h 51mPNS-ORD
$278
4/26vie.
nonstopUnited Airlines
2h 22mORD-PNS
5/1mié.
nonstopUnited Airlines
2h 37mPNS-ORD
$314
4/27sáb.
nonstopAmerican Airlines
2h 29mORD-PNS
5/2jue.
multi-stopAmerican Airlines
4h 32mPNS-ORD
$317
4/26vie.
nonstopUnited Airlines
2h 22mORD-PNS
5/1mié.
multi-stopUnited Airlines
6h 16mPNS-ORD
$324
4/30mar.
multi-stopDelta
5h 47mORD-PNS
5/1mié.
multi-stopDelta
5h 27mPNS-ORD
$328
4/27sáb.
nonstopAmerican Airlines
2h 29mORD-PNS
4/28dom.
multi-stopAmerican Airlines
4h 45mPNS-ORD
$367
4/27sáb.
multi-stop
5h 39mORD-PNS
4/28dom.
multi-stop
22h 33mPNS-ORD
$680
4/30mar.
multi-stopDelta
5h 15mORD-PNS
5/1mié.
multi-stopDelta
7h 28mPNS-ORD
$692

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Chicago O'Hare Airport - Pensacola Flights

Departure:

Chicago O'Hare Airport (ORD)United States

Destination:

Pensacola (PNS)United States

Return flight deals:

Pensacola - Chicago O'Hare Airport

Cabin classes:

$980
$758
$480
$255