Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Pensacola to Chicago O'Hare Intl Airport from $60

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 O'Hare Intl Airport departing on 2/25. 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

Deals available from 900+ travel sites.

"This year, momondo is the #1 place for airfares on the internet."
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.
Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.
Price Alerts
Price Alerts
Not ready to book? to track prices.

Find the cheapest flights from Pensacola to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Pensacola to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Pensacola to Chicago.

Cheap last minute flights

Planning a quick getaway from Pensacola to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Pensacola to Chicago

Find recent round-trip train or bus tickets from Pensacola to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
2:18 pm - 12:39 pmPNS-ORD
22h 21m3 stops
8:00 am - 1:23 pmORD-PNS
5h 23m1 stop
$173Spirit Airlines
Find Deal
Tue, Jan 14 - Wed, Jan 22
10:19 am - 8:13 pmPNS-ORD
9h 54m1 stop
12:37 pm - 6:40 pmORD-PNS
6h 03m1 stop
$181Spirit Airlines
Find Deal
Thu, Feb 6 - Mon, Feb 10
7:27 pm - 12:44 amPNS-ORD
29h 17m1 stop
2:28 pm - 7:53 amORD-PNS
17h 25m1 stop
Thu, Feb 13 - Mon, Feb 17
3:10 pm - 9:29 pmPNS-ORD
6h 19m1 stop
10:53 am - 1:23 pmORD-PNS
2h 30mnonstop
$219United Airlines
Find Deal
Mon, Jan 13 - Mon, Jan 20
7:00 pm - 12:09 amPNS-ORD
5h 09m1 stop
4:02 pm - 10:10 pmORD-PNS
6h 08m1 stop
$228American Airlines
Find Deal
Mon, Jan 20 - Wed, Jan 22
3:10 pm - 9:30 pmPNS-ORD
6h 20m1 stop
3:59 pm - 9:49 pmORD-PNS
5h 50m1 stop
$240United Airlines
Find Deal
Fri, Feb 14 - Sun, Feb 16
6:00 am - 2:00 pmPNS-ORD
8h 00m1 stop
5:02 am - 10:29 amORD-PNS
5h 27m1 stop
$248American Airlines
Find Deal
Wed, Jan 1 - Mon, Jan 6
9:37 pm - 7:34 pmPNS-ORD
21h 57m1 stop
3:56 pm - 9:14 amORD-PNS
17h 18m1 stop
Sat, Jan 4 - Sat, Jan 11
6:03 pm - 11:59 pmPNS-ORD
5h 56m1 stop
7:05 am - 1:43 pmORD-PNS
6h 38m1 stop
$508Delta
Find Deal
Mon, Jan 20 - Wed, Jan 22
6:03 pm - 11:59 pmPNS-ORD
5h 56m1 stop
6:45 am - 1:43 pmORD-PNS
6h 58m2 stops
$896Delta
Find Deal
Mon, Jan 20 - Wed, Jan 22
5:23 pm - 1:25 pmPNS-ORD
20h 02m1 stop
$60Frontier
Find Deal
Tue, Feb 25
7:17 pm - 12:32 amPNS-ORD
29h 15m1 stop
$62Frontier
Find Deal
Thu, Feb 6
7:17 pm - 12:32 amPNS-ORD
29h 15m1 stop
$65Frontier
Find Deal
Thu, Jan 30
7:35 pm - 11:32 amPNS-ORD
15h 57m1 stop
$90Spirit Airlines
Find Deal
Thu, Jan 16
10:19 am - 8:13 pmPNS-ORD
9h 54m1 stop
$91Spirit Airlines
Find Deal
Sat, Jan 25
2:31 pm - 5:03 pmPNS-ORD
2h 32mnonstop
$105United Airlines
Find Deal
Tue, Jan 21
1:55 pm - 10:36 pmPNS-ORD
8h 41m1 stop
$114Delta
Find Deal
Wed, Feb 19
2:33 pm - 5:10 pmPNS-ORD
2h 37mnonstop
$121United Airlines
Find Deal
Wed, Mar 5
1:55 pm - 10:36 pmPNS-ORD
8h 41m1 stop
$124Delta
Find Deal
Sun, Jan 19
11:06 am - 6:36 pmPNS-ORD
7h 30m1 stop
$273American Airlines
Find Deal
Fri, Jan 3
10:06 pm - 1:20 pmPNS-ORD
15h 14m1 stop
8:14 pm - 6:05 pmORD-PNS
21h 51m1 stop
Mon, Dec 23 - Sun, Jan 5
5:30 am - 12:12 pmPNS-ORD
6h 42m1 stop
5:02 am - 10:29 amORD-PNS
5h 27m1 stop
$398American Airlines
Find Deal
Fri, Dec 20 - Fri, Jan 3
7:00 am - 2:40 pmPNS-ORD
7h 40m1 stop
10:51 am - 1:21 pmORD-PNS
2h 30mnonstop
$401United Airlines
Find Deal
Mon, Dec 23 - Sun, Jan 5
5:40 am - 3:00 pmPNS-ORD
9h 20m2 stops
2:55 pm - 10:45 pmORD-PNS
7h 50m1 stop
$423Southwest
Find Deal
Thu, Dec 19 - Fri, Dec 20
5:40 am - 3:00 pmPNS-ORD
9h 20m2 stops
7:30 am - 5:50 pmORD-PNS
10h 20m2 stops
$463Southwest
Find Deal
Thu, Dec 19 - Fri, Dec 20
4:55 pm - 12:30 amPNS-ORD
7h 35m1 stop
10:51 am - 1:21 pmORD-PNS
2h 30mnonstop
$539United Airlines
Find Deal
Sun, Dec 22 - Sun, Jan 5
7:00 pm - 7:51 pmPNS-ORD
24h 51m2 stops
1:24 pm - 1:53 pmORD-PNS
24h 29m3 stops
$547Spirit Airlines
Find Deal
Mon, Dec 23 - Sun, Jan 5
7:00 pm - 4:06 pmPNS-ORD
21h 06m2 stops
8:14 pm - 4:09 pmORD-PNS
19h 55m2 stops
$565Spirit Airlines
Find Deal
Sun, Dec 22 - Sat, Jan 4
7:28 pm - 11:53 pmPNS-ORD
4h 25m1 stop
5:40 am - 12:47 pmORD-PNS
7h 07m1 stop
$618Delta
Find Deal
Sat, Dec 21 - Fri, Jan 3
7:28 pm - 11:53 pmPNS-ORD
4h 25m1 stop
7:00 am - 2:04 pmORD-PNS
7h 04m2 stops
$1,247Delta
Find Deal
Sat, Dec 21 - Sat, Jan 4
2:31 pm - 5:03 pmPNS-ORD
2h 32mnonstop
10:53 am - 1:23 pmORD-PNS
2h 30mnonstop
$209United Airlines
Find Deal
Mon, Jan 13 - Mon, Jan 20
2:31 pm - 5:03 pmPNS-ORD
2h 32mnonstop
10:53 am - 1:23 pmORD-PNS
2h 30mnonstop
$279United Airlines
Find Deal
Tue, Jan 14 - Wed, Jan 22
2:33 pm - 5:10 pmPNS-ORD
2h 37mnonstop
11:07 am - 1:31 pmORD-PNS
2h 24mnonstop
$309United Airlines
Find Deal
Thu, Feb 13 - Mon, Feb 17
2:31 pm - 5:03 pmPNS-ORD
2h 32mnonstop
11:07 am - 1:31 pmORD-PNS
2h 24mnonstop
$339United Airlines
Find Deal
Mon, Feb 10 - Mon, Feb 17
2:31 pm - 5:03 pmPNS-ORD
2h 32mnonstop
10:53 am - 1:23 pmORD-PNS
2h 30mnonstop
$369United Airlines
Find Deal
Fri, Jan 31 - Fri, Feb 7
2:31 pm - 5:03 pmPNS-ORD
2h 32mnonstop
10:53 am - 1:23 pmORD-PNS
2h 30mnonstop
$373United Airlines
Find Deal
Tue, Jan 7 - Fri, Jan 10
2:33 pm - 5:10 pmPNS-ORD
2h 37mnonstop
11:07 am - 1:31 pmORD-PNS
2h 24mnonstop
$404United Airlines
Find Deal
Tue, Feb 18 - Wed, Feb 19
2:21 pm - 4:53 pmPNS-ORD
2h 32mnonstop
10:51 am - 1:21 pmORD-PNS
2h 30mnonstop
$429United Airlines
Find Deal
Wed, Jan 1 - Sun, Jan 5
2:31 pm - 5:03 pmPNS-ORD
2h 32mnonstop
10:53 am - 1:23 pmORD-PNS
2h 30mnonstop
$451United Airlines
Find Deal
Tue, Jan 14 - Wed, Jan 22
2:31 pm - 5:03 pmPNS-ORD
2h 32mnonstop
10:53 am - 1:23 pmORD-PNS
2h 30mnonstop
$479United Airlines
Find Deal
Tue, Jan 14 - Wed, Jan 22

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
Jan 14
PNS2:18 pmPensacola
22h 21m
3 stops
ORD12:39 pmChicago O'Hare Intl
Jan 22
ORD8:00 amChicago O'Hare Intl
5h 23m
1 stop
PNS1:23 pmPensacola
Spirit Airlines
Feb 6
PNS10:19 amPensacola
9h 54m
1 stop
ORD8:13 pmChicago O'Hare Intl
Feb 10
ORD12:37 pmChicago O'Hare Intl
6h 03m
1 stop
PNS6:40 pmPensacola
Spirit Airlines
Jan 14
PNS2:18 pmPensacola
25h 52m
1 stop
ORD4:10 pmChicago O'Hare Intl
Jan 22
ORD8:00 amChicago O'Hare Intl
5h 23m
1 stop
PNS1:23 pmPensacola

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
Jan 20
PNS7:00 pmPensacola
5h 09m
1 stop
ORD12:09 amChicago O'Hare Intl
Jan 22
ORD4:02 pmChicago O'Hare Intl
6h 08m
1 stop
PNS10:10 pmPensacola
American Airlines
Jan 1
PNS6:00 amPensacola
8h 00m
1 stop
ORD2:00 pmChicago O'Hare Intl
Jan 6
ORD5:02 amChicago O'Hare Intl
5h 27m
1 stop
PNS10:29 amPensacola
American Airlines
Jun 3
PNS5:56 pmPensacola
5h 04m
1 stop
ORD11:00 pmChicago O'Hare Intl
Jun 10
ORD7:05 amChicago O'Hare Intl
6h 36m
1 stop
PNS1:41 pmPensacola

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 January is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Pensacola averaging around $288.

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 Wednesday when prices can be found for as low as $314. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday 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 $508.

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 $393. 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?

In general, most travelers find the cheapest time to book a flight to Chicago O'Hare Intl Airport is about 39 days prior to their departure date when tickets on average are $342. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $163.

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 40% 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 December 2024, prices for Pensacola to Chicago O'Hare Intl Airport flights are approximately 34% 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

$60

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 $60. 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.

  • 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 30m 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 $114Free CancellationRating
6.3
8,119 reviews
Search Spirit Airlines flights
DeltaPriceFrom $197Free CancellationRating
8.0
8,604 reviews
Search Delta flights
American AirlinesPriceFrom $206Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $258Free CancellationRating
7.4
9,059 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 $258. Generally, United Airlines has 3 flights on this route every week with an average price of $397. United Airlines is rated 7.4/10 by our users.


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

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.
1 adult
From?
To?
Mon 12/23
Mon 12/30
Email me momondo's favorite deals

Find better results for your trip to Chicago