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Cheap flights from Chicago to Pensacola from $50

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Pensacola departing on 6/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags
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Fr 5/24
Fr 5/31

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Easily compare round-trip flights from Chicago to Pensacola

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 Chicago to Pensacola by changing tabs
Frontier
Jun 8
MDW5:40 amChicago Midway
11h 44m
1 stop
PNS5:24 pmPensacola
Jun 19
PNS7:48 amPensacola
5h 44m
1 stop
MDW1:32 pmChicago Midway
Delta
Aug 24
MDW10:11 amChicago Midway
4h 15m
1 stop
PNS2:26 pmPensacola
Sep 1
PNS5:20 amPensacola
3h 52m
1 stop
MDW9:12 amChicago Midway
Spirit Airlines
Jun 8
ORD11:08 amChicago O'Hare Intl
31h 21m
2 stops
PNS6:29 pmPensacola
Jun 19
PNS9:06 amPensacola
29h 23m
2 stops
ORD2:29 pmChicago O'Hare Intl
Multiple Airlines
May 31
ORD5:01 amChicago O'Hare Intl
8h 32m
1 stop
PNS1:33 pmPensacola
Jun 2
PNS2:10 pmPensacola
5h 35m
1 stop
ORD7:45 pmChicago O'Hare Intl
Frontier
Jun 4
MDW6:00 amChicago Midway
10h 55m
1 stop
PNS4:55 pmPensacola
Jun 5
PNS7:48 amPensacola
5h 44m
1 stop
MDW1:32 pmChicago Midway
American Airlines
May 23
ORD5:15 amChicago O'Hare Intl
4h 46m
1 stop
PNS10:01 amPensacola
May 28
PNS4:41 pmPensacola
5h 13m
1 stop
ORD9:54 pmChicago O'Hare Intl

Find the cheapest one-way flights from Chicago to Pensacola

If you're looking for one-way flights from Chicago to Pensacola, view some of our deals below provided by Frontier, Spirit Airlines and United Airlines
Spirit Airlines
Jun 11
ORD6:40 pmChicago O'Hare Intl
13h 36m
1 stop
PNS8:16 amPensacola
Frontier
Jun 11
MDW10:16 pmChicago Midway
8h 32m
1 stop
PNS6:48 amPensacola
Spirit Airlines
Jun 11
ORD9:19 amChicago O'Hare Intl
22h 57m
2 stops
PNS8:16 amPensacola

Search last-minute flights to Pensacola from Chicago

Find and compare round-trip flight prices for your last-minute flight from Chicago to Pensacola
Spirit Airlines
May 29
ORD7:08 amChicago O'Hare Intl
24h 54m
3 stops
PNS8:02 amPensacola
Jun 1
PNS6:21 pmPensacola
25h 24m
2 stops
ORD7:45 pmChicago O'Hare Intl
Multiple Airlines
May 26
ORD8:30 amChicago O'Hare Intl
28h 45m
2 stops
PNS1:15 pmPensacola
May 29
PNS6:31 pmPensacola
16h 37m
2 stops
ORD11:08 amChicago O'Hare Intl
Frontier
May 25
MDW10:01 pmChicago Midway
17h 07m
1 stop
PNS3:08 pmPensacola
Jun 1
PNS9:41 pmPensacola
13h 28m
1 stop
MDW11:09 amChicago Midway
American Airlines
May 25
ORD6:30 amChicago O'Hare Intl
5h 24m
1 stop
PNS11:54 amPensacola
Jun 1
PNS11:15 amPensacola
2h 28m
ORD1:43 pmChicago O'Hare Intl
Spirit Airlines
May 26
ORD5:45 amChicago O'Hare Intl
12h 45m
1 stop
PNS6:30 pmPensacola
May 31
PNS7:21 pmPensacola
21h 14m
1 stop
ORD4:35 pmChicago O'Hare Intl
Spirit Airlines
May 26
ORD5:45 amChicago O'Hare Intl
12h 45m
1 stop
PNS6:30 pmPensacola
May 31
PNS7:21 pmPensacola
23h 02m
2 stops
ORD6:23 pmChicago O'Hare Intl

Frontier flights from Chicago to Pensacola

Our best Frontier deals on Chicago to Pensacola flight tickets
Frontier
Jun 8
MDW5:40 amChicago Midway
11h 44m
1 stop
PNS5:24 pmPensacola
Jun 19
PNS7:48 amPensacola
5h 44m
1 stop
MDW1:32 pmChicago Midway
Frontier
Jun 4
MDW6:00 amChicago Midway
10h 55m
1 stop
PNS4:55 pmPensacola
Jun 5
PNS7:48 amPensacola
5h 44m
1 stop
MDW1:32 pmChicago Midway
Frontier
Jun 24
MDW5:55 amChicago Midway
14h 45m
1 stop
PNS8:40 pmPensacola
Jun 26
PNS7:48 amPensacola
5h 44m
1 stop
MDW1:32 pmChicago Midway

Delta flights from Chicago to Pensacola

Our best Delta deals on Chicago to Pensacola flight tickets
Delta
Aug 24
MDW10:11 amChicago Midway
4h 15m
1 stop
PNS2:26 pmPensacola
Sep 1
PNS5:20 amPensacola
3h 52m
1 stop
MDW9:12 amChicago Midway
Delta
Oct 19
MDW10:11 amChicago Midway
6h 25m
1 stop
PNS4:36 pmPensacola
Oct 26
PNS5:20 amPensacola
3h 57m
1 stop
MDW9:17 amChicago Midway
Delta
Aug 1
ORD7:05 amChicago O'Hare Intl
5h 47m
1 stop
PNS12:52 pmPensacola
Aug 6
PNS3:35 pmPensacola
5h 43m
1 stop
ORD9:18 pmChicago O'Hare Intl

How to get the cheapest flight ticket from Chicago to Pensacola

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 Chicago to Pensacola?

January. The cheapest time of year to fly to Pensacola from Chicago is January. Most expensive is March

What is the cheapest day to depart Chicago for Pensacola?

Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Sunday

When is the cheapest time to fly from Chicago to Pensacola?

In the evening. Chicago to Pensacola flights are approximately 42% more expensive in the morning than in the evening

What is the cheapest airline that flies to Pensacola from Chicago?

Spirit Airlines. American Airlines, Delta, and Spirit Airlines are the most popular carriers operating from Chicago to Pensacola

What is the cheapest Chicago to Pensacola flight route?

Chicago O'Hare Intl - Pensacola. Fly from Chicago O'Hare Intl to Pensacola for the best Chicago - Pensacola flight prices

How far in advance should you book Chicago to Pensacola flights?

24 days before. The cheapest time to buy a flight from Chicago to Pensacola is approximately 24 days to departure

How many flights depart from Chicago to Pensacola on average per day?

The number of flights available between Chicago and Pensacola is 1 per day as of May 2024. The most frequent departure time is 10:00AM, with 94% of daily flights leaving at noon.

How many flights depart from Chicago to Pensacola on average per week?

As of May 2024, there are 11 flights per week flying from Chicago to Pensacola. The most common day of the week flights depart is Saturday, with 45% of flights taking off on this day.

Can stopping save me money on Chicago to Pensacola flights?

You could potentially save up to 79% on your flight if you consider stops on a Chicago to Pensacola flight.

Cheap Chicago to Pensacola (CHI to PNS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Pensacola

Best Price Found

$50

Fastest flight time

2h 19m

Direct flights

Every day

Airports in Pensacola

1 airport
The best one-way flight to Pensacola from Chicago in the past 72 hours is $50. The best round-trip flight deal from Chicago to Pensacola found on momondo in the last 72 hours is $148.
The fastest flight from Chicago to Pensacola takes 2h 19m
Direct flights go from Chicago to Pensacola every day.
There is 1 airport near Pensacola: Pensacola (PNS)

  • How far is Chicago to Pensacola by plane?

    The distance between Chicago and Pensacola is about 791.2 mi. A reasonable flight in good conditions will take 2h 22m.

  • When did momondo last update prices for flights from Chicago to Pensacola Airport?

    Prices for flights from Chicago to Pensacola Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to Pensacola Airport?

  • How old do you have to be to fly from Chicago to Pensacola Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Pensacola Airport.

  • What documentation or ID do you need to fly to Pensacola Airport?

    The travel and health documents required for your trip to Pensacola Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Pensacola Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.


Best airlines flying from Chicago to Pensacola

Compare and see reviews for airlines that fly from Chicago to Pensacola with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $85Free CancellationRating
6.4
8,664 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $137Free CancellationRating
7.4
10,900 reviews
Search United Airlines flights
DeltaPriceFrom $186Free CancellationRating
8.0
10,635 reviews
Search Delta flights
American AirlinesPriceFrom $187Free CancellationRating
7.3
14,489 reviews
Search American Airlines flights
  • United Airlines Flights From Chicago to Pensacola

    United Airlines is one of the most popular airlines flying from Chicago to Pensacola, operating 6 flights/week on average for this route. A good United Airlines flight deal for Chicago to Pensacola starts from $137 round-trip, up to an average price of $378. Our users have rated United Airlines at 7.4/10.

  • American Airlines Flights From Chicago to Pensacola

    Across 14,489 American Airlines reviews on momondo, the average score is 7.3/10. American Airlines flies from Chicago to Pensacola about 1 time each week, with ticket deals ranging from $187 to $291. Price data is based on momondo searches in the last 72 hours.


Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Pensacola?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Pensacola. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Pensacola with flexible booking policies on momondo?

All flight searches from Chicago to Pensacola on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Pensacola?

momondo helps you find the best flight between Chicago and Pensacola by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Pensacola right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Pensacola, momondo offers a useful price alert feature which will track prices for flights to Pensacola from Chicago and alert you when they change.


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From?
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Fr 5/24
Fr 5/31
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