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PNS - ORD

Find cheap flights from Pensacola to Chicago O'Hare Airport from $66

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Pensacola to O'Hare Intl departing on 5/17. 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
Thu 5/23
Thu 5/30

Search hundreds of travel sites at once for deals on flights to Chicago O'Hare Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Pensacola to Chicago, 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 Pensacola to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 44,632,927 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 Pensacola to O'Hare Intl (PNS-ORD)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Pensacola to O'Hare Intl 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
9:44 pm - 12:18 amPNS-ORD
26h 34m1 stop
6:30 pm - 4:55 pmORD-PNS
22h 25m1 stop
$135Frontier
Find Deal
Fri, May 17 - Mon, May 20
6:31 pm - 4:35 pmPNS-ORD
22h 04m1 stop
5:00 am - 5:31 pmORD-PNS
12h 31m1 stop
$137Spirit Airlines
Find Deal
Wed, May 22 - Tue, May 28
5:45 pm - 12:56 amPNS-ORD
7h 11m1 stop
10:58 am - 5:31 pmORD-PNS
6h 33m1 stop
Tue, May 7 - Tue, May 14
9:51 pm - 9:06 pmPNS-ORD
23h 15m1 stop
7:00 am - 2:18 pmORD-PNS
7h 18m1 stop
Fri, Jun 7 - Wed, Jun 12
10:16 am - 5:32 pmPNS-ORD
7h 16m1 stop
5:28 am - 9:29 amORD-PNS
4h 01m1 stop
$205American Airlines
Find Deal
Tue, Jul 2 - Fri, Jul 5
7:29 pm - 11:56 pmPNS-ORD
4h 27m1 stop
7:05 am - 12:35 pmORD-PNS
5h 30m1 stop
$208Delta
Find Deal
Thu, Jun 20 - Tue, Jul 2
7:29 pm - 11:56 pmPNS-ORD
4h 27m1 stop
7:55 pm - 11:44 pmORD-PNS
3h 49m1 stop
$218Delta
Find Deal
Mon, Jun 17 - Mon, Jun 24
2:38 pm - 9:21 pmPNS-ORD
6h 43m1 stop
5:30 am - 12:01 pmORD-PNS
6h 31m1 stop
$240American Airlines
Find Deal
Wed, Jul 31 - Tue, Aug 6
2:12 pm - 4:49 pmPNS-ORD
2h 37mnonstop
10:50 am - 1:12 pmORD-PNS
2h 22mnonstop
$259United Airlines
Find Deal
Sat, Aug 31 - Wed, Sep 4
2:25 pm - 5:02 pmPNS-ORD
2h 37mnonstop
11:00 am - 1:22 pmORD-PNS
2h 22mnonstop
$276United Airlines
Find Deal
Tue, May 7 - Tue, May 14

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

Get data-powered insights and trends into flights from Pensacola to O'Hare Intl 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 Pensacola to Chicago O'Hare Airport?

The average price of all flights from Pensacola to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Chicago O'Hare Airport on a Saturday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Pensacola to Chicago O'Hare Airport. For your return ticket, we recommend flying on a Tuesday and avoiding Sundays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Pensacola to Chicago O'Hare Intl Airport, 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 Pensacola to Chicago O'Hare Intl Airport is November, where tickets cost $325 on average. On the other hand, the most expensive months are April and May, where the average cost of tickets is $521 and $491 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Pensacola to Chicago O'Hare Intl Airport, 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 Pensacola to Chicago O'Hare Intl Airport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 49 days before departure.

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

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the cheapest one-way ticket from Pensacola to Chicago O'Hare Airport found on KAYAK was with Spirit Airlines for $66. Frontier proposed a round-trip connection from $135 and Spirit Airlines from $137.

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

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Pensacola to Chicago O'Hare Intl Airport.
There are 2 airlines that fly nonstop from Pensacola to Chicago O'Hare Intl Airport. They are American Airlines and United Airlines. The cheapest airline for this route is United Airlines, with the best one-way deal found costing $188. On average, the best prices for this route can be found at American Airlines.

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

Each day, there are between 1 and 3 nonstop flights that take off from Pensacola and land in Chicago O'Hare Intl Airport, with an average flight time of 2h 35m. The most common departure time is 2:00 pm and most flights take off in the afternoon. Each week, there are 12 flights. The most frequent day of departure is Saturday, when 25% of all weekly flights depart. The fewest flights depart on a Monday.

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

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 4 cabin class options for the route. These are First, Business, 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 Pensacola to Chicago O'Hare Airport take?

A direct flight to Chicago O'Hare Airport will take on average 2h 36m to travel the 795 miles flying distance from Pensacola.

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

Early birds can take the earliest flight from Pensacola at 10:24 am and will be landing in Chicago O'Hare Intl Airport at 1:07 pm.

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

If you prefer to fly at night, the latest flight from Pensacola to Chicago O'Hare Intl Airport jets off at 2:33 pm and lands at 5:10 pm.

Good to know

Low season

January

High season

September

Cheapest flight

$66
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 17% lower on average.
Flight from Pensacola to Chicago O'Hare Airport

When to book flights from Pensacola to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Pensacola to O'Hare Intl 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 Pensacola to Chicago O'Hare Airport flights

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

    In the last 3 days, the lowest price for a flight from Pensacola to Chicago O'Hare Intl Airport was $66 for a one-way ticket and $135 for a round-trip.

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

    A passport is not required to fly from Pensacola to Chicago O'Hare Airport.

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

    American Airlines, WestJet, Delta, and Air Canada offer inflight Wi-Fi service on the Pensacola to Chicago O'Hare Airport flight route.

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

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

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

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Pensacola to Chicago are Delta and United Airlines. With an average price for the route of $354 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 $364 and an overall rating of 7.4.

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

    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 Pensacola to Chicago O'Hare Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Pensacola 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 Pensacola to Chicago O'Hare Airport?

    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 Chicago O'Hare Airport with an airline and back to Pensacola with another airline. Booking your flights between Pensacola and ORD 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 Pensacola to Chicago O'Hare Airport?

    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 Chicago O'Hare Airport from Pensacola 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 PNS to Chicago O'Hare Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $224 or less one-way and $333 or less round-trip.

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

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

Nonstop departures

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

Nonstop returns

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
See more direct flights

Top 4 airlines serving from Pensacola to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Pensacola to Chicago. 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 Pensacola to O'Hare Intl? 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 11028 reviews
8.0entertainment
8.6crew
7.5food
8.2boarding
7.9comfort
Airline reviews

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

10.0 ExcellentShayla, Apr 2024ATL - ORD
Read more about Delta reviews

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

The main person that was coordinating everything was a short white/light skin Spanish man and he was very rude. It honestly made me feel like it was everyone’s First day at work. His announcements were very not reasonable and they did not make sense. The stewardess on the flight that made the announcements she didn’t even know what she was talking about she sounded inebriated. There were no snacks or drinks on our flight there wasn’t even much turbulence. This flight was not enjoyable nor was it what a Delta flight should be and just this past week I flew with Delta 3 times.

nothing Delta could do... the person sitting next to me was huge and overflowing into my seat

Crew was great! I need wheelchair assistance and they knew who I was and updated me that my chair was on its way and to just hang tight. There was some turbulence but the captain announced we would be going thru it and he handled the plane well. Landing was soft and his.

Aircraft very cramped. Check-in was great with an agent helping us. Food was almost non-existent. Pre-flight went well once I got the app reloaded on my phone since we don’t fly much anymore.

I like that it got us where we were going. Everything else needed work. It was 1/2 hour late and we took off an hour late. The plane had to be cleaned and the disabled loaded on board before we could take off which took forever and then we sat at the terminal FOREVER before we took off. The ride was so bumpy that they couldn’t serve drinks and snack but to about 1/2 the plane. Seriously we should have flown out of Fort Lauderdale. We probably would’ve gotten home several hours earlier.

Flight was on time, the staff was personable & professional, & the plane arrived on time.

Flight was great. DELTA did a fantastic job! FLL airport was chaotic!

You lost my luggage!!! How frustrating!!! Now they can’t find one of our bags!!!! I really don’t have time for this!!!

Fast boarding and exit. Different snacks other than almonds and sun chips.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

The flight was delayed by 4 hours !!!!! It was very uncomfortable , and they told us only one our before departure

The flights from Ottawa to Albuquerque went smoothly enough though on on flight they didn't have how water for coffee or tea and on another there there was no ice. The return flights from Albuquerque were delayed by mechanical problems on both flights. Ottawa was a ground crew maintenance issue.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Turn on the heat. Flight was way too cold from Arizona to Chicago.

Perfect flight. On time departure and early arrival. Smooth flight.

Overall pleasant was delayed and caused transportation issue when landing

The arriving flight was a few minutes late, but the gate crew helped to deplane and board our outgoing flight quickly and efficiently. We were able to depart quickly and arrive at ORD almost at the posted time. Great job.

I do not like the customer service, I had an emergency and needed to cancel a pet reservation right after I had booked it and they would not do anything but issue a credit. I haven't flown in years as I have 7 kids and don't have spare time. I want my $125 back on my card please

The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.

I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!

They took a horrible route with a lot of turbulence and I eneded up getting sick. Even if the flight takes longer. Don't put people life at risk just to get to the airport on time.

Every thing was fine ,low price,easy on time ,clean, good staff, really no issues

Had to board plan 2x due to lack of security check after 1st boarding

Miserable. The crew was rude, the flight was delayed 5 hours for mechanical reasons and then “weather” even though other planes were leaving.

They kept Changing the flight times. It was delayed several times and at one point it was supposed to depart at 3.40am! At which point we ended up staying overnight and booked long a separate United flight for early morning departure. The spirit flight then got moved up and left at 1.30 in the morning when it was supposed to leave at 9.40pm the night before.

Flight was delayed...not horribly late. Just before push back engine shut down for a quick replacement item that took about five minutes. After that, everything was smooth and the pilot was able to make up time in the air so that our arrival time was not too far off the original anticipated arrival time.

Only inflight purchases for food and water. Nothing comes with ticket price. Have to purchase bags, food...

Book cheap flights from Pensacola to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Pensacola to Chicago found on KAYAK in the last 72 hours.
5/17Fri
1 stopSpirit Airlines
22h 19mPNS-ORD
$66
5/20Mon
1 stopSpirit Airlines
14h 34mPNS-ORD
$69
5/9Thu
1 stopSpirit Airlines
16h 20mPNS-ORD
$79
5/9Thu
1 stopFrontier
29h 51mPNS-ORD
$85
9/5Thu
1 stopFrontier
28h 53mPNS-ORD
$86
6/6Thu
1 stopDelta
4h 28mPNS-ORD
$104
7/31Wed
1 stopDelta
6h 26mPNS-ORD
$114
5/16Thu
nonstopUnited Airlines
2h 37mPNS-ORD
$200
5/9Thu
nonstopUnited Airlines
2h 37mPNS-ORD
$216
9/5Thu
2 stopsAmerican Airlines
8h 22mPNS-ORD
$282

Search by stops

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Last minute flights from Pensacola to O'Hare Intl

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 Pensacola to Chicago that are departing in the next 10 days.
4/24Wed
multi-stopSpirit Airlines
8h 38mPNS-ORD
4/30Tue
multi-stopSpirit Airlines
10h 46mORD-PNS
$198
4/24Wed
multi-stopSpirit Airlines
19h 01mPNS-ORD
4/30Tue
multi-stopSpirit Airlines
10h 46mORD-PNS
$238
4/24Wed
multi-stopSpirit Airlines
8h 38mPNS-ORD
4/30Tue
multi-stopSpirit Airlines
33h 51mORD-PNS
$268
4/26Fri
multi-stop
6h 13mPNS-ORD
5/3Fri
multi-stop
26h 26mORD-PNS
$306
4/24Wed
multi-stop
29h 10mPNS-ORD
4/27Sat
multi-stop
5h 39mORD-PNS
$342
4/24Wed
multi-stopFrontier
29h 10mPNS-ORD
4/27Sat
multi-stopFrontier
23h 29mORD-PNS
$348
4/24Wed
multi-stopAmerican Airlines
6h 18mPNS-ORD
4/27Sat
nonstopAmerican Airlines
2h 29mORD-PNS
$367
4/26Fri
multi-stopAmerican Airlines
7h 24mPNS-ORD
4/28Sun
multi-stopAmerican Airlines
7h 29mORD-PNS
$375
4/24Wed
nonstopUnited Airlines
2h 37mPNS-ORD
4/30Tue
nonstopUnited Airlines
2h 22mORD-PNS
$379
4/26Fri
nonstopUnited Airlines
2h 37mPNS-ORD
4/28Sun
multi-stopUnited Airlines
7h 17mORD-PNS
$438

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Pensacola - Chicago O'Hare Airport Flights

Departure:

Pensacola (PNS)United States

Destination:

Chicago O'Hare Airport (ORD)United States

Return flight deals:

Chicago O'Hare Airport - Pensacola

Cabin classes:

$663
$969
$2,420
$302