Find Cheap Flights from Pensacola to Chicago O'Hare International (PNS - ORD)

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Pensacola to Chicago O'Hare International Flight Information

Avg. Flight Duration 2h 30m
Flights Arrive in Chicago O'Hare International
Flights Depart from Pensacola
Flight Price $189
Distance 796 miles
Airlines Frontier, United, Delta

Good to Know

Average Price:
$369
(avg. price over the last 2 weeks)
Good Deal:
$316
or less (round trip)

When to Book Flights from Pensacola to Chicago O'Hare International

Flight prices as travel date approaches
-1 day
-2 days

Top Tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $316 or less.
The cheapest flight from Pensacola to Chicago O'Hare International was found 31 days before departure, on average.
Book at least 3 weeks before departure in order to get a below-average price.
Morning departure is around 25% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Pensacola to Chicago O'Hare International Flights

How long does a flight from Pensacola to Chicago O'Hare International take?
An average nonstop flight takes 2h 37m, covering a distance of 796 miles.
How many flights are there between Pensacola and Chicago O'Hare International?
There are 58 (nonstop) flights between Pensacola and Chicago O'Hare International per week, averaging 8 per day.
Which airlines provide the cheapest flights from Pensacola to Chicago O'Hare International?
In the past 3 days, the cheapest round-trip tickets were found on Frontier ($189), Multiple Airlines ($277) and United ($335).
Do I need a passport to fly between Pensacola and Chicago O'Hare International?
No.
Which airlines fly most frequently between Pensacola and Chicago O'Hare International?
United (4 times daily), Lufthansa (3 times daily), Frontier (0 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Pensacola to Chicago O'Hare International?
For Pensacola to Chicago O'Hare International, Wednesday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Chicago O'Hare International back to Pensacola, the best deals are generally found on Saturday, with Wednesday being the most expensive.

Book cheap flights from Pensacola to Chicago O'Hare International (round-trip)

Airports
Origin
Pensacola
$189
only
$189
Destination
Chicago
$189
only
$189
Wed, May 16
PNS
ORD
2h 38m
Sat, May 19
ORD
PNS
2h 25m
Trip: 4 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 34324 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
SJU
ATL
Good 7.0

The crew personnel aboard the plane was friendly and the seats confortable.

They made me pay $45 for a 16 inches carry on back that I have as my only luggage , because according to the counter employee, my handbag (purse) was too big so it was considered as a second carry on. I requested a waiver, because I’m an Army Veteran, a senior citizen, but it was denied by the counter employee.

LGA
DEN
Okay 5.0

The crew was so warm and kind. The really made the trip.

I fly often. Mostly internationally for work, but often enough domestically that I am a learned flyer. I hated that there was no complimentary anything on this airline. When checking in, I had to pay for my seat, after paying the stated price on this site (btwn 13-45 $). There was food and beverage, that you also had to pay for, no complimentary soda or nuts on this airline. Also there was a carry on baggage fee!!!! Like wtf. Overall, though the crew was great, I would NEVER fly this airline again.

AUS
LAS
Mediocre 3.0

Although we got here on time it was the most stressful ride ever.

The cabin was very unclean and uncomfortable

SAT
ONT
Mediocre 3.0

Nothing was 2 hrs late

Was 2 hrs late

CUN
STL
Okay 4.0

Crew was good. They were late boarding the plane, but the captain made up the time in the air.

There's extra charges for carry ons and beverages Majority of the seats have no leg room No in-flight entertainment or wifi

Mon, Jul 2
PNS
ORD
2h 39m
Wed, Jul 18
ORD
PNS
2h 22m
Trip: 17 days
Overall 0.0 Poor
Based on 0 reviews
Thu, May 31
PNS
ORD
2h 39m
Tue, Jun 19
ORD
PNS
2h 22m
Trip: 20 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 6 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
DFW
ORD
Mediocre 2.0

the flight attendants and service were amazing and perfect. The green tea from All Nippon Airline was awesome.

All the food were terribly salty, inedible because the beef was hard like rock, I was unable to eat or chew. The sauce was salty and terrible so threw them away. In general, the food were inedible and poorly prepared that means they were not considerate and discreet about cooking, selecting material,too. The airline only pick the terribly cheap meat to scam and mistreat the passengers. I felt I was ripped off and sadden.

EWR
ALB
Excellent 8.0

Short flight - 37 minutes or so.

Bathroom door kept swinging open.

PUJ
EWR
Good 7.6

Great flight attendants.

Wifi only available in continental US but even when we got to that point it was still inaccessible.

PNS
ORD
Okay 5.6

Seats were uncomfortable, very firm, back of seat was like leaning against a piece of wood. OK for this short flight, longer flight would have been extremely uncomfortable.

PNS
ORD
Okay 4.0

my daughter and I didn't even have seats together...and the plane was not full. We spent $69 and $77 to get seats together and the seat backs didn't work, no TV screens, and my expensive purse was soaking wet when I retrieved it from under the seat. So gross. And of course the food was gross...but that's to be expected, I guess.

Tue, May 22
PNS
ORD
6h 38m
Tue, May 29
ORD
PNS
5h 47m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 17469 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
ATL
DCA
Excellent 10.0

I will always fly Delta. I have tried other airlines and they don't conmpare to Delta's service

AUS
LAX
Excellent 8.3

love that each seat now has a USB connection to charge your phone

headphone jack to watch movies shorted in and out constantly

BOS
LGA
Excellent 10.0

Super nice flight attendant. Really made all of us (business travelers, retired military folks, family with little kids heading to a wedding) feel welcomed and happy. Great experience.

LAX
SFO
Mediocre 2.6

90 minute delay leaving LAX. Stuck on plane. 30 minuet delay getting to gate after landing at SFO. Stuck on plane again.

DTW
FCO
Mediocre 3.6

I began asking for my wheelchair escort the minute I got off the plane. I was assured in Houston they would be there when I got to Detroit. They were not. The request was clearly spelled out on my boarding pass along with my personal oxygen equipment information. I kept asking different staff and they would call for me then say somebody would be there. I waited for an entire hour and only when I started to cry did somebody do something. It was terribly stressful.

Wed, Jul 4
PNS
ORD
2h 39m
Wed, Jul 18
ORD
PNS
2h 22m
Trip: 15 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 34324 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
DCA
DEN
Good 6.0

I liked the spacing between the seats, but reclining would be nice.

DEN
LAS
Mediocre 2.0

Not a thing.

Everything. Worst service, constant delaying for flight, long wait when boarding. I haven’t seen such a bad airlines before. The seats were horrible, the pull out tables are so small. The customer service over the phone didn’t help what so ever. Took them over 10 minutes in for myself to just ask them to look up my ticket and actually do something about the issue, online booking messed up my name on my ticket and almost cost me $2000 to change it.

AUS
TPA
Okay 5.6

Delayed check in, delayed boarding , delayed take off

SJU
ATL
Good 7.0

The crew personnel aboard the plane was friendly and the seats confortable.

They made me pay $45 for a 16 inches carry on back that I have as my only luggage , because according to the counter employee, my handbag (purse) was too big so it was considered as a second carry on. I requested a waiver, because I’m an Army Veteran, a senior citizen, but it was denied by the counter employee.

DEN
TPA
Okay 4.6

Baggage fees, uncomfortable seats

Wed, May 30
PNS
ORD
2h 38m
Wed, Jun 6
ORD
PNS
2h 25m
Trip: 8 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 34324 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
DEN
LAS
Mediocre 2.0

Not a thing.

Everything. Worst service, constant delaying for flight, long wait when boarding. I haven’t seen such a bad airlines before. The seats were horrible, the pull out tables are so small. The customer service over the phone didn’t help what so ever. Took them over 10 minutes in for myself to just ask them to look up my ticket and actually do something about the issue, online booking messed up my name on my ticket and almost cost me $2000 to change it.

AUS
TPA
Okay 5.6

Delayed check in, delayed boarding , delayed take off

SJU
ATL
Good 7.0

The crew personnel aboard the plane was friendly and the seats confortable.

They made me pay $45 for a 16 inches carry on back that I have as my only luggage , because according to the counter employee, my handbag (purse) was too big so it was considered as a second carry on. I requested a waiver, because I’m an Army Veteran, a senior citizen, but it was denied by the counter employee.

LGA
DEN
Okay 5.0

The crew was so warm and kind. The really made the trip.

I fly often. Mostly internationally for work, but often enough domestically that I am a learned flyer. I hated that there was no complimentary anything on this airline. When checking in, I had to pay for my seat, after paying the stated price on this site (btwn 13-45 $). There was food and beverage, that you also had to pay for, no complimentary soda or nuts on this airline. Also there was a carry on baggage fee!!!! Like wtf. Overall, though the crew was great, I would NEVER fly this airline again.

SAT
ONT
Mediocre 3.0

Nothing was 2 hrs late

Was 2 hrs late

Tue, Jul 3
PNS
ORD
2h 37m
Wed, Jul 18
ORD
PNS
2h 22m
Trip: 16 days
Overall 0.0 Poor
Based on 0 reviews
Wed, May 30
PNS
ORD
2h 38m
Sat, Jun 9
ORD
PNS
2h 25m
Trip: 11 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 34324 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
AUS
LAS
Mediocre 3.0

Although we got here on time it was the most stressful ride ever.

The cabin was very unclean and uncomfortable

SJU
ATL
Good 7.0

The crew personnel aboard the plane was friendly and the seats confortable.

They made me pay $45 for a 16 inches carry on back that I have as my only luggage , because according to the counter employee, my handbag (purse) was too big so it was considered as a second carry on. I requested a waiver, because I’m an Army Veteran, a senior citizen, but it was denied by the counter employee.

MCO
ORD
Okay 5.3

The price and no cancellation of flight today.

Trays are too small. Seats do not recline. The back part of the part of the seats in front of me were dirty.

SLC
DEN
Okay 5.3

New planes, on time

Baggage fees are ridiculous - they won't get me again

SAT
ONT
Mediocre 3.0

Nothing was 2 hrs late

Was 2 hrs late

Tue, Jun 12
PNS
ORD
4h 58m
Wed, Jun 20
ORD
PNS
2h 25m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Jun 20
PNS
ORD
2h 38m
Wed, Jun 27
ORD
PNS
2h 25m
Trip: 8 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 34324 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
SAT
ONT
Mediocre 3.0

Nothing was 2 hrs late

Was 2 hrs late

AUS
LAS
Mediocre 3.0

Although we got here on time it was the most stressful ride ever.

The cabin was very unclean and uncomfortable

SJU
ATL
Good 7.0

The crew personnel aboard the plane was friendly and the seats confortable.

They made me pay $45 for a 16 inches carry on back that I have as my only luggage , because according to the counter employee, my handbag (purse) was too big so it was considered as a second carry on. I requested a waiver, because I’m an Army Veteran, a senior citizen, but it was denied by the counter employee.

CUN
DEN
Excellent 10.0

We landed in Denver 30 minutes ahead of schedule and I must say that the flight attendants were great at making sure that our needs were met. We will be flying frontier again!

AUS
TPA
Okay 5.6

Delayed check in, delayed boarding , delayed take off

Thu, Jun 7
PNS
ORD
4h 39m
Tue, Jun 12
ORD
PNS
4h 29m
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 17469 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
PDX
LAX
Excellent 8.3

On time, free beer , good price

No movie, no charging telephone

JFK
MXP
Excellent 9.6

Everything is good except our lunch as described below.

They ran out of chicken breast in our lunch packages, so the stewardess went back to get it. After 10 minutes she still did not show up, we turned on the help light, and still no one came. Finally she passed by and we reminded her the 2 chicken breast lunch packs, she said : "Sorry, I've forgotten about them" and ran back to get them for us.

DTW
SFO
Good 6.3

They were comprehensive and tried to move fast

Delayed flight because they didn’t had the crew ready

LAX
SFO
Mediocre 2.6

90 minute delay leaving LAX. Stuck on plane. 30 minuet delay getting to gate after landing at SFO. Stuck on plane again.

DTW
FCO
Mediocre 3.6

I began asking for my wheelchair escort the minute I got off the plane. I was assured in Houston they would be there when I got to Detroit. They were not. The request was clearly spelled out on my boarding pass along with my personal oxygen equipment information. I kept asking different staff and they would call for me then say somebody would be there. I waited for an entire hour and only when I started to cry did somebody do something. It was terribly stressful.

Thu, Jun 21
PNS
ORD
2h 37m
Mon, Jun 25
ORD
PNS
2h 22m
Trip: 5 days
5.4OkayShow reviews
Overall 5.4 Okay
Based on 6 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
HVN
EWR
Excellent 8.0

The crew was wonderful - professional, thoughtful, and lively!

The seats were so squished that it was difficult to get comfortable, especially on an overnight flight. Alas, this is now true of all air travel.

PNS
ORD
Okay 5.6

Seats were uncomfortable, very firm, back of seat was like leaning against a piece of wood. OK for this short flight, longer flight would have been extremely uncomfortable.

AMS
ORD
Excellent 10.0

Smooth, plenty empty seats, good food, excellent entertainment, friendly staff

A bit chilly

IAH
CUN
Excellent 10.0

No carry-on charge, free beverages, in flight entertainment, great movie selections

PNS
ORD
Excellent 8.6

Good Speedy trip very awesome Pleasant helpful people

when I suggested window seat I thought I would have it throughout the entire flight that was pretty much the only disappointing thing about the whole trip

Wed, May 23
PNS
ORD
2h 38m
Mon, May 28
ORD
PNS
2h 24m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jul 3
PNS
ORD
15h 10m
Wed, Jul 18
ORD
PNS
2h 22m
Trip: 16 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 34324 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
CUN
DEN
Excellent 10.0

We landed in Denver 30 minutes ahead of schedule and I must say that the flight attendants were great at making sure that our needs were met. We will be flying frontier again!

SAT
ONT
Mediocre 3.0

Nothing was 2 hrs late

Was 2 hrs late

SJU
ATL
Good 7.0

The crew personnel aboard the plane was friendly and the seats confortable.

They made me pay $45 for a 16 inches carry on back that I have as my only luggage , because according to the counter employee, my handbag (purse) was too big so it was considered as a second carry on. I requested a waiver, because I’m an Army Veteran, a senior citizen, but it was denied by the counter employee.

AUS
LAS
Mediocre 3.0

Although we got here on time it was the most stressful ride ever.

The cabin was very unclean and uncomfortable

SLC
DEN
Okay 5.3

New planes, on time

Baggage fees are ridiculous - they won't get me again

Thu, May 24
PNS
ORD
6h 06m
Sun, May 27
ORD
PNS
4h 16m
Trip: 4 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 17469 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
DTW
SFO
Good 6.3

They were comprehensive and tried to move fast

Delayed flight because they didn’t had the crew ready

LGA
DTW
Excellent 9.6

If we're going to be early, have a gate ready.

IAH
DTW
Good 6.0

I liked the flight attendant in first class. Unfortunately I was not in first class

I did not like the attitude of the obese old man (I, too, am an obese old woman) as I saw it toward some of my cabin mates.

ATL
BOS
Excellent 9.3

Equipment was nice and well maintained. Seats are comfortable for coach. Video at each seat. Friendly staff.

ATL
DCA
Excellent 10.0

I will always fly Delta. I have tried other airlines and they don't conmpare to Delta's service

Thu, Jun 14
PNS
ORD
2h 37m
Wed, Jun 20
ORD
PNS
2h 25m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Jun 13
PNS
ORD
2h 38m
Wed, Jun 20
ORD
PNS
2h 25m
Trip: 8 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 34324 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
LGA
DEN
Okay 5.0

The crew was so warm and kind. The really made the trip.

I fly often. Mostly internationally for work, but often enough domestically that I am a learned flyer. I hated that there was no complimentary anything on this airline. When checking in, I had to pay for my seat, after paying the stated price on this site (btwn 13-45 $). There was food and beverage, that you also had to pay for, no complimentary soda or nuts on this airline. Also there was a carry on baggage fee!!!! Like wtf. Overall, though the crew was great, I would NEVER fly this airline again.

AUS
LAS
Mediocre 3.0

Although we got here on time it was the most stressful ride ever.

The cabin was very unclean and uncomfortable

DCA
DEN
Good 6.0

I liked the spacing between the seats, but reclining would be nice.

DEN
TPA
Okay 4.6

Baggage fees, uncomfortable seats

SLC
DEN
Okay 5.3

New planes, on time

Baggage fees are ridiculous - they won't get me again

Sat, Jun 16
PNS
ORD
2h 37m
Wed, Jun 20
ORD
PNS
2h 25m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Thu, May 24
PNS
ORD
4h 35m
Thu, May 31
ORD
PNS
5h 47m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 17469 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.6
Food
7.4
LGA
DTW
Excellent 9.6

If we're going to be early, have a gate ready.

LAX
SFO
Mediocre 2.6

90 minute delay leaving LAX. Stuck on plane. 30 minuet delay getting to gate after landing at SFO. Stuck on plane again.

PDX
LAX
Excellent 8.3

On time, free beer , good price

No movie, no charging telephone

IAH
DTW
Good 6.0

I liked the flight attendant in first class. Unfortunately I was not in first class

I did not like the attitude of the obese old man (I, too, am an obese old woman) as I saw it toward some of my cabin mates.

DTW
FCO
Mediocre 3.6

I began asking for my wheelchair escort the minute I got off the plane. I was assured in Houston they would be there when I got to Detroit. They were not. The request was clearly spelled out on my boarding pass along with my personal oxygen equipment information. I kept asking different staff and they would call for me then say somebody would be there. I waited for an entire hour and only when I started to cry did somebody do something. It was terribly stressful.

Tue, Jun 12
PNS
ORD
15h 08m
Wed, Jun 20
ORD
PNS
2h 25m
Trip: 9 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 34324 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
SLC
DEN
Okay 5.3

New planes, on time

Baggage fees are ridiculous - they won't get me again

AUS
TPA
Okay 5.6

Delayed check in, delayed boarding , delayed take off

SAT
ONT
Mediocre 3.0

Nothing was 2 hrs late

Was 2 hrs late

CUN
DEN
Excellent 10.0

We landed in Denver 30 minutes ahead of schedule and I must say that the flight attendants were great at making sure that our needs were met. We will be flying frontier again!

CUN
STL
Okay 4.0

Crew was good. They were late boarding the plane, but the captain made up the time in the air.

There's extra charges for carry ons and beverages Majority of the seats have no leg room No in-flight entertainment or wifi

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.