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Chicago, IL, USA to Pensacola Beach, FL, USA from $62: 10 ways by bus, train, flight or car

Compare Travel Options and Prices

from
Chicago, United States of America
to
Pensacola Beach, United States of America

How to Get from Chicago to Pensacola Beach: Cheapest, Fastest and Best Way

1Map provides directions to cities, towns, landmarks, attractions, and addresses worldwide, offering thousands of multi-modal routes to easily get you from point A to point B.

$62 - PlaneBest price
1292 kmDistance
4h 49m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Chicago to Pensacola Beach with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

Company
various
Plane
Taxi
Average Duration
4h  49m
Estimated price
$222-445
Recommended
Company
various
Plane
Drive
Average Duration
7h  9m
Estimated price
$62-287
Cheapest
route map
Distance: 1292 km
Duration: 4h 49m

See more options

Company
various
Plane
Bus
Average Duration
6h  15m
Estimated price
$72-439
Company
various
Plane
Bus
Average Duration
6h  43m
Estimated price
$72-429
Company
various
Plane
Drive
Average Duration
5h  48m
Estimated price
$84-451
Company
various
Plane
Drive
Average Duration
6h  22m
Estimated price
$84-451
Company
various
Train
Bus
Drive
Average Duration
24h  23m
Estimated price
$2220-2221
Company
various
Train
Bus
Average Duration
26h  38m
Estimated price
$2222-2223
Company
various
Bus
Average Duration
28h  17m
Estimated price
$2224-2225
Company
various
Drive
Average Duration
15h  24m
Estimated price
$2226-2227

Traveling From Chicago to Pensacola Beach

Traveling from the vibrant cityscape of Chicago to the serene shores of Pensacola Beach offers a fascinating shift from urban hustle to coastal relaxation.

Best Neighbourhoods in Pensacola Beach

Pensacola Beach boasts vibrant neighborhoods that cater to every traveler’s needs.

Gulf Breeze
• Stunning waterfront views available throughout the area
• Great dining options with local seafood specialties
Navarre Beach
• Quiet atmosphere perfect for families and relaxation
• Beautiful pristine sands ideal for sunbathing and swimming
Pensacola Beach Village
• Offers a lively social scene with bars and live music
• Close proximity to iconic landmarks and shops

Best Times To Visit Pensacola Beach's Attractions

Planning your trip can enhance your experience at Pensacola Beach attractions.

Pensacola Beach Boardwalk
Visiting early on weekday mornings offers a peaceful stroll with fewer crowds.
Fort Pickens
Late afternoons during the week allow for stunning sunset views and less traffic.
Gulf Islands National Seashore
Fall is ideal for fewer visitors and comfortable weather for exploring.

Pensacola Beach Weather: What to Expect Year-Round

Pensacola Beach enjoys a subtropical climate, with warm summers and mild winters, making it a year-round destination. The best times to visit are in the spring and fall, as the pleasant weather enhances beach activities and exploration.

Dining Recommendation in Pensacola Beach

Try the blackened snapper at The Fish House, where the infusion of local Gulf seafood and vibrant spices creates a flavor profile distinct from Chicago's classic deep-dish pizza. Dining here immerses you in a relaxed, coastal atmosphere, showcasing Pensacola's rich culinary heritage while embracing fresh, local ingredients.

Chicago - Pensacola Beach operators

Explore transport companies operating between Chicago and Pensacola Beach, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Bus
Contact phone
+1 850-595-3228
Website
goecat.com

Bus from ECAT Transfer Station to Pensacola Beach Visitors Info Center

Average Duration
24m
Estimated price
$2873-2874
Contact phone
+1 214-849-8100
Website
greyhound.com

Bus from New Orleans Bus Station to Mobile Bus Station

Average Duration
2h 20m
Estimated price
$28735-44565

Bus from New Orleans Bus Station to Biloxi Transit Center

Average Duration
1h 40m
Estimated price
$28730-2875

Bus from Chicago Train Station to Nashville Bus Station

Average Duration
9h 50m
Estimated price
$44560-627

Bus from Nashville Bus Station to Tallahassee Bus Station

Average Duration
11h 25m
Estimated price
$44565-627
Contact phone
+1 888 358 6762
Website
tornadobus.com

Bus from Love's Travel Stop - Biloxi to Pensacola

Average Duration
2h
Estimated price
$28739-44565

Bus from Denny's - Tallahassee, FL to Pensacola

Average Duration
3h 45m
Estimated price
$626-2876
Train
Contact phone
+1 800-872-7245
Website
amtrak.com

Train from Chicago Union Station to New Orleans Union Passenger Terminal

Average Duration
19h 42m
Estimated price
$626-445580
Contact phone
+1 800-872-7245
Website
amtrak.com

Train from Chicago Union Station to Nashville

Average Duration
9h 55m
Estimated price
$2878-287410
Plane
Website
allegiantair.com

Plane from Chicago Midway to Valparaiso

Average Duration
2h 15m
Estimated price
$624-625
Website
southwest.com

Plane from Chicago Midway to Valparaiso

Average Duration
4h 38m
Estimated price
$4457-4458

Plane from Chicago Midway to Pensacola

Average Duration
2h 10m
Estimated price
$4457-4458
Website
delta.com

Plane from Chicago Midway to Pensacola

Average Duration
4h 52m
Estimated price
$2228-622
Website
aa.com

Plane from Chicago O'Hare to Pensacola

Average Duration
2h 32m
Estimated price
$2226-621
Website
united.com

Plane from Chicago O'Hare to Pensacola

Average Duration
2h 28m
Estimated price
$2226-621

Trips from Chicago