Cheap flights from Chicago O'Hare Intl Airport to Pensacola 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 Chicago O'Hare Intl Airport to Pensacola departing on 7/8. 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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United Airlines flights from Chicago O'Hare Intl Airport to Pensacola
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Southwest flights from Chicago O'Hare Intl Airport to Pensacola
Our best Southwest deals on Chicago O'Hare Intl Airport to Pensacola flight tickets
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How to get the cheapest flight ticket from Chicago O'Hare Intl Airport 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 to Pensacola?
The cheapest month to fly to Pensacola from Chicago O'Hare Intl Airport is in January. Flight prices, which tend to average around $291, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of January, then book flights to Pensacola from Chicago O'Hare Intl Airport during May instead. Flights to Pensacola in May, while not as cheap as those in January, still average around $314.
What is the cheapest day to depart on your flight to Pensacola?
On average, the least expensive day to fly to Pensacola from Chicago O'Hare Intl Airport is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $327. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Friday is the most expensive day to depart from Chicago O'Hare Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $462.
What is the cheapest time of day to depart on your flight to Pensacola?
The cheapest time of day to fly to Pensacola is in the afternoon when flights can be purchased for as low as $293. Flights to Pensacola are more costly in the morning, with an average ticket price of $407. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.
What is the cheapest Chicago O'Hare Intl to Pensacola flight route?
Fly from Chicago O'Hare Intl to Pensacola for the best Chicago O'Hare Intl - Pensacola flight prices
How far in advance should I book a flight to Pensacola?
You are more likely to see cheaper flights to Pensacola from Chicago O'Hare Intl Airport when booking 25 weeks ahead of your departure date. In general, you can expect to find flights to Pensacola for around $362 when searching 25 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Pensacola from Chicago O'Hare Intl Airport for as low as $257 on momondo.
What cabin class options are available on Chicago O'Hare Intl to Pensacola flights?
There are 4 cabin classes available to choose from on Chicago O'Hare Intl to Pensacola 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 Chicago O'Hare Intl Airport to Pensacola flights?
You could potentially save up to 34% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Pensacola flight.
How have Chicago O'Hare Intl Airport to Pensacola flight prices changed over time?
As of June 2025, prices for Chicago O'Hare Intl Airport to Pensacola flights are approximately 12% more expensive when compared to flights at the same time last year.
What is the cheapest airline that flies from Chicago O'Hare Intl to Pensacola?
Spirit Airlines, United Airlines, and American Airlines are the most popular carriers operating from Chicago O'Hare Intl to Pensacola
What airlines fly to Pensacola?
United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Pensacola from Chicago O'Hare Intl Airport according to our data. United Airlines is the first choice among our users, with 45% of people opting to fly with this airline when traveling to Pensacola. Keep in mind that there are 5 different airlines that fly to Pensacola on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago O'Hare Intl Airport to Pensacola on average per day?
2 flights are operational daily from Chicago O'Hare Intl Airport to Pensacola as of June 2025. The most popular departure time for this route is 10:00AM, with 100% of flights per day taking off at noon.
How many flights depart from Chicago O'Hare Intl Airport to Pensacola on average per week?
14 flights are operational weekly from Chicago O'Hare Intl Airport to Pensacola as of June 2025. The most popular departure day for this route is Mon, with 14% of flights per week taking off on this day.
When to book flights from Chicago O'Hare Intl Airport to Pensacola
Cheap Chicago O'Hare Intl Airport to Pensacola (ORD to PNS) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Pensacola
How far is Chicago O'Hare Intl to Pensacola by plane?
A flight from Chicago O'Hare Intl to Pensacola will travel around 799.0 mi. In terms of flight time, this usually takes a little over 2h 09m.
When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Pensacola Airport?
Prices for flights from Chicago O'Hare Intl Airport to Pensacola Airport are updated daily.
How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Pensacola Airport?
As of June 2025, there are 5 operators available to choose from for flights from Chicago O'Hare Intl Airport to Pensacola Airport.
How old do you have to be to fly from Chicago O'Hare Intl Airport 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 O'Hare Intl Airport to Pensacola Airport.
What documentation or ID do you need to fly to Pensacola Airport?
The travel and health documents you'll need for your trip to Pensacola Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Pensacola Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago O'Hare Intl Airport to Pensacola?
momondo data reveals that the most frequently booked plane model on the route from Chicago O'Hare Intl Airport to Pensacola is Airbus A320-100/200, representing 28.21% of all bookings. The subsequent popular models are Airbus A319 at 23.04%, Boeing 737-700 at 12.86%, and Airbus A320neo at 8.57%.
What is the most popular airline from Chicago O'Hare Intl Airport to Pensacola?
momondo data reveals that the most frequently booked airline on the route from Chicago O'Hare Intl Airport to Pensacola is United Airlines, representing 59% of all bookings. The subsequent popular airlines are American Airlines at 16%, Delta at 12%, and Spirit Airlines at 10%.
Best airlines flying from Chicago O'Hare Intl Airport to Pensacola
Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Pensacola with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $118 | Free Cancellation | Rating 6.3 8,064 reviews | |||
| PriceFrom $196 | Free Cancellation | Rating 8.0 7,965 reviews | |||
| PriceFrom $222 | Free Cancellation | Rating 8.0 4,279 reviews | |||
| PriceFrom $228 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $233 | Free Cancellation | Rating 7.4 8,809 reviews |
Southwest Flights From Chicago O'Hare Intl Airport to Pensacola
Southwest flight deals from Chicago O'Hare Intl Airport to Pensacola start from $222 round-trip. Over the 1 Southwest flight for this route in a normal week, average airfare is usually $378 round-trip - but some users have found much cheaper deals with momondo.
United Airlines Flights From Chicago O'Hare Intl Airport to Pensacola
United Airlines (7.4/10 from 8,809 reviews) operates around 7 flights from Chicago O'Hare Intl Airport to Pensacola in any given week. The average United Airlines airfare for this route is around $410, with deals from around $233 rare but found on momondo. Referenced prices are for round-trip Chicago O'Hare Intl Airport to Pensacola flight searches in the last 72 hours.
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Why should I use momondo to find a flight deal from Chicago to Pensacola?
It is quick and easy to find Chicago to Pensacola 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 Pensacola that suits you.
Can I find flights from Chicago to Pensacola with flexible booking policies on momondo?
momondo does allow users to show only those flights to Pensacola from Chicago which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Chicago to Pensacola?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Pensacola from Chicago.
I’m not ready to book a flight from Chicago to Pensacola right now. Can momondo alert me if prices change?
Of course. momondo tracks the price of Chicago to Pensacola flights. All you need is a valid email address and we will do the rest; it is that quick and easy.