Pensacola, FL PNS to Chicago, IL CHI flight with United

Thu, Nov 05
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Malta Air
2,000+ travel companies
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Journey information

Overview: Pensacola, FL to Chicago, IL flight

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Flights from Pensacola, FL to Chicago, IL depart on average 53 times per day, taking around 5h 5m. Cheap flight tickets for this journey start at €320 but you can travel from only €73 by bus.

There are 1 flights per day. The earliest flight runs at 00:15, the last at 22:10. The fastest flight covers the 789 miles (1271 km) distance in 2h 38m. November is the cheapest month to fly.

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
Cheapest alternative travel mode
Bus from €73

Plan this route

Journey facts

  • Distance789 miles (1271 km)
  • Average flight duration5h 5m
  • Cheapest ticket price€320
  • Flights per day53
  • Direct flights1
  • Fastest flight2h 38m
  • First flight12:15 AM
  • Last flight10:10 PM
  • Cheapest MonthNov
  • Cheapest DaySat
  • High SeasonJul - Sep
  • Low SeasonOct - Dec

Understand & plan this route

Explore this journey

Book with confidence

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
Cheapest alternative travel mode
Bus from €73

Frequently asked questions about your Pensacola, FL to Chicago, IL trip

Use these quick route answers to check fares, travel time, departure options, and direct services before booking from Pensacola, FL to Chicago, IL.

Cheap plane tickets from Pensacola, FL to Chicago, IL can start from as little as €320 when you book in advance. The average flight ticket price for Pensacola, FL to Chicago, IL is €451 ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The earliest flight from Pensacola, FL to Chicago, IL leaves at 12:15 AM. Plan your trip with the Journey Planner from Omio.
The latest flight from Pensacola, FL to Chicago, IL leaves at 10:10 PM.
Yes, there are 1 direct flights a day from Pensacola, FL to Chicago, IL with United. Schedules can vary on holidays or weekends with fewer direct flights.

Live departures

Pensacola, FL to Chicago, IL flight times

The table below shows live departures for Pensacola, FL to Chicago, IL flights for today, Wednesday, November 4. You can also manually refresh the results below to see updated flight journeys.

Last updated at
ProviderDepartsDurationArrivesTransfers
Tickets
American AirlinesAA457+psa airlinesAA54246:20 AM Pensacola International Airport
7h55
2:15 PM O'Hare International Airport1 transfer
American AirlinesAA1200+psa airlinesAA54246:20 AM Pensacola International Airport
5h14
11:34 AM O'Hare International Airport1 transfer
American AirlinesAA2306+psa airlinesAA54246:20 AM Pensacola International Airport
6h39
12:59 PM O'Hare International Airport1 transfer
American AirlinesAA506+psa airlinesAA56006:44 AM Pensacola International Airport
7h35
2:19 PM O'Hare International Airport1 transfer
American AirlinesAA818+psa airlinesAA56006:44 AM Pensacola International Airport
5h35
12:19 PM O'Hare International Airport1 transfer
UnitedUA1823 · UA2074 · UA21606:45 AM Pensacola International Airport
10h15
5:00 PM O'Hare International Airport2 transfers
UnitedUA1823 · UA28566:45 AM Pensacola International Airport
12h04
6:49 PM O'Hare International Airport1 transfer
UnitedUA1823 · UA7876:45 AM Pensacola International Airport
9h44
4:29 PM O'Hare International Airport1 transfer
UnitedUA1823 · UA19906:45 AM Pensacola International Airport
13h14
7:59 PM O'Hare International Airport1 transfer
UnitedUA1823 · UA2074 · UA14016:45 AM Pensacola International Airport
8h15
3:00 PM O'Hare International Airport2 transfers
UnitedUA1823 · UA4566:45 AM Pensacola International Airport
8h53
3:38 PM O'Hare International Airport1 transfer
UnitedUA1823 · UA24176:45 AM Pensacola International Airport
8h06
2:51 PM O'Hare International Airport1 transfer
UnitedUA1823 · UA5354 · UA21606:45 AM Pensacola International Airport
10h15
5:00 PM O'Hare International Airport2 transfers
American AirlinesAA2421+psa airlinesAA53657:00 AM Pensacola International Airport
9h00
4:00 PM O'Hare International Airport1 transfer
American AirlinesAA2062+psa airlinesAA53657:00 AM Pensacola International Airport
7h12
2:12 PM O'Hare International Airport1 transfer
American AirlinesAA1757 · AA25098:20 AM Pensacola International Airport
7h50
4:10 PM O'Hare International Airport1 transfer
American AirlinesAA1757 · AA5068:20 AM Pensacola International Airport
5h59
2:19 PM O'Hare International Airport1 transfer
UnitedUA6247 · UA5354 · UA21609:00 AM Pensacola International Airport
8h00
5:00 PM O'Hare International Airport2 transfers
UnitedUA6247 · UA1388 · UA15179:00 AM Pensacola International Airport
11h17
8:17 PM O'Hare International Airport2 transfers
UnitedUA6247 · UA7879:00 AM Pensacola International Airport
7h29
4:29 PM O'Hare International Airport1 transfer
UnitedUA6247 · UA10679:00 AM Pensacola International Airport
9h30
6:30 PM O'Hare International Airport1 transfer
UnitedUA6210 · UA1388 · UA151710:30 AM Pensacola International Airport
9h47
8:17 PM O'Hare International Airport2 transfers
UnitedUA6210 · UA229610:30 AM Pensacola International Airport
9h25
7:55 PM O'Hare International Airport1 transfer
UnitedUA6210 · UA2830 · UA189610:30 AM Pensacola International Airport
12h45
11:15 PM O'Hare International Airport2 transfers
UnitedUA6210 · UA106710:30 AM Pensacola International Airport
8h00
6:30 PM O'Hare International Airport1 transfer
American AirlinesAA706+psa airlinesAA508710:42 AM Pensacola International Airport
5h36
4:18 PM O'Hare International Airport1 transfer
American AirlinesAA2152+psa airlinesAA508710:42 AM Pensacola International Airport
6h45
5:27 PM O'Hare International Airport1 transfer
American AirlinesAA2327+psa airlinesAA508710:42 AM Pensacola International Airport
7h51
6:33 PM O'Hare International Airport1 transfer
American AirlinesAA1838+envoy airAA417511:23 AM Pensacola International Airport
7h07
6:30 PM O'Hare International Airport1 transfer
American AirlinesAA2126+envoy airAA417511:23 AM Pensacola International Airport
9h49
9:12 PM O'Hare International Airport1 transfer
American AirlinesAA882+envoy airAA417511:23 AM Pensacola International Airport
12h36
11:59 PM O'Hare International Airport1 transfer
envoy airAA342811:54 AM Pensacola International Airport
2h50
2:44 PM O'Hare International Airport0 transfersDirect
American AirlinesAA1249 · AA317812:07 PM Pensacola International Airport
5h31
5:38 PM O'Hare International Airport1 transfer
American AirlinesAA1249 · AA257612:07 PM Pensacola International Airport
7h29
7:36 PM O'Hare International Airport1 transfer
UnitedUA20052:22 PM Pensacola International Airport
2h40
5:02 PM O'Hare International Airport0 transfersDirect
Republic AirlinesAA43842:34 PM Pensacola International Airport
2h55
5:29 PM O'Hare International Airport0 transfersDirect
American AirlinesAA535+psa airlinesAA54993:04 PM Pensacola International Airport
7h26
10:30 PM O'Hare International Airport1 transfer
UnitedUA4956 · UA17523:10 PM Pensacola International Airport
8h16
11:26 PM O'Hare International Airport1 transfer
UnitedUA4956 · UA1535 · UA18963:10 PM Pensacola International Airport
8h05
11:15 PM O'Hare International Airport2 transfers
American AirlinesAA2002 · AA25063:47 PM Pensacola International Airport
6h43
10:30 PM O'Hare International Airport1 transfer
American AirlinesAA2002 · AA8823:47 PM Pensacola International Airport
8h12
11:59 PM O'Hare International Airport1 transfer
American AirlinesAA2002 · AA16683:47 PM Pensacola International Airport
7h28
11:15 PM O'Hare International Airport1 transfer
UnitedUA5538 · UA19433:52 PM Pensacola International Airport
17h48
9:40 AM O'Hare International Airport1 transfer
UnitedUA5538 · UA3773:52 PM Pensacola International Airport
8h07
11:59 PM O'Hare International Airport1 transfer
UnitedUA4380 · UA17524:55 PM Pensacola International Airport
6h31
11:26 PM O'Hare International Airport1 transfer
UnitedUA4380 · UA45204:55 PM Pensacola International Airport
16h38
9:33 AM O'Hare International Airport1 transfer
UnitedUA4380 · UA13264:55 PM Pensacola International Airport
7h50
12:45 AM O'Hare International Airport1 transfer
UnitedUA4380 · UA43914:55 PM Pensacola International Airport
24h10
5:05 PM O'Hare International Airport1 transfer
UnitedUA4380 · UA44174:55 PM Pensacola International Airport
20h15
1:10 PM O'Hare International Airport1 transfer
American AirlinesAA1918+envoy airAA34295:53 PM Pensacola International Airport
6h03
11:56 PM O'Hare International Airport1 transfer
American AirlinesAA2916+envoy airAA34295:53 PM Pensacola International Airport
6h51
12:44 AM O'Hare International Airport1 transfer

This is the last flight of the day.

Find all the dates and times for this journey

Why should you book Pensacola, FL to Chicago, IL flights with Omio?

United as well as American Airlines or psa airlines offer flights services from Pensacola, FL to Chicago, IL.
Omio is an official ticket reseller for all your travel options from Pensacola, FL to Chicago, IL.

Why book with Omio vs United?

  • Compare with other providers: On Omio, you can not only buy tickets for United, but also compare tickets for the likes of American Airlines or psa airlines to find the best option for your trip from Pensacola, FL to Chicago, IL.
  • Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.

Why book with Omio over Kayak, Skyscanner or Trip?

  • Compare with other providers: On Omio, you can also compare tickets for the likes of American Airlines or psa airlines to find the best option for your trip from Pensacola, FL to Chicago, IL.

Airlines

Airlines from Pensacola, FL to Chicago, IL

Flights from Pensacola, FL to Chicago, IL with United, American Airlines, and psa airlines. Flights with a stop available on this route with United, American Airlines, and psa airlines. Use the details below to compare onboard facilities.

United

About
United Airlines, established in 1926, is a major U.S. airline headquartered in Chicago, Illinois. Operating an extensive domestic and international network, United serves more destinations than any other airline, connecting travelers across six continents. The airline's eight hubs include Chicago–O'Hare, Denver, Houston–Intercontinental, Los Angeles, Newark, San Francisco, Washington–Dulles, and Guam. As a founding member of the Star Alliance, United offers a comprehensive range of services, including regional flights through United Express, catering to both leisure and business travelers. The airline is committed to sustainability, investing in sustainable aviation fuel and innovative technologies to reduce its environmental impact.
Luggage & cancellation policy
Average United Duration
2h 38m
Cheapest United Price
€320
United frequency
30 a day
Luggage included
Carry-on baggage allowance is 7kg total (2 pieces max. ) for both Choice and Flex fares on United Airlines and Virgin Australia flights.
Additional luggage
Excess baggage fees apply for additional checked luggage beyond the standard allowance.
Luggage storage
Both airlines provide checked baggage services for storing luggage during flights.
Cancellation Policy
Cancellation fees apply per person, per booking, with specific fees for different fare types.
Refund
Not applicable to flights; however, full refunds are available if flights are canceled by the airline.
Pregnant on board
Pregnant passengers are permitted to travel, with specific guidelines and medical certificates required after a certain gestational period.
Unaccompagned minor
Unaccompanied minors are permitted to travel, with specific age restrictions and services provided.
Amenities on board the airplane
Wifi
Food sold onboard
Meals and snacks are included on international flights operated by United Airlines and Virgin Australia.
Seat reservation
Seat selection may incur additional fees, depending on the fare type and airline.
Toilets
USB plugs
Accessibility
United Airlines and Virgin Australia offer services to and within Australia, providing accessible travel options for passengers with mobility needs.
Bikes
Both airlines permit bicycles onboard, with specific guidelines and fees.
Pets
United Airlines and Virgin Australia allow pets onboard, subject to specific policies and fees.
Learn more about United

American Airlines

About
American Airlines is one of the largest airlines in the world, connecting travelers to hundreds of destinations across the United States, Latin America, Europe, Asia, and beyond. Operating from major hubs such as Dallas/Fort Worth, Miami, and Charlotte, American offers a wide range of travel options. Passengers can choose from Economy with affordable fares, Premium Economy with extra space, or Business and First Class featuring flat-bed seats, premium dining, and lounge access. With a modern fleet and membership in the oneworld alliance, American Airlines combines global reach with comfort and reliability.
Luggage & cancellation policy
Average American Airlines Duration
3h 57m
Cheapest American Airlines Price
€328
American Airlines frequency
19 a day
Luggage included
1 carry-on bag (22 x 14 x 9 inches) and 1 personal item (18 x 14 x 8 inches) included in most fares
Additional luggage
Checked bags fees vary by route. First checked bag typically $30, second $40 on domestic flights
Cancellation Policy
Basic Economy tickets cannot be changed or refunded. Other fares allow changes with fee, refunds subject to fare rules.
Pregnant on board
Passengers can fly up to 36 weeks for single pregnancies, 32 weeks for multiple pregnancies. Medical certificate required within 7 days of departure if within 4 weeks of due date.
Unaccompagned minor
Children ages 5-14 can travel alone using American Airlines Unaccompanied Minor Service. Service fee is $150 each way.
Amenities on board the airplane
Wifi
Food sold onboard
USB plugs
Accessibility
American Airlines provides wheelchair assistance and special services for passengers with disabilities. Assistance must be requested at least 48 hours before departure.
Pets
Small dogs and cats allowed in cabin for $125 fee. Must be in approved carrier under seat. Service animals allowed.
Learn more about American Airlines

psa airlines

About
PSA Airlines is an American regional airline and a wholly-owned subsidiary of the American Airlines Group, operating exclusively on behalf of American Airlines under the American Eagle brand. Headquartered in Charlotte, North Carolina, PSA Airlines operates over 800 daily flights to nearly 100 destinations across the United States. The airline maintains an all-jet fleet consisting of Bombardier CRJ700 and CRJ900 regional aircraft. With a team of over 5,000 employees, PSA Airlines plays a significant role in connecting smaller cities to major hubs within American Airlines' network.
Luggage & cancellation policy
Average psa airlines Duration
4h 48m
Cheapest psa airlines Price
€328
psa airlines frequency
4 a day
Luggage included
One carry-on bag and one personal item are allowed.
Additional luggage
Additional luggage can be checked for a fee, with weight limits up to 32kg (70lbs) for a single piece.
Cancellation Policy
PSA Airlines' cancellation policy depends on the timeframe of cancellation and ticket flexibility, with some flexible ticket options offering easier cancellations.
Refund
Passengers are entitled to a refund if the airline cancels a flight and they choose not to travel.
Amenities on board the airplane
Food sold onboard
Non-alcoholic beverages are complimentary in Economy Class, while alcoholic drinks and snack boxes can be purchased.
Seat reservation
Seat selection for standard seating is typically included, but preferred or Main Cabin Extra seats may require an additional fee.
Accessibility
Wheelchair assistance is available and should be requested at least 24 hours prior to flight departure.
Bikes
Bicycles can be carried as checked baggage if handlebars are turned sideways, pedals are removed, tires are deflated, and the bike is packed in a case or durable cardboard box.

Companies, tickets, and onboard amenities between Pensacola, FL and Chicago, IL

Review the details behind your booking, from operators and ticket rules to luggage, onboard amenities, accessibility, and route-specific travel policies.

When taking a flight from Pensacola, FL to Chicago, IL, you can count on United, American Airlines, psa airlines for the best way to get you to Chicago, IL. You can also check all possible airlines who offer a service between Pensacola, FL and Chicago, IL and compare the amenities they offer before buying a plane ticket.
For international flights we recommend to arrive 2.5 to 3 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.
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.

Complete guide to Chicago, IL

Things to do in Chicago, IL

Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.

  • Must visit

Art Institute of Chicago

World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.

View on mapVisit website
  • Must visit

Field Museum

Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.

View on mapVisit website
  • Must visit

Museum of Science and Industry

Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.

View on mapVisit website

US dollar ($)

Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.

Average meal costs

Budget
$10-18 for fast food or casual takeout.
Mid-range
$20-40 per person for a restaurant meal.
Fine dining
$75+ per person for upscale restaurants.
Coffee
$3-6 for coffee or cappuccino.

Tipping culture

Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.

Plan your visit to Chicago, IL

Get destination-focused answers for the end of your trip, including what to do, when to go, practical entry details, and tips for making the most of your time in Chicago, IL.

The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Chicago, IL, travelers should be cautious of pickpocketing and purse snatching, especially in crowded areas like public transit and popular tourist spots. Common scams include fake charity solicitations and distraction thefts. It is advisable to stay alert in neighborhoods outside downtown after dark and use authorized transportation services to avoid unlicensed taxi scams. Keeping valuables secure and being aware of surroundings helps mitigate these risks.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.

FAQs: Pensacola, FL to Chicago, IL Flight

Find answers to the most common questions about traveling from Pensacola, FL to Chicago, IL 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 Chicago, IL, this guide helps you travel smarter and with confidence.

FAQs
Yes, you can take a bus between Pensacola, FL and Chicago, IL.

popular airports

Popular airports from Pensacola, FL to Chicago, IL

Most Pensacola, FL to Chicago, IL flights use the Pensacola International Airport to O'Hare International Airport airport pair. Use this guide to compare Pensacola, FL and Chicago, IL airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.

Departure airports in Pensacola
Arrival airports in Chicago

Which Pensacola, FL airport do flights to Chicago, IL leave from?

Flights from Pensacola, FL to Chicago, IL depart from Pensacola International Airport. The airport is 3 miles (5 km) from Pensacola, FL city centre at Pensacola International Airport (PNS), 2430 Airport Blvd, Pensacola, FL 32504, USA.
Pensacola International Airport (PNS)Pensacola International Airport (PNS), 2430 Airport Blvd, Pensacola, FL 32504, USAWifiParkingDiningATMTaxisAccessibilityWCShowerTicket Office
City-centre transport

Getting to Pensacola International Airport from Pensacola city centre

Pensacola International Airport is 4 km from Pensacola city centre. Public transport options include:

Bus31 · 27m · €2

Pensacola International Airport airport facilities and services

Pensacola International Airport has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.

Food and drink

Food options include: Multiple dining options available in the terminal.

Wi-Fi and ATMs

Free Wi-Fi available throughout the terminal. ATMs are aTMs located throughout the terminal.

Tickets and information

Ticket office support is available at Pensacola International Airport.

Parking, taxis and toilets

Available at Pensacola International Airport: Parking, Taxis, WC.

Accessibility

Accessibility facilities are available at Pensacola International Airport: The airport is fully ADA compliant with accessible pathways.

Airports for flights from Pensacola, FL to Chicago, IL

See which airports are used for flights between Pensacola, FL and Chicago, IL, including airport details.

Flights from Pensacola, FL to Chicago, IL generally leave from Pensacola International Airport and arrive in O'Hare International Airport.Pensacola International Airport is 3 miles (5 km) away from Pensacola, FL city centre and O'Hare International Airport is 2 miles (4 km) from Chicago, IL city centre.

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