Popular in | July |
---|---|
Cheapest in | April |
Round-trip from | $223 |
One-way from | $126 |
Wednesday is generally a great day to depart. Flying on this day could help you save up to 53%.
Travelers have found it’s best to book a flight 32 days in advance to save up to 71% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 32 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Pensacola to Chicago 1-2 weeks in advance for as low as $262, or $365 for flights within the next 24 hours.
Flights from Pensacola to Chicago lean towards being more expensive in July. Prices are generally better when you fly from Pensacola to Chicago in April, with the cheapest ticket starting at $155.
Unlike in the morning, when flights are generally more expensive, you can save up to 21% on flights from Pensacola to Chicago by exploring options for tickets in the afternoon.
Fly from
Fly to
Budget
$103 - $314
Route
Depart
Return
Price
PensacolaChicago O'Hare Intl
PNS - ORD
PNSORD
Pensacola
Tue 6/4
1 stop15h 40m
Chicago O'Hare Intl
Tue 6/18
1 stop22h 19m
PensacolaChicago O'Hare Intl
PNS - ORD
PNSORD
Pensacola
Tue 6/4
2 stops21h 46m
Chicago O'Hare Intl
Tue 6/18
1 stop13h 36m
PensacolaChicago O'Hare Intl
PNS - ORD
PNSORD
Pensacola
Thu 8/22
1 stop8h 35m
Chicago O'Hare Intl
Mon 8/26
1 stop6h 16m
PensacolaChicago Midway
PNS - MDW
PNSMDW
Pensacola
Thu 8/22
1 stop15h 42m
Chicago Midway
Sun 8/25
1 stop13h 13m
PensacolaChicago O'Hare Intl
PNS - ORD
PNSORD
Pensacola
Fri 5/31
1 stop26h 34m
Chicago O'Hare Intl
Mon 6/3
1 stop22h 10m
PensacolaChicago O'Hare Intl
PNS - ORD
PNSORD
Pensacola
Wed 8/28
1 stop6h 21m
Chicago O'Hare Intl
Sun 9/1
1 stop11h 13m
PensacolaChicago Midway
PNS - MDW
PNSMDW
Pensacola
Wed 8/21
1 stop4h 00m
Chicago Midway
Wed 8/28
1 stop4h 27m
PensacolaChicago O'Hare Intl
PNS - ORD
PNSORD
Pensacola
Wed 7/17
1 stop4h 57m
Chicago O'Hare Intl
Sat 7/20
Nonstop2h 29m
PensacolaChicago O'Hare Intl
PNS - ORD
PNSORD
Pensacola
Wed 10/16
Nonstop2h 37m
Chicago O'Hare Intl
Mon 10/21
Nonstop2h 21m
Currently, February is the cheapest month in which you can book a flight from Pensacola to Chicago (average of $244). Flying from Pensacola to Chicago in June is currently the most expensive (average of $342). 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.
January
$248
February
$244
March
$280
April
$258
May
$278
June
$342
July
$327
August
$274
September
$258
October
$248
November
$270
December
$248
CHI Temperature | 23 - 73.4 °F |
---|
Entertainment
Food
Overall
Crew
Comfort
Boarding
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Entertainment
Food
Overall
Crew
Comfort
Boarding
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Entertainment
Food
Overall
Crew
Comfort
Boarding
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Entertainment
Food
Overall
Crew
Comfort
Boarding
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Entertainment
Food
Overall
Crew
Comfort
Boarding
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Entertainment
Food
Overall
Crew
Comfort
Boarding
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
1%of flight departures | Early morningMidnight to 6 am |
---|---|
6%of flight departures | Morning6 am to noon |
93%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
Sunday | 2daily flights |
---|---|
Monday | 1daily flight |
Tuesday | 1daily flight |
Wednesday | 1daily flight |
Thursday | 0daily flights |
Friday | 1daily flight |
Saturday | 2daily flights |
900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Chicago from Pensacola today with Cheapflights!
It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Pensacola to Chicago.
Cheapflights does show flights with no change fees to all users. To see these options for flights from Pensacola to Chicago, users can toggle the no change fees filter when performing a flight search.
Not ready to book yet? You can track prices for flights from Pensacola to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.