Cheap flights from Pensacola to Chicago from $53
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 2/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
Deals available from 900+ travel sites.
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
Cheap one-way flights
Cheap last minute flights
Cheap direct flights
Cheap bus & train deals from Pensacola to Chicago
All round-trip flight deals to Chicago
Spirit Airlines flights from Pensacola to Chicago
Our best Spirit Airlines deals on Pensacola to Chicago flight tickets
United Airlines flights from Pensacola to Chicago
Our best United Airlines deals on Pensacola to Chicago flight tickets
See travel insights to Chicago from
How to get the cheapest flight ticket from Pensacola to Chicago
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?
The month of April is, on average, the cheapest month to fly to Chicago from Pensacola, with most prices found around $271. If you’re not able to fly to Chicago in April, then March is your next best option. Flight prices from Pensacola to Chicago during March average around $298.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $324. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Pensacola to Chicago for around $428.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Pensacola to Chicago during this time can be as low as $298. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $363.
What is the cheapest Pensacola to Chicago flight route?
Fly from Pensacola to Chicago O'Hare Intl for the best Pensacola - Chicago flight prices
How far in advance should I book a flight to Chicago?
The best time to book a flight to Chicago from Pensacola is 31 days out, which is when prices tend to be around $328. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $188.
What cabin class options are available on Pensacola to Chicago flights?
There are 4 cabin classes available to choose from on Pensacola to Chicago 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 flights?
You could potentially save up to 49% on your flight if you consider stops on a Pensacola to Chicago flight.
How have Pensacola to Chicago flight prices changed over time?
As of November 2024, prices for Pensacola to Chicago flights are approximately 20% cheaper when compared to flights at the same time last year.
How many flights depart from Pensacola to Chicago on average per day?
As of November 2024, 3 flights take off from Pensacola and land in Chicago each day. The most common flight departure time for this route is 2:00PM, with 100% of daily flights taking off in the afternoon.
How many flights depart from Pensacola to Chicago on average per week?
As of November 2024, 22 flights take off from Pensacola and land in Chicago each week. The most common flight departure day for this route is Mon, with 18% of weekly flights taking off on this day.
When to book flights from Pensacola to Chicago
Cheap Pensacola to Chicago (PNS to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Pensacola to Chicago
How far is Pensacola to Chicago by plane?
A flight from Pensacola to Chicago will travel around 791.2 mi. 2h 15m is a normal flight duration for this route.
When did momondo last update prices for flights from Pensacola Airport to Chicago?
Prices for flights from Pensacola Airport to Chicago were last updated today.
How many operators does momondo search for flights from Pensacola Airport to Chicago?
As of November 2024, there are 5 operators available to choose from for flights from Pensacola Airport to Chicago.
How old do you have to be to fly from Pensacola Airport to Chicago?
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.
What documentation or ID do you need to fly to Chicago?
The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Pensacola to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Pensacola to Chicago is Boeing 737-800, representing 31.14% of all bookings. The subsequent popular models are Boeing 737-700 at 22.16%, Embraer 175 (Enhanced Winglets) at 20.96%, and Airbus A319 at 9.58%.
What is the most popular airline from Pensacola to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Pensacola to Chicago is United Airlines (49.41% of total bookings). The next most popular airlines are Delta (22.44%), American Airlines (21.26%), and Spirit Airlines (6.89%).
Best airlines flying from Pensacola to Chicago
Compare and see reviews for airlines that fly from Pensacola to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $114 | Free Cancellation | Rating 6.3 8,169 reviews | |||
| PriceFrom $197 | Free Cancellation | Rating 8.0 8,755 reviews | |||
| PriceFrom $206 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $250 | Free Cancellation | Rating 7.4 9,172 reviews | |||
| PriceFrom $263 | Free Cancellation | Rating 8.1 5,005 reviews |
United Airlines Flights From Pensacola to Chicago
United Airlines is one of the most popular airlines flying from Pensacola to Chicago, operating 5 flights/week on average for this route. A good United Airlines flight deal for Pensacola to Chicago starts from $250 round-trip, up to an average price of $395. Our users have rated United Airlines at 7.4/10.
Why use momondo?
Why should I use momondo to find a flight deal from Pensacola to Chicago?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Pensacola.
Can I find flights from Pensacola to Chicago with flexible booking policies on momondo?
momondo does allow users to show only those flights to Chicago from Pensacola which offer a flexible booking policy as well as other useful filters and features.
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?
If you are not ready to book a flight from Pensacola to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.