Cheap flights from Pensacola to Chicago from $89
Round-trip
1 adult
Economy
From?
To?
Tue 6/6
Tue 6/13
Deals available from 900+ travel sites.
Flight information for Pensacola to Chicago
(PNS to CHI)
Find info about flight duration, direct flights, and airports for your flight from Pensacola to Chicago
Best Price Found | $89 |
|---|---|
Fastest flight time | 2h 10m |
Direct flights | Every day |
Airports in Chicago | 2 airports |
The best one-way flight to Chicago from Pensacola in the past 72 hours is $89. The best round-trip flight deal from Pensacola to Chicago found on momondo in the last 72 hours is $225.
The fastest flight from Pensacola to Chicago takes 2h 10m
Direct flights go from Pensacola to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
How to get the cheapest flight ticket from Pensacola to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly from Pensacola to Chicago?
March. The cheapest time of year to fly to Chicago from Pensacola is March. Most expensive is June
What is the cheapest day to depart Pensacola for Chicago?
Saturday. The cheapest day of the week is typically Saturday. The most expensive is typically Monday
When is the cheapest time to fly from Pensacola to Chicago?
In the evening. Pensacola to Chicago flights are approximately 17% more expensive in the afternoon than in the evening
What is the cheapest airline that flies to Chicago from Pensacola?
Spirit Airlines. American Airlines, Delta, and Spirit Airlines are the most popular carriers operating from Pensacola to Chicago
What is the cheapest Pensacola to Chicago flight route?
Pensacola - Chicago Midway. Fly from Pensacola to Chicago Midway for the best Pensacola - Chicago flight prices
How far in advance should you book Pensacola to Chicago flights?
60 days before. The cheapest time to buy a flight from Pensacola to Chicago is approximately 60 days to departure
How many flights depart from Pensacola to Chicago on average per day?
As of June 2023, 1 flights take off from Pensacola and land in Chicago each day. The most common flight departure time for this route is 1:00PM, with 100% of daily flights taking off in the afternoon.
How many flights depart from Pensacola to Chicago on average per week?
As of June 2023, 8 flights take off from Pensacola and land in Chicago each week. The most common flight departure day for this route is Sunday, with 25% of weekly flights taking off on this day.
Can stopping save me money on Pensacola to Chicago flights?
You could potentially save up to 17% on your flight if you consider stops on a Pensacola to Chicago flight.
If you are looking to fly from Pensacola to Chicago, you are most likely going to fly from Pensacola Airport to Chicago O'Hare Intl Airport, the most popular airports on that route. If you are looking for alternate airports to fly out of when traveling to Chicago, you can try flying out of Panama City NW Florida Beaches Airport (in Panama City), Mobile Airport (in Mobile), or Valparaiso Destin-Ft Walton Beach Airport (in Valparaiso). When traveling from Pensacola, it is helpful to have an alternative airport to fly into when you land in Chicago. Good options for arrival airports in Chicago, you can try Chicago Midway Airport (in Chicago) or Chicago Greater Rockford Airport (in Chicago). The least expensive flight option from Pensacola to Chicago will typically be VPS — MDW during the month of June with an average price of $70 RT.
Easily compare round-trip flights from Pensacola to Chicago
Below you can see the best fares for your round-trip flight route over the next six months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Pensacola to Chicago by changing tabs
Spirit Airlines![Spirit Airlines]()
Jun 21![Spirit Airlines]()
Jun 26
PNS9:23 amPensacola
25h 36m
2 stops
ORD10:59 amChicago O'Hare Intl
ORD2:50 amChicago O'Hare Intl
32h 38m
2 stops
PNS11:28 amPensacola
Frontier![Frontier]()
Sep 6![Frontier]()
Sep 12
PNS5:40 pmPensacola
11h 20m
1 stop
MDW5:00 amChicago Midway
MDW6:24 pmChicago Midway
22h 26m
1 stop
PNS4:50 pmPensacola
Multiple Airlines![Multiple Airlines]()
Jun 21![Multiple Airlines]()
Jun 26
PNS9:23 amPensacola
10h 05m
2 stops
MDW7:28 pmChicago Midway
MDW2:15 amChicago Midway
7h 36m
1 stop
PNS9:51 amPensacola
United Airlines![United Airlines]()
Sep 6![United Airlines]()
Sep 12
PNS10:24 amPensacola
2h 26m
ORD12:50 pmChicago O'Hare Intl
ORD7:07 amChicago O'Hare Intl
2h 15m
PNS9:22 amPensacola
American Airlines![American Airlines]()
Sep 6![American Airlines]()
Sep 12
PNS11:26 amPensacola
8h 17m
1 stop
ORD7:43 pmChicago O'Hare Intl
ORD8:14 amChicago O'Hare Intl
7h 17m
1 stop
PNS3:31 pmPensacola
Find the cheapest one-way flights from Pensacola to Chicago
If you're looking for one-way flights from Pensacola to Chicago, view some of our deals below provided by Frontier, Spirit Airlines and United Airlines
Search last-minute flights to Chicago from Pensacola
Find and compare round-trip flight prices for your last-minute flight from Pensacola to Chicago
Spirit Airlines![Spirit Airlines]()
Jun 10![Spirit Airlines]()
Jun 17
PNS10:45 amPensacola
20h 48m
1 stop
ORD7:33 amChicago O'Hare Intl
ORD2:00 amChicago O'Hare Intl
7h 51m
1 stop
PNS9:51 amPensacola
Multiple Airlines![Multiple Airlines]()
Jun 9![Multiple Airlines]()
Jun 12
PNS10:45 amPensacola
21h 48m
1 stop
MDW8:33 amChicago Midway
MDW1:45 amChicago Midway
8h 06m
1 stop
PNS9:51 amPensacola
Spirit Airlines![Spirit Airlines]()
Jun 9![Spirit Airlines]()
Jun 18
PNS10:45 amPensacola
28h 11m
1 stop
ORD2:56 pmChicago O'Hare Intl
ORD9:47 amChicago O'Hare Intl
25h 41m
2 stops
PNS11:28 amPensacola
American Airlines![American Airlines]()
Jun 10![American Airlines]()
Jun 17
PNS7:19 amPensacola
2h 37m
ORD9:56 amChicago O'Hare Intl
ORD3:29 amChicago O'Hare Intl
4h 46m
1 stop
PNS8:15 amPensacola
Delta![Delta]()
Jun 10![Delta]()
Jun 12
PNS12:59 pmPensacola
4h 48m
1 stop
MDW5:47 pmChicago Midway
MDW2:00 amChicago Midway
5h 28m
1 stop
PNS7:28 amPensacola
Best airlines flying from Pensacola to Chicago
Compare and see reviews for airlines that fly from Pensacola to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $167 | Free Cancellation | Rating 6.1 2,183 reviews | |||
| PriceFrom $275 | Free Cancellation | Rating 7.2 2,260 reviews | |||
| PriceFrom $283 | Free Cancellation | Rating 7.8 1,264 reviews | |||
| PriceFrom $309 | Free Cancellation | Rating 7.2 2,112 reviews |
United Airlines Flights From Pensacola to Chicago
United Airlines is one of the most popular airlines flying from Pensacola to Chicago, operating 2 flights/week on average for this route. A good United Airlines flight deal for Pensacola to Chicago starts from $309 round-trip, up to an average price of $477. Our users have rated United Airlines at 7.2/10.
Spirit Airlines flights from Pensacola to Chicago
Our best Spirit Airlines deals on Pensacola to Chicago flight tickets
Spirit Airlines![Spirit Airlines]()
Jun 21![Spirit Airlines]()
Jun 26
PNS9:23 amPensacola
25h 36m
2 stops
ORD10:59 amChicago O'Hare Intl
ORD2:50 amChicago O'Hare Intl
32h 38m
2 stops
PNS11:28 amPensacola
Spirit Airlines![Spirit Airlines]()
Jun 21![Spirit Airlines]()
Jun 26
PNS10:45 amPensacola
25h 30m
1 stop
ORD12:15 pmChicago O'Hare Intl
ORD2:50 amChicago O'Hare Intl
32h 38m
2 stops
PNS11:28 amPensacola
United Airlines flights from Pensacola to Chicago
Our best United Airlines deals on Pensacola to Chicago flight tickets
United Airlines![United Airlines]()
Sep 6![United Airlines]()
Sep 12
PNS10:24 amPensacola
2h 26m
ORD12:50 pmChicago O'Hare Intl
ORD7:07 amChicago O'Hare Intl
2h 15m
PNS9:22 amPensacola
United Airlines![United Airlines]()
Sep 6![United Airlines]()
Sep 12
PNS11:00 amPensacola
7h 40m
1 stop
ORD6:40 pmChicago O'Hare Intl
ORD7:07 amChicago O'Hare Intl
2h 15m
PNS9:22 amPensacola
How far is Pensacola to Chicago by plane?
A flight from Pensacola to Chicago will travel around 791.2 mi. 2h 26m is a normal flight duration for this route.
Alternative routes for Pensacola to Chicago
Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Flights to other cities in United States
Lost the lust for Chicago? Check out some flights to other cities in United States
Popular momondo destinations
Explore popular destinations other users love to fly to year-round
Why use momondo?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Pensacola.
momondo does allow users to show only those flights to Chicago from Pensacola which offer a flexible booking policy as well as other useful filters and features.
Save money when you book flights with momondo