1,000+ travel companies
1,000+ travel companies
Scan to get our free app
Use our app to get live travel updates and book mobile tickets for trains, buses, flights, and ferries.
App Store
42K ratings
Google Play
136K reviews
Journey information
Overview: Chicago, IL to Pensacola, FL flight
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Distance 789 miles (1271 km) |
Average flight duration 2h 24m |
Cheapest ticket price $184 (€150) |
Flights per day 12 |
Fastest flight 4h 27m |
Cheapest month to travel June |
First flight 00:15 |
Last flight 22:10 |
Key Takeaways
Train Ticket Prices
- Budget Options: Train tickets from Chicago, IL to Pensacola, FL start from as low as $184 (€150) if booked well in advance.
- Standard Fares: Typically, trains cost $210 (€171) depending on the train type and class.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Compare prices and tickets Chicago, IL to Pensacola, FL by flight
Compare flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Fri
Nov 07
Nov 07
Sat
Nov 08
Nov 08
Sun
Nov 09
Nov 09
Mon
Nov 10
Nov 10
Tue
Nov 11
Nov 11
Wed
Nov 12
Nov 12
Thu
Nov 13
Nov 13
Airlines: Allegiant Air from Chicago, IL to Pensacola, FLFind the best flights between Chicago, IL to Pensacola, FL with Omio's travel partners Allegiant Air from $184 (€150). We can find you the best deals, schedules and tickets when comparing and booking the best trip.
Allegiant Air
About
Allegiant Air is an American ultra-low-cost airline headquartered in Las Vegas, Nevada, founded in 1997. It focuses on providing affordable, nonstop leisure travel from small and medium-sized cities to popular vacation destinations, primarily in warm-weather locations like Florida and the Southwest. Allegiant operates on an ultra-low-cost business model, offering low base fares and generating significant revenue through add-on fees for services like baggage and seat assignments. The airline serves over 120 domestic destinations and emphasizes direct sales through its website.
Luggage & cancellation policy
Luggage included
Personal item (free): 16x15x7 under seat. No cabin bag included.
Additional luggage
Carry-on bag: $50-$75. Checked bag: $50-$75 per bag.
Cancellation Policy
Non-refundable tickets. Changes permitted for fee plus fare difference.
Pregnant on board
Must present medical certificate if traveling after 7th month of pregnancy. Not permitted to fly within 7 days of due date.
Unaccompagned minor
Ages 15-17 can travel alone. Ages 5-14 must use unaccompanied minor service ($50 fee each way).
Amenities on board the airplane
Accessibility
Allegiant Air offers assistance for passengers with disabilities, including wheelchair services and priority boarding. Passengers are encouraged to request assistance at least 48 hours in advance to ensure proper arrangements.
Pets
Small pets in cabin: $50 each way. Must be in carrier under seat.
FAQs: Chicago, IL to Pensacola, FL Flight
Find answers to the most common questions about traveling from Chicago, IL to Pensacola, FL by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Pensacola, FL, this guide helps you travel smarter and with confidence.

Cheap plane tickets from Chicago, IL to Pensacola, FL can start from as little as $118 (€96) when you book in advance. The average flight ticket price for Chicago, IL to Pensacola, FL is $214 (€174); however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The flight time to Pensacola, FL from Chicago, IL is on average 12 h 30 min for the 788 mile (1271 km) long journey, but the time it takes to go between Chicago, IL and Pensacola, FL by flight can vary depending on specific dates or if traveling on weekends and holidays.
The earliest flight from Chicago, IL to Pensacola, FL leaves at 5: 00AM. Plan your trip with the Journey Planner from Omio.
The latest flight from Chicago, IL to Pensacola, FL leaves at 9: 16PM.
The cheapest month for a flight from Chicago, IL to Pensacola, FL is May.
It's helpful to compare your options as there are 2 ways to travel between Chicago, IL and Pensacola, FL including taking a bus or flight.
Since neither Chicago, IL nor Pensacola, FL are in the Schengen Area, passport requirements depend on the specific immigration rules of USA and USA. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
The best events to attend in Pensacola, FL include:
- Pensacola Seafood Festival, a vibrant celebration of seafood with local vendors, live music, and family-friendly activities
- Blue Angels Homecoming Show, an exhilarating air show featuring the U. S. Navy's elite flight demonstration squadron
- Pensacola Winterfest, a magical holiday event with festive lights, ice skating, and visits from Santa Claus.
The best holidays to experience in Pensacola, FL include:
- Memorial Day, the unofficial start of summer with vibrant beach activities and local events
- Independence Day, spectacular fireworks and festive celebrations along the coast
- Labor Day, a relaxed atmosphere with warm weather perfect for beach outings.
The best seasons to visit Pensacola, FL are Spring or Fall. The best weather to explore Pensacola, FL is during April-May or September-October.
For domestic flights we recommend to arrive 1.5 to 2 hours before departure. Please check the website of your departure airport if in doubt. Some airports may offer booking time slots for security checks or offer additional information on when to get there based on time of day.
Most airlines permit carry-on bags that fit within specific dimensions (e. G. 22 x 14 x 9 inches or 56 x 36 x 23 cm), including handles and wheels. Bags must fit in the overhead bin or under the seat in front of you.
Many airlines impose weight limits, commonly ranging between 7 kg (15 lbs) and 12 kg (26 lbs).
Typically, passengers are allowed one carry-on bag and one personal item (for example a purse, laptop bag, or backpack). Personal items must fit under the seat in front of you.
Budget Airlines (like Ryanair or Wizz Air) have stricter size and weight limits, often requiring fees for larger carry-ons. Full-Service Airlines have more lenient policies, sometimes including more spacious dimensions or higher weight limits depending on your ticket class.
Typically, passengers are allowed one carry-on bag and one personal item (for example a purse, laptop bag, or backpack). Personal items must fit under the seat in front of you.
Budget Airlines (like Ryanair or Wizz Air) have stricter size and weight limits, often requiring fees for larger carry-ons. Full-Service Airlines have more lenient policies, sometimes including more spacious dimensions or higher weight limits depending on your ticket class.
The list of items prohibited on an airplane varies by country and airline, but in general, the following items are not allowed in carry-on or checked baggage: Weapons and self-defence items, sharp objects, flammable materials, explosives, toxic substances, or liquids over 100ml (except for medications and baby essentials). In checked baggage, firearms (without authorization), explosives, large lithium batteries, and hazardous chemicals are prohibited. Electronic cigarettes must be in carry-on bags, while alcohol and dry ice have restrictions. Always check with your airline for specific regulations.
popular airports
Popular airports from Chicago, IL to Pensacola, FL
Chicago
Pensacola
The major airport for departures in Chicago is O'Hare International Airport. Find all the information you need to know about services, amenities and connections at O'Hare International Airport for your trip from Chicago to Pensacola.
Amenities at airport
information
Distance to city center
3 kmCar connection
I-190, Exit 1Wifi
- Free Wi-Fi available throughout the airport.
Shopping
- Shops are located in all terminals, including duty-free and brands like Hudson and MAC Cosmetics.
Parking
- Parking available with options including hourly, daily, and economy lots, approximately 2.85€ ($3) per hour.
Dining
- Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Taxis
- Available outside the terminal.
Accessibility
- Elevators, ramps, toilets
WC
- Available throughout the airport.
Hotel
- Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby.
Shower
- Showers are available in some lounges, such as the United Club, but access may require a fee or membership.
Lounge
- Lounges available, including United Club and American Airlines Admirals Club.
Lost and Found Office
- Lost and Found located in terminal 1, near the baggage claim area.
Car Rental
- Car rental services are available at the Multi-Modal Facility, with companies like Hertz and Avis.
Public transit options for O'Hare International Airport
- CTA Blue Line, O'Hare Station, 45 minutes to city center
The major airport for arrivals in Pensacola is Pensacola International Airport. Find all the information you need to know about services, amenities and connections at Pensacola International Airport for your journey to Pensacola from Chicago.
Pensacola International Airport (PNS)
information
More options for your journey from Chicago, IL to Pensacola, FL
Here are some other resources that might have the information you need
