>>>>
Cheap Flights from Chicago to Pensacola
Worldwide Coverage
Flights to over 5,000 cities
One-stop Service Guarantee
Price guaranteed upon confirmed payment, booking guaranteed once tickets issued
Secure Payment
Convenient & reliable booking and payment system
Cheap Flights from Chicago to Pensacola starting at CNY 73
We've found these cheap flights for you. You can book one-way or return flight tickets.
- One way
- Round-trip
- MDW10:3010h 23m1 stopPNS20:53Sat, May 4|Chicago - Pensacola|Frontier AirlinesCNY 73CNY 13847% OFF47% OFFCNY 138CNY 73
- ORD18:2723h1 stopPNS17:27Thu, May 2|Chicago - Pensacola|Frontier AirlinesCNY 77CNY 13844% OFF44% OFFCNY 138CNY 77
- ORD10:586h 33m1 stopPNS17:31Tue, May 14|Chicago - Pensacola|Spirit AirlinesCNY 84CNY 13839% OFF39% OFFCNY 138CNY 84
- ORD21:2511h 41m1 stopPNS09:06Fri, May 3|Chicago - Pensacola|Spirit AirlinesCNY 109CNY 109
- MDW05:3011h 57m1 stopPNS17:27Fri, Apr 26|Chicago - Pensacola|Frontier AirlinesCNY 112CNY 112
- MDW05:5115h 22m1 stopPNS21:13Tue, Jun 25|Chicago - Pensacola|Frontier AirlinesCNY 112CNY 112
- ORD21:2511h 36m1 stopPNS09:01Mon, May 6|Chicago - Pensacola|Spirit AirlinesCNY 112CNY 112
- ORD10:586h 33m1 stopPNS17:31Mon, May 20|Chicago - Pensacola|Spirit AirlinesCNY 113CNY 113
- ORD10:586h 33m1 stopPNS17:31Tue, May 28|Chicago - Pensacola|Spirit AirlinesCNY 113CNY 113
- ORD10:586h 33m1 stopPNS17:31Mon, May 13|Chicago - Pensacola|Spirit AirlinesCNY 114CNY 114
- CHI13:003h 5mDirectPNS14:00Wed, May 1|Chicago - Pensacola|Frontier AirlinesFind More FlightsFind More Flights
Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
Cheapest time to fly from Chicago to Pensacola
We monitor flight fares to help you find the best deals effortlessly
Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.
Cheapest Airlines flying from Chicago to Pensacola
Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.
Frontier Airlines
From S$ 73
Spirit Airlines
From S$ 85
American Airlines
From S$ 140
Delta Air Lines
From S$ 147
Southwest Airlines
From S$ 208
United Airlines
From S$ 368
ANA airlines
Find more flights and airlines
Alternative Routes from Chicago to Pensacola
Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Chicago to Pensacola.
- CheapestMDW10:3010h 23m1 transferPNS20:53Midway International Airport - Pensacola International AirportSat, May 4Frontier AirlinesS$ 73
- ORD18:2723h 0m1 transferPNS17:27O'Hare International Airport - Pensacola International AirportThu, May 2Frontier AirlinesS$ 77
- ORD18:2723h 0m1 transferPNS17:27O'Hare International Airport - Pensacola International AirportThu, May 2Frontier AirlinesS$ 77Find More Flights
Frequently Asked Questions
How to find a cheap flight from Chicago to Pensacola
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Pensacola. Book your flights at the right time and save more.
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
Compare Flight Prices
Compare prices on travel agency and airline websites.
Look Out for Deals
Check airline and travel agency websites for latest flight deals
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com
Find cheapest flight ticket from Chicago to Pensacola
Cheapest direct flight price | S$ 73 |
---|---|
Cheapest return ticket price | S$ 344 |
Cheapest month | January |
Peak season for travel | October |
Flight distance | 1,269.14km |
Average flight time | 2 hours 51 minutes |
Popular airline | Delta Air Lines |
Plan Your Trip Around Pensacola
Find Cheap Flights & Deals on Trip.com
Popular Flights from Chicago
- Flights Chicago to Taipei
- Flights Chicago to Hong Kong
- Flights Chicago to Shanghai
- Flights Chicago to Seoul
- Flights Chicago to Tokyo
- Flights Chicago to Bangkok
- Flights Chicago to New York
- Flights Chicago to Manila
- Flights Chicago to Beijing
- Flights Chicago to Atlanta
- Flights Chicago to Orlando
- Flights Chicago to Dallas
- Flights from O'Hare International Airport to Singapore
- Flights from Midway International Airport to Singapore
- Flights from Chicago to Beihai Fucheng Airport
- Flights from Chicago to Changde Taohuayuan Airport
- Flights from Chicago to Zhengzhou Xinzheng International Airport
- Flights from Chicago to Chiayi Airport
- Flights from Chicago to DDG Airport
- Flights from Chicago to Ordos Ejin Horo Airport
- Flights from Midway International Airport to Singapore Changi Airport
- Flights from O'Hare International Airport to Singapore Changi Airport
Recommended Hotels in Pensacola
- Hotels near Southwest Library
- Hotels near University of West Florida Innovation Institute
- Hotels near Museum of Industry
- Hotels near Walmart Supercenter
- Hotels near Edible Arrangements
- Hotels near Splash pad
- Hotels near Poor Richards Antiques
- Hotels near Southeast Pensacola
- Hotels near Pensacola Museum of Art
Popular Flights to Pensacola
- Flights Fort Lauderdale to Pensacola
- Flights Orlando to Pensacola
- Flights Los Angeles to Pensacola
- Flights Milwaukee to Pensacola
- Flights Denver to Pensacola
- Flights San Francisco to Pensacola
- Flights Omaha to Pensacola
- Flights San Diego to Pensacola
- Flights Philadelphia to Pensacola
- Flights Tampa to Pensacola
- Flights Las Vegas to Pensacola
- Flights Houston to Pensacola
- Flights from Singapore Changi Airport to Pensacola
- Flights from London to Pensacola International Airport
- Flights from Tokyo to Pensacola International Airport
- Flights from Sapporo to Pensacola International Airport
- Flights from Osaka to Pensacola International Airport
- Flights from Dubai to Pensacola International Airport
- Flights from San Francisco to Pensacola International Airport
- Flights from Singapore Changi Airport to Pensacola International Airport
Recommended Routes
- Flights Los Angeles to New York
- Flights New York to Los Angeles
- Flights San Francisco to Los Angeles
- Flights San Francisco to Las Vegas
- Flights Los Angeles to Las Vegas
- Flights Los Angeles to Honolulu
- Flights Las Vegas to San Francisco
- Flights San Francisco to New York
- Flights Los Angeles to San Francisco
- Flights New York to Orlando
- Flights New York to San Francisco
- Flights New York to Miami
- Flights from Los Angeles International Airport to Burbank
- Flights from Los Angeles International Airport to Santa Ana
- Flights from Los Angeles International Airport to Long Beach
- Flights from Orlando International Airport to Sarasota
- Flights from Orlando International Airport to Tampa
- Flights from Orlando International Airport to Gainesville
- Flights from San Francisco to Scotts Bluff County Airport
- Flights from San Francisco to WilkesBarre International Airport
- Flights from San Francisco to Chadron Municipal Airport
- Flights from San Francisco to Kalamazoo Airport
- Flights from San Francisco to Willard Airport
- Flights from San Francisco to Colorado Springs Airport
- Flights from Orlando International Airport to Tampa International Airport
- Flights from Paine Field Airport to Bishop
Payment Methods
Our Partners
Copyright © 2024 Trip.com Travel Singapore Pte. Ltd. All rights reserved
Site Operator: Trip.com Travel Singapore Pte. Ltd. Travel License No. 02943
Site Operator: Trip.com Travel Singapore Pte. Ltd. Travel License No. 02943