Cheap flights from Pensacola (PNS) to Chicago (CHI)
The best prices from Pensacola to Chicago are usually found in August or September, booked 60 days in advance, depart on a Tuesday or Wednesday and return on a Thursday
How to find the cheapest flight from Pensacola (PNS) to Chicago (CHI)
All the information you need to plan the best PNS to CHI flight in 2022: compare Pensacola to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
PNS - CHI Price | $236 - $566 |
|---|---|
CHI Temperature | 23 - 73.4 °F |
CHI Rainfall | 1.7 - 4.9 inches |
| Popular in | June | High demand for flights, 32% potential price rise |
|---|---|---|
| Cheapest in | August | Best time to find cheap flights, 39% potential price drop |
| Round-trip from | $236 | From Pensacola to Chicago (CHI) |
| One-way from | $156 | One-way flight from Pensacola to Chicago (CHI) |
What is the cheapest day to fly round-trip from Pensacola to Chicago?
Monday is generally a great day to depart. Flying on this day could help you save up to 36%.
How far in advance should I book a flight from Pensacola to Chicago?
Travelers have found it’s best to book a flight 61 days in advance to save up to 44% 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 61 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 $436, or $472 for flights within the next 24 hours.
What is the cheapest month to fly from Pensacola to Chicago?
Flights from Pensacola to Chicago lean towards being more expensive in June. Prices are generally better when you fly from Pensacola to Chicago in August, with the cheapest ticket starting at $128.
When is the cheapest time to fly from Pensacola to Chicago (PNS - CHI)?
Unlike at noon, when flights are generally more expensive, you can save up to 94% on flights from Pensacola to Chicago by exploring options for tickets in the evening.
Cheap flights from Pensacola to Chicago in August, September 2022
The best prices found for PNS to CHI flights for August, September
Pensacola
Chicago Midway
1 stop
23h 57mChicago Midway
Pensacola
1 stop
18h 56mFrontier
Pensacola
Chicago Midway
1 stop
23h 57mChicago Midway
Pensacola
2 stops
15h 23mFrontier
Pensacola
Chicago Midway
1 stop
23h 57mChicago Midway
Pensacola
1 stop
18h 56mFrontier
Pensacola to Chicago 2022 flight deals
Cheap flights to Chicago from Pensacola found for this year
Pensacola
Chicago Midway
1 stop
23h 57mChicago Midway
Pensacola
1 stop
18h 56mFrontier
Pensacola
Chicago Midway
1 stop
23h 57mChicago Midway
Pensacola
2 stops
15h 23mFrontier
Pensacola
Chicago Midway
1 stop
23h 57mChicago Midway
Pensacola
1 stop
18h 56mFrontier
Cheap American Airlines flights from Pensacola to Chicago
Pensacola
Chicago O'Hare Intl
1 stop
4h 52mChicago O'Hare Intl
Pensacola
1 stop
5h 14mAmerican Airlines
Pensacola
Chicago O'Hare Intl
1 stop
5h 08mChicago O'Hare Intl
Pensacola
1 stop
8h 04mAmerican Airlines
Pensacola
Chicago O'Hare Intl
1 stop
6h 32mChicago O'Hare Intl
Pensacola
2 stops
8h 53mAmerican Airlines
Cheap United Airlines flights from Pensacola to Chicago
Pensacola
Chicago O'Hare Intl
Nonstop
2h 41mChicago O'Hare Intl
Pensacola
Nonstop
2h 29mUnited Airlines
Pensacola
Chicago O'Hare Intl
Nonstop
2h 34mChicago O'Hare Intl
Pensacola
Nonstop
2h 30mUnited Airlines
Pensacola
Chicago O'Hare Intl
Nonstop
2h 41mChicago O'Hare Intl
Pensacola
Nonstop
2h 21mUnited Airlines
Non-stop flights to Chicago from Pensacola
Save time with Pensacola to Chicago direct flight deals
Pensacola
Chicago O'Hare Intl
Nonstop
2h 41mChicago O'Hare Intl
Pensacola
Nonstop
2h 29mUnited Airlines
Pensacola
Chicago O'Hare Intl
Nonstop
2h 34mChicago O'Hare Intl
Pensacola
Nonstop
2h 30mUnited Airlines
Pensacola
Chicago O'Hare Intl
Nonstop
2h 41mChicago O'Hare Intl
Pensacola
Nonstop
2h 21mUnited Airlines
Last minute flights from Pensacola to Chicago
Late deals on return flights to Chicago from Pensacola, departing today and this week
Pensacola
Chicago Midway
1 stop
23h 57mChicago Midway
Pensacola
1 stop
18h 56mFrontier
Pensacola
Chicago Midway
1 stop
23h 57mChicago Midway
Pensacola
2 stops
15h 23mFrontier
Pensacola
Chicago Midway
1 stop
23h 57mChicago Midway
Pensacola
1 stop
15h 54mFrontier
One-way flights to Chicago from Pensacola
The cheapest one-way flights from Pensacola to Chicago
Pensacola
Chicago Midway
1 stop
7h 10mFrontier
Pensacola
Chicago Midway
1 stop
23h 57mFrontier
Pensacola
Chicago Midway
1 stop
23h 40mFrontier
Related info for your journey
Useful info, stats and facts about Pensacola to Chicago flights.
What airport do you fly from for flights from Pensacola to Chicago?
Located just 4.0 mi from the city center, Pensacola is the airport most travelers will use when flying to Chicago from Pensacola. Booking flights from Pensacola (PNS) to Chicago should be relatively easy as there are 2 daily outbound flights to Chicago from 5 different airlines.
Which airlines flying from Pensacola to Chicago have flexible cancellations due to COVID-19?
United Airlines, American Airlines, and Delta are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.
Can I find flights from Pensacola to Chicago for under $200 on Cheapflights?
Yes, there are multiple flights from Pensacola to Chicago for under $200. The cheapest flight booked recently is on Frontier for just $164, but on average you can expect to pay $246.
Are there nonstop flights from Pensacola to Chicago for under $300 on Cheapflights?
Cheapflights has at least 20 direct flights from Pensacola to Chicago under $300. A good price for a nonstop flight from Pensacola to Chicago is less than $424.
Are there last-minute flights available from Pensacola to Chicago for under $200?
There are currently 20+ open flights from Pensacola to Chicago within the next 7 days for less than $200.
What are the cheapest airlines flying from Pensacola to Chicago round-trip?
Our cheapest airline available from Pensacola to Chicago is Frontier. Our recent data shows that you can find tickets from as low as $164 on this airline. Additional options worth looking into are American Airlines and Spirit Airlines, starting at $258 and $270 round-trip. Frontier is 57% 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 one-way?
The cheapest airlines for a one-way flight from Pensacola to Chicago are Frontier ($80), Spirit Airlines ($116), and United Airlines ($121).
What are the most popular routes from Pensacola to Chicago?
Most travelers choose Pensacola - Chicago O'Hare Intl, Pensacola - Chicago Midway or Pensacola - Chicago Greater Rockford when deciding on the best route from Pensacola to Chicago.
What are the most popular airlines that fly from Pensacola to Chicago?
Before booking your flight from Pensacola to Chicago check out the most popular airlines for this route: American Airlines, Delta or Juneyao Airlines.
What are the most reliable airlines from Pensacola to Chicago?
The top 3 most reliable airlines when flying from Pensacola to Chicago are SkyWest Airlines (97%), United Airlines (95%) and Lufthansa (92%).
What are the cheapest flights from Pensacola to Chicago?
On average you can expect to pay $337 for a flight from Pensacola to Chicago. The cheapest flight overall is $139 while the most popular route, (Pensacola - Chicago O'Hare Intl) is currently priced at $266.
Other flights from Pensacola
Alternative routes for Pensacola to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Pensacola to Chicago
The chart below displays the airlines Cheapflights users traveling from Pensacola to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Hourly flight availability from Pensacola to Chicago
See what time of day planes typically take off from Pensacola to Chicago
| 0%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 20%of flight departures | Morning6 am to noon |
| 80%of flight departures | AfternoonNoon to 6 pm |
| 0%of flight departures | Evening6 pm to midnight |
Weekly flight availability from Pensacola to Chicago
See how many times per day planes take to the skies headed from Pensacola to Chicago
| Sunday | 2daily flights |
|---|---|
| Monday | 2daily flights |
| Tuesday | 2daily flights |
| Wednesday | 2daily flights |
| Thursday | 2daily flights |
| Friday | 2daily flights |
| Saturday | 3daily flights |