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Cheap flights from Pensacola to Chicago from $79

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Pensacola to Chicago departing on 8/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Pensacola to Chicago

Cheap round-trip flights

Spirit Airlines Logo
6:00 am - 5:58 pmPNS-ORD
11h 58m1 stop
Spirit Airlines Logo
4:36 pm - 10:41 pmORD-PNS
6h 05m1 stop
$173Spirit Airlines
Find Deal
Mon, Aug 4 - Wed, Aug 6
Spirit Airlines Logo
6:00 am - 3:31 pmPNS-ORD
9h 31m1 stop
Spirit Airlines Logo
5:05 am - 3:57 pmORD-PNS
10h 52m1 stop
$181Spirit Airlines
Find Deal
Tue, Aug 12 - Thu, Aug 21
United Airlines Logo
2:15 pm - 4:52 pmPNS-ORD
2h 37mnonstop
United Airlines Logo
10:53 am - 1:18 pmORD-PNS
2h 25mnonstop
$224United Airlines
Find Deal
Tue, Sep 16 - Fri, Sep 19
American Airlines Logo
1:17 pm - 3:51 pmPNS-ORD
2h 34mnonstop
American Airlines Logo
12:03 pm - 6:21 pmORD-PNS
6h 18m1 stop
$234American Airlines
Find Deal
Wed, Nov 5 - Thu, Nov 6
Delta Logo
6:00 am - 10:10 amPNS-ORD
4h 10m1 stop
Delta Logo
7:05 am - 10:50 amORD-PNS
3h 45m1 stop
$237Delta
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Sat, Aug 9 - Sat, Aug 23
Southwest Logo
7:35 am - 12:45 pmPNS-ORD
5h 10m1 stop
Southwest Logo
6:00 am - 3:35 pmORD-PNS
9h 35m2 stops
$242Southwest
Find Deal
Wed, Aug 6 - Wed, Aug 13
Delta Logo
2:13 pm - 9:35 pmPNS-ORD
7h 22m1 stop
Delta Logo
1:30 pm - 6:43 pmORD-PNS
5h 13m1 stop
$244Delta
Find Deal
Fri, Aug 15 - Wed, Aug 20
Southwest Logo
11:20 am - 9:30 pmPNS-ORD
10h 10m2 stops
Southwest Logo
7:30 am - 3:35 pmORD-PNS
8h 05m2 stops
$247Southwest
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Tue, Aug 12 - Tue, Aug 19
United Airlines Logo
2:15 pm - 4:52 pmPNS-ORD
2h 37mnonstop
United Airlines Logo
10:53 am - 1:18 pmORD-PNS
2h 25mnonstop
$262United Airlines
Find Deal
Mon, Aug 25 - Sun, Aug 31
American Airlines Logo
1:53 pm - 9:10 pmPNS-ORD
7h 17m1 stop
American Airlines Logo
9:50 am - 12:23 pmORD-PNS
2h 33mnonstop
$269American Airlines
Find Deal
Tue, Oct 28 - Thu, Nov 13

Spirit Airlines flights from Pensacola to Chicago O'Hare Intl Airport

Our best Spirit Airlines deals on Pensacola to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
Aug 4
PNS6:00 amPensacola
11h 58m
1 stop
ORD5:58 pmChicago O'Hare Intl
Aug 6
ORD4:36 pmChicago O'Hare Intl
6h 05m
1 stop
PNS10:41 pmPensacola
$173
Find similar
Spirit Airlines
Aug 12
PNS6:00 amPensacola
9h 31m
1 stop
ORD3:31 pmChicago O'Hare Intl
Aug 21
ORD5:05 amChicago O'Hare Intl
10h 52m
1 stop
PNS3:57 pmPensacola
$181
Find similar
Spirit Airlines
Aug 15
PNS4:52 pmPensacola
7h 07m
1 stop
ORD11:59 pmChicago O'Hare Intl
Aug 17
ORD5:05 amChicago O'Hare Intl
10h 52m
1 stop
PNS3:57 pmPensacola
$184
Find similar

United Airlines flights from Pensacola to Chicago O'Hare Intl Airport

Our best United Airlines deals on Pensacola to Chicago O'Hare Intl Airport flight tickets
United Airlines
Sep 16
PNS2:15 pmPensacola
2h 37m
ORD4:52 pmChicago O'Hare Intl
Sep 19
ORD10:53 amChicago O'Hare Intl
2h 25m
PNS1:18 pmPensacola
$224
Find similar
United Airlines
Aug 25
PNS2:15 pmPensacola
2h 37m
ORD4:52 pmChicago O'Hare Intl
Aug 31
ORD10:53 amChicago O'Hare Intl
2h 25m
PNS1:18 pmPensacola
$262
Find similar
United Airlines
Aug 15
PNS2:08 pmPensacola
2h 39m
ORD4:47 pmChicago O'Hare Intl
Aug 17
ORD10:39 amChicago O'Hare Intl
2h 27m
PNS1:06 pmPensacola
$266
Find similar

See travel insights to Chicago from

How to get the cheapest flight ticket from Pensacola to Chicago O'Hare Intl Airport

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 to Chicago O'Hare Intl Airport?

The month of May is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Pensacola averaging around $279.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $442. This is often the case because there is less demand to fly during this day of the week. On the other hand, Tuesday is the most expensive day to depart from Pensacola because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $716.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Pensacola in the evening is the least expensive time of day to depart. momondo users have found prices as low as $263 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $543. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Pensacola to Chicago O'Hare Intl flight route?

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

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Pensacola when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $339 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Pensacola for as low as $196 on momondo.

What cabin class options are available on Pensacola to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Pensacola to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Pensacola to Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Pensacola to Chicago O'Hare Intl Airport.

How have Pensacola to Chicago O'Hare Intl Airport flight prices changed over time?

As of July 2025, prices for Pensacola to Chicago O'Hare Intl Airport flights are approximately 9% more expensive when compared to flights at the same time last year.

When to book flights from Pensacola to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Pensacola to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Pensacola to Chicago O'Hare Intl Airport (PNS to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Pensacola to Chicago O'Hare Intl Airport

Best Price Found

$79

Fastest flight time

2h 30m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Pensacola in the past 72 hours is $79. The best round-trip flight deal from Pensacola to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $173.
The fastest flight from Pensacola to Chicago O'Hare Intl Airport takes 2h 30m
Direct flights go from Pensacola to Chicago O'Hare Intl Airport every day.
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  • How far is Pensacola to Chicago O'Hare Intl by plane?

    A flight from Pensacola to Chicago O'Hare Intl will travel around 799.0 mi. Typically, this will take 2h 34m by plane in normal conditions.

  • When did momondo last update prices for flights from Pensacola Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Pensacola Airport to Chicago O'Hare Intl Airport are updated daily.

  • How many operators does momondo search for flights from Pensacola Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Pensacola Airport to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Pensacola Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Pensacola to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Pensacola to Chicago O'Hare Intl Airport?

Best airlines flying from Pensacola to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Pensacola to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $152Free CancellationRating
6.3
8,046 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $192Free CancellationRating
8.0
4,244 reviews
Search Southwest flights
DeltaPriceFrom $194Free CancellationRating
8.0
7,956 reviews
Search Delta flights
American AirlinesPriceFrom $228Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $228Free CancellationRating
7.4
8,858 reviews
Search United Airlines flights

  • United Airlines Flights From Pensacola to Chicago O'Hare Intl Airport

    The lowest priced United Airlines flight from Pensacola to Chicago O'Hare Intl Airport from the last 72 hours was $228. Generally, United Airlines has 7 flights on this route every week with an average price of $404. United Airlines is rated 7.4/10 by our users.

  • American Airlines Flights From Pensacola to Chicago O'Hare Intl Airport

    Across 10,000 American Airlines reviews on momondo, the average score is 7.2/10. American Airlines flies from Pensacola to Chicago O'Hare Intl Airport about 2 times each week, with ticket deals ranging from $228 to $321. Price data is based on momondo searches in the last 72 hours.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Rockford
Schaumburg
South Haven
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Tinley Park
Hammond
Elgin
Aurora
Orland Park
Janesville
Waukegan

Why use momondo?

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

It is quick and easy to find Pensacola to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

Yes. momondo allows you to filter the results for Pensacola to Chicago flights to just show those with flexible booking policies.

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

momondo helps you find the best flight between Pensacola and Chicago 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 Pensacola to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Pensacola to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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