What is the cheapest airline that flies from Pensacola to Chicago O'Hare Intl?

Spirit Airlines, American Airlines, and United Airlines are the most popular carriers operating from Pensacola to Chicago O'Hare Intl

What airlines fly to Chicago O'Hare Intl Airport?

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Pensacola according to our data. United Airlines is the first choice among our users, with 39% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 5 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

Which layover airport has the shortest connection time from Pensacola to Chicago O'Hare Intl Airport?

Charlotte (CLT) has the shortest average layover time for this route: 0h 53m.

Which airport is the most popular layover for flights between Pensacola and Chicago O'Hare Intl Airport?

Atlanta (ATL) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Pensacola to Chicago O'Hare Intl Airport?

Flights via Atlanta (ATL) offer the lowest average round-trip price of $232.

How many flights depart from Pensacola to Chicago O'Hare Intl Airport on average per day?

As of September 2025, there are 3 flights per day flying from Pensacola to Chicago O'Hare Intl Airport. The most common time of day flights depart is 2:00PM, with 100% of flights taking off in the afternoon.

Which layover airport has the shortest travel time from Pensacola to Chicago O'Hare Intl Airport?

Flights connecting via Charlotte (CLT) have the shortest average one-way travel time: 5h 06m.

How many flights depart from Pensacola to Chicago O'Hare Intl Airport on average per week?

The number of flights available between Pensacola and Chicago O'Hare Intl Airport is 26 per week as of September 2025. The most frequent departure day is Mon, with 15% of weekly flights leaving on this day.

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?

As of September 2025, there are 5 operators available to choose from 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.

$91 Cheap Flights from Pensacola to Chicago O'Hare Intl Airport in 2025

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Find the cheapest flights from Pensacola to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

4:30 pm - 12:15 amPNS-ORD

7h 45m1 stop

6:00 am - 3:50 pmORD-PNS

9h 50m1 stop

$156Frontier

Find Deal

Fri, Nov 7 - Sun, Nov 9

4:44 pm - 10:48 pmPNS-ORD

6h 04m1 stop

5:05 am - 3:39 pmORD-PNS

10h 34m1 stop

$171Spirit Airlines

Find Deal

Tue, Sep 30 - Fri, Oct 3

2:17 pm - 4:54 pmPNS-ORD

2h 37mnonstop

10:49 am - 1:15 pmORD-PNS

2h 26mnonstop

$209United Airlines

Find Deal

Thu, Oct 23 - Tue, Oct 28

1:56 pm - 4:33 pmPNS-ORD

2h 37mnonstop

10:50 am - 1:15 pmORD-PNS

2h 25mnonstop

$219United Airlines

Find Deal

Sat, Sep 20 - Mon, Sep 29

1:10 pm - 7:31 pmPNS-ORD

6h 21m1 stop

9:46 am - 2:49 pmORD-PNS

5h 03m1 stop

$223Delta

Find Deal

Sat, Nov 8 - Tue, Nov 11

11:05 am - 4:24 pmPNS-ORD

5h 19m1 stop

5:40 am - 10:19 amORD-PNS

4h 39m1 stop

$229Delta

Find Deal

Thu, Dec 25 - Thu, Jan 1

3:50 pm - 9:10 pmPNS-ORD

5h 20m1 stop

10:30 am - 1:00 pmORD-PNS

2h 30mnonstop

$234American Airlines

Find Deal

Fri, Oct 31 - Tue, Nov 4

1:01 pm - 3:39 pmPNS-ORD

2h 38mnonstop

5:18 am - 10:42 amORD-PNS

5h 24m1 stop

$240American Airlines

Find Deal

Fri, Nov 14 - Mon, Nov 17

5:44 pm - 7:44 pmPNS-ORD

26h 00m2 stops

5:05 am - 3:39 pmORD-PNS

10h 34m1 stop

$266

Find Deal

Sat, Sep 20 - Mon, Sep 29

7:54 pm - 10:17 amPNS-ORD

14h 23m1 stop

10:19 pm - 5:01 pmORD-PNS

42h 42m2 stops

$267

Find Deal

Fri, Oct 3 - Mon, Oct 6

Frontier flights from Pensacola to Chicago O'Hare Intl Airport

Our best Frontier deals on Pensacola to Chicago O'Hare Intl Airport flight tickets

Frontier

Nov 7

PNS4:30 pmPensacola

7h 45m

1 stop

ORD12:15 amChicago O'Hare Intl

Nov 9

ORD6:00 amChicago O'Hare Intl

9h 50m

1 stop

PNS3:50 pmPensacola

$156

Find similar

Frontier

Nov 7

PNS4:30 pmPensacola

19h 00m

2 stops

ORD11:30 amChicago O'Hare Intl

Nov 9

ORD6:00 amChicago O'Hare Intl

9h 50m

1 stop

PNS3:50 pmPensacola

$200

Find similar

Frontier

Oct 24

PNS3:38 pmPensacola

9h 21m

1 stop

ORD12:59 amChicago O'Hare Intl

Oct 25

ORD7:05 amChicago O'Hare Intl

8h 52m

1 stop

PNS3:57 pmPensacola

$205

Find similar

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

Our best American Airlines deals on Pensacola to Chicago O'Hare Intl Airport flight tickets

American Airlines

Oct 31

PNS3:50 pmPensacola

5h 20m

1 stop

ORD9:10 pmChicago O'Hare Intl

Nov 4

ORD10:30 amChicago O'Hare Intl

2h 30m

PNS1:00 pmPensacola

$234

Find similar

American Airlines

Nov 14

PNS1:01 pmPensacola

2h 38m

ORD3:39 pmChicago O'Hare Intl

Nov 17

ORD5:18 amChicago O'Hare Intl

5h 24m

1 stop

PNS10:42 amPensacola

$240

Find similar

American Airlines

Nov 10

PNS1:01 pmPensacola

2h 38m

ORD3:39 pmChicago O'Hare Intl

Nov 15

ORD10:00 amChicago O'Hare Intl

2h 31m

PNS12:31 pmPensacola

$244

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Pensacola to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 11/7

4:30 pm-12:15 am

1 stop7h 45m

Chicago O'Hare Intl

Sun 11/9

6:00 am-3:50 pm

1 stop9h 50m

$156

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Tue 9/30

4:44 pm-10:48 pm

1 stop6h 04m

Chicago O'Hare Intl

Fri 10/3

5:05 am-3:39 pm

1 stop10h 34m

$171

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Thu 10/23

2:17 pm-4:54 pm

Nonstop2h 37m

Chicago O'Hare Intl

Tue 10/28

10:49 am-1:15 pm

Nonstop2h 26m

$209

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Sat 9/20

1:56 pm-4:33 pm

Nonstop2h 37m

Chicago O'Hare Intl

Mon 9/29

10:50 am-1:15 pm

Nonstop2h 25m

$219

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Sat 11/8

1:10 pm-7:31 pm

1 stop6h 21m

Chicago O'Hare Intl

Tue 11/11

9:46 am-2:49 pm

1 stop5h 03m

$223

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Thu 12/25

11:05 am-4:24 pm

1 stop5h 19m

Chicago O'Hare Intl

Thu 1/1

5:40 am-10:19 am

1 stop4h 39m

$229

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 10/31

3:50 pm-9:10 pm

1 stop5h 20m

Chicago O'Hare Intl

Tue 11/4

10:30 am-1:00 pm

Nonstop2h 30m

$234

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 11/14

1:01 pm-3:39 pm

Nonstop2h 38m

Chicago O'Hare Intl

Mon 11/17

5:18 am-10:42 am

1 stop5h 24m

$240

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Sat 9/20

5:44 pm-7:44 pm

2 stops26h 00m

Chicago O'Hare Intl

Mon 9/29

5:05 am-3:39 pm

1 stop10h 34m

$266

PensacolaChicago

PNS - ORD

PNSORD

Pensacola

Fri 10/3

7:54 pm-10:17 am

1 stop14h 23m

Chicago O'Hare Intl

Mon 10/6

10:19 pm-5:01 pm

2 stops42h 42m

$267

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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

Prices

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Other information

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 Friday when prices can be found for as low as $427. 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 $514. 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 $325 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?

You could potentially save up to 17% on your flight if you consider stops on a Pensacola to Chicago O'Hare Intl Airport flight.

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

As of September 2025, prices for Pensacola to Chicago O'Hare Intl Airport flights are approximately 39% 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	$179
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 $179. The best round-trip flight deal from Pensacola to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $287.

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.

Search flight deals

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 31m 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?
As of September 2025, there are 5 operators available to choose from 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?
momondo data reveals that the most frequently booked plane model on the route from Pensacola to Chicago O'Hare Intl Airport is Airbus A319, representing 26.45% of all bookings. The subsequent popular models are Boeing 737-700 at 23.23%, Boeing 737-800 at 17.42%, and Embraer 175 at 11.61%.
What is the most popular airline from Pensacola to Chicago O'Hare Intl Airport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Pensacola to Chicago O'Hare Intl Airport is United Airlines (51% of total bookings). The next most popular airlines are American Airlines (23%), Delta (15%), and Spirit Airlines (8%).

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 Airlines	PriceFrom $155	Free Cancellation	Rating 6.3 8,022 reviews	Search Spirit Airlines flights
Southwest	PriceFrom $173	Free Cancellation	Rating 8.0 4,244 reviews	Search Southwest flights
Delta	PriceFrom $194	Free Cancellation	Rating 7.9 7,966 reviews	Search Delta flights
United Airlines	PriceFrom $214	Free Cancellation	Rating 7.4 8,944 reviews	Search United Airlines flights
American Airlines	PriceFrom $228	Free Cancellation	Rating 7.2 10,000 reviews	Search American 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 $214. Generally, United Airlines has 6 flights on this route every week with an average price of $387. United Airlines is rated 7.4/10 by our users.

Lake Geneva

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Rockford

Schaumburg

Merrillville

Gurnee

Naperville

Rosemont

Kenosha

New Buffalo

Joliet

Oak Brook

Racine

Hammond

Orland Park

Tinley Park

Elgin

Aurora

Janesville

Benton Harbor

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.

An easier way to manage your Chicago O'Hare Intl Airport trip

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Cheap flights from Pensacola to Chicago from $91

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 10/24. 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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Frontier flights from Pensacola to Chicago O'Hare Intl Airport

Our best Frontier deals on Pensacola to Chicago O'Hare Intl Airport flight tickets

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Our best American Airlines deals on Pensacola to Chicago O'Hare Intl Airport flight tickets

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Use the filters below to find and compare flights from Pensacola to Chicago O'Hare Intl Airport that are best for you.

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?

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

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?

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?

You could potentially save up to 17% on your flight if you consider stops on a Pensacola to Chicago O'Hare Intl Airport flight.

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

As of September 2025, prices for Pensacola to Chicago O'Hare Intl Airport flights are approximately 39% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from Pensacola to Chicago O'Hare Intl?

Spirit Airlines, American Airlines, and United Airlines are the most popular carriers operating from Pensacola to Chicago O'Hare Intl

What airlines fly to Chicago O'Hare Intl Airport?

Which airport is the most popular layover for flights between Pensacola and Chicago O'Hare Intl Airport?

Atlanta (ATL) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Pensacola to Chicago O'Hare Intl Airport?

Flights via Atlanta (ATL) offer the lowest average round-trip price of $232.

Which layover airport has the shortest travel time from Pensacola to Chicago O'Hare Intl Airport?

Flights connecting via Charlotte (CLT) have the shortest average one-way travel time: 5h 06m.

Which layover airport has the shortest connection time from Pensacola to Chicago O'Hare Intl Airport?

Charlotte (CLT) has the shortest average layover time for this route: 0h 53m.

How many flights depart from Pensacola to Chicago O'Hare Intl Airport on average per day?

As of September 2025, there are 3 flights per day flying from Pensacola to Chicago O'Hare Intl Airport. The most common time of day flights depart is 2:00PM, with 100% of flights taking off in the afternoon.

How many flights depart from Pensacola to Chicago O'Hare Intl Airport on average per week?

The number of flights available between Pensacola and Chicago O'Hare Intl Airport is 26 per week as of September 2025. The most frequent departure day is Mon, with 15% of weekly flights leaving on this day.

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

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

Fastest flight time

Direct flights

How far is Pensacola to Chicago O'Hare Intl by plane?

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

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?

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

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

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

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Chicago

Popular cities in the United States