Cheap flights from Pensacola to Chicago from $89

Round-trip
1 adult
Economy
From?
To?
Tue 6/6
Tue 6/13

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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.

Pensacola Airport (PNS) to Chicago O'Hare Intl Airport (ORD)$272
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Pensacola Airport (PNS) to Chicago Midway Airport (MDW)$255
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Panama City NW Florida Beaches Airport (ECP) to Chicago O'Hare Intl Airport (ORD)$327
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Mobile Airport (MOB) to Chicago O'Hare Intl Airport (ORD)$429
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Mobile Airport (MOB) to Chicago Midway Airport (MDW)$424
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Valparaiso Destin-Ft Walton Beach Airport (VPS) to Chicago O'Hare Intl Airport (ORD)$323
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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
Jun 21
PNS9:23 amPensacola
25h 36m
2 stops
ORD10:59 amChicago O'Hare Intl
Jun 26
ORD2:50 amChicago O'Hare Intl
32h 38m
2 stops
PNS11:28 amPensacola
Frontier
Sep 6
PNS5:40 pmPensacola
11h 20m
1 stop
MDW5:00 amChicago Midway
Sep 12
MDW6:24 pmChicago Midway
22h 26m
1 stop
PNS4:50 pmPensacola
Multiple Airlines
Jun 21
PNS9:23 amPensacola
10h 05m
2 stops
MDW7:28 pmChicago Midway
Jun 26
MDW2:15 amChicago Midway
7h 36m
1 stop
PNS9:51 amPensacola
United Airlines
Sep 6
PNS10:24 amPensacola
2h 26m
ORD12:50 pmChicago O'Hare Intl
Sep 12
ORD7:07 amChicago O'Hare Intl
2h 15m
PNS9:22 amPensacola
American Airlines
Sep 6
PNS11:26 amPensacola
8h 17m
1 stop
ORD7:43 pmChicago O'Hare Intl
Sep 12
ORD8:14 amChicago O'Hare Intl
7h 17m
1 stop
PNS3:31 pmPensacola
Delta
Sep 2
PNS3:02 amPensacola
7h 07m
1 stop
MDW10:09 amChicago Midway
Sep 6
MDW8:48 amChicago Midway
5h 32m
1 stop
PNS2:20 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
Multiple Airlines
Jun 20
PNS10:45 amPensacola
19h 05m
1 stop
ORD5:50 amChicago O'Hare Intl
Spirit Airlines
Jun 22
PNS9:23 amPensacola
19h 34m
2 stops
ORD4:57 amChicago O'Hare Intl
Frontier
Jun 16
PNS10:54 amPensacola
20h 05m
1 stop
MDW6:59 amChicago Midway

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
Jun 10
PNS10:45 amPensacola
20h 48m
1 stop
ORD7:33 amChicago O'Hare Intl
Jun 17
ORD2:00 amChicago O'Hare Intl
7h 51m
1 stop
PNS9:51 amPensacola
Multiple Airlines
Jun 9
PNS10:45 amPensacola
21h 48m
1 stop
MDW8:33 amChicago Midway
Jun 12
MDW1:45 amChicago Midway
8h 06m
1 stop
PNS9:51 amPensacola
Spirit Airlines
Jun 9
PNS10:45 amPensacola
28h 11m
1 stop
ORD2:56 pmChicago O'Hare Intl
Jun 18
ORD9:47 amChicago O'Hare Intl
25h 41m
2 stops
PNS11:28 amPensacola
American Airlines
Jun 10
PNS7:19 amPensacola
2h 37m
ORD9:56 amChicago O'Hare Intl
Jun 17
ORD3:29 amChicago O'Hare Intl
4h 46m
1 stop
PNS8:15 amPensacola
Delta
Jun 10
PNS12:59 pmPensacola
4h 48m
1 stop
MDW5:47 pmChicago Midway
Jun 12
MDW2:00 amChicago Midway
5h 28m
1 stop
PNS7:28 amPensacola
Spirit Airlines
Jun 10
PNS10:45 amPensacola
8h 45m
1 stop
ORD7:30 pmChicago O'Hare Intl
Jun 12
ORD3:19 pmChicago O'Hare Intl
20h 09m
1 stop
PNS11:28 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
Spirit AirlinesPriceFrom $167Free CancellationRating
6.1
2,183 reviews
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American AirlinesPriceFrom $275Free CancellationRating
7.2
2,260 reviews
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DeltaPriceFrom $283Free CancellationRating
7.8
1,264 reviews
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United AirlinesPriceFrom $309Free CancellationRating
7.2
2,112 reviews
Search United Airlines flights
  • 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
Jun 21
PNS9:23 amPensacola
25h 36m
2 stops
ORD10:59 amChicago O'Hare Intl
Jun 26
ORD2:50 amChicago O'Hare Intl
32h 38m
2 stops
PNS11:28 amPensacola
Spirit Airlines
Jun 21
PNS10:45 amPensacola
25h 30m
1 stop
ORD12:15 pmChicago O'Hare Intl
Jun 26
ORD2:50 amChicago O'Hare Intl
32h 38m
2 stops
PNS11:28 amPensacola
Spirit Airlines
Jun 21
PNS10:45 amPensacola
20h 48m
1 stop
ORD7:33 amChicago O'Hare Intl
Jun 26
ORD8:28 amChicago O'Hare Intl
25h 23m
1 stop
PNS9:51 amPensacola

United Airlines flights from Pensacola to Chicago

Our best United Airlines deals on Pensacola to Chicago flight tickets
United Airlines
Sep 6
PNS10:24 amPensacola
2h 26m
ORD12:50 pmChicago O'Hare Intl
Sep 12
ORD7:07 amChicago O'Hare Intl
2h 15m
PNS9:22 amPensacola
United Airlines
Sep 6
PNS11:00 amPensacola
7h 40m
1 stop
ORD6:40 pmChicago O'Hare Intl
Sep 12
ORD7:07 amChicago O'Hare Intl
2h 15m
PNS9:22 amPensacola
United Airlines
Sep 19
PNS10:24 amPensacola
2h 26m
ORD12:50 pmChicago O'Hare Intl
Sep 25
ORD5:16 pmChicago O'Hare Intl
16h 41m
1 stop
PNS9:57 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
Fort Lauderdale to Chicago Flights
Fastest flight time3h 15m
Cheapest price$110
Tampa to Chicago Flights
Fastest flight time2h 40m
Cheapest price$104
Jacksonville to Chicago Flights
Fastest flight time2h 33m
Cheapest price$214
West Palm Beach to Chicago Flights
Fastest flight time3h 08m
Cheapest price$227
Miami to Chicago Flights
Fastest flight time3h 11m
Cheapest price$91
Fort Myers to Chicago Flights
Fastest flight time3h 00m
Cheapest price$144
Orlando to Chicago Flights
Fastest flight time2h 47m
Cheapest price$95
Orlando to St. Louis Flights
Fastest flight time2h 25m
Cheapest price$120
Tampa to St. Louis Flights
Fastest flight time4h 14m
Cheapest price$232
Miami to St. Louis Flights
Fastest flight time2h 52m
Cheapest price$222
Fort Lauderdale to St. Louis Flights
Fastest flight time4h 34m
Cheapest price$199
Daytona Beach to Chicago Flights
Fastest flight time4h 28m
Cheapest price$323

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.


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