There are 10 ways to get from Chicago to Hollywood Beach by plane, bus (Greyhound, Flixbus), train, bus, car, or taxi
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Chicago Midway International Airport to Northwest Florida Beaches International Airport
best- Fly from Chicago Midway International Airport (MDW) to Northwest Florida Beaches International Airport (ECP)plane MDW - ECP
4h 3m$152–565Fly Chicago O'Hare International Airport to Northwest Florida Beaches International Airport
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Northwest Florida Beaches International Airport (ECP)plane ORD - ECP
4h 41m$132–465Bus
- Take the bus from Chicago Bus Station to Nashville Bus Stationbus
- Take the bus from Nashville Bus Station to Tallahasseebus
- Take the bus from Tallahassee to Panama City Beach Bus Stationbus
23h 48m$192–350Train, bus, drive
- Take the train from Chicago Union Station to New Orleans Union Passenger Terminaltrain
- Take the train from New Orleans Union Passenger Terminal to Mobile Amtrak Statrain
- Take the bus from Mobile to Crestviewbus
- Drive from Crestview to Hollywood Beachcar
27h 41m$383–785Drive 880.4 mi
- Drive from Chicago to Hollywood Beachcar 880.4 mi
16h 52m$161–233Fly Chicago Midway International Airport to Destin–Fort Walton Beach Airport, taxi
- Fly from Chicago Midway International Airport (MDW) to Destin–Fort Walton Beach Airport (VPS)plane MDW - VPS
- Take the taxi from Destin–Fort Walton Beach Airport (VPS) to Hollywood Beachtaxi
4h 54m$228–665Fly Chicago O'Hare International Airport to Destin–Fort Walton Beach Airport, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Destin–Fort Walton Beach Airport (VPS)plane ORD - VPS
- Take the taxi from Destin–Fort Walton Beach Airport (VPS) to Hollywood Beachtaxi
5h 20m$208–565Bus via Atlanta
- Take the bus from Chicago Bus Station to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Tallahasseebus
- Take the bus from Tallahassee to Panama City Beach Bus Stationbus
26h 43m$199–365Train, bus via New Orleans
- Take the train from Chicago Union Station to New Orleans Union Passenger Terminaltrain
- Take the bus from New Orleans Bus Station to Mobile Bus Stationbus
- Take the bus from Mobile Bus Station to Panama City Beach Bus Stationbus
28h$377–748Train, bus
- Take the train from Chicago Union Station to Jacksonvilletrain Floridian
- Take the bus from Jacksonville to Panama City Beach Bus Stationbus Greyhound US0760S
44h 5m$573–1,151
Chicago Midway International Airport (MDW) to Northwest Florida Beaches International Airport (ECP) flights
Questions & Answers
The cheapest way to get from Chicago to Hollywood Beach is to drive which costs $160 - $240 and takes 16h 52m.
The fastest way to get from Chicago to Hollywood Beach is to fly which takes 4h 3m and costs $150 - $600.
No, there is no direct bus from Chicago station to Hollywood Beach station. However, there are services departing from Chicago Bus Station and arriving at Panama City Beach Bus Station via Nashville Bus Station and Tallahassee. The journey, including transfers, takes approximately 23h 48m.
The distance between Chicago and Hollywood Beach is 830 miles. The road distance is 885.6 miles.
The best way to get from Chicago to Hollywood Beach without a car is to bus which takes 23h 48m and costs $190 - $350.
It takes approximately 4h 3m to get from Chicago to Hollywood Beach, including transfers.
Chicago to Hollywood Beach bus services, operated by Greyhound USA, depart from Chicago Bus Station.
The best way to get from Chicago to Hollywood Beach is to fly which takes 4h 3m and costs $150 - $600. Alternatively, you can bus, which costs $190 - $350 and takes 23h 48m.
Chicago to Hollywood Beach bus services, operated by Greyhound USA, arrive at Nashville Bus Station.
Yes, the driving distance between Chicago to Hollywood Beach is 886 miles. It takes approximately 16h 52m to drive from Chicago to Hollywood Beach.
What companies run services between Chicago, IL, USA and Hollywood Beach, FL, USA?
Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Northwest Florida Beaches International Airport (ECP) 5 times a day. Alternatively, you can take a bus from Chicago Bus Station to Hollywood Beach via Nashville Bus Station, Tallahassee, and Panama City Beach Bus Station in around 23h 48m.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Northwest Florida Beaches International Airport
- Ave. Duration
- 2h 6m
- When
- Saturday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $100–500
Flights from Chicago Midway International Airport to Northwest Florida Beaches International Airport via Nashville
- Ave. Duration
- 4h 20m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $100–500
Flights from Chicago Midway International Airport to Northwest Florida Beaches International Airport via St. Louis
- Ave. Duration
- 4h 10m
- When
- Saturday
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Destin–Fort Walton Beach Airport via Nashville
- Ave. Duration
- 4h 5m
- When
- Monday, Thursday, Friday, Tuesday, Wednesday, and Sunday
- Estimated price
- $100–500
Flights from Chicago Midway International Airport to Destin–Fort Walton Beach Airport via St. Louis
- Ave. Duration
- 3h 50m
- When
- Sunday
- Estimated price
- $100–550
- Website
- delta.com
Flights from Chicago Midway International Airport to Northwest Florida Beaches International Airport via Atlanta
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Northwest Florida Beaches International Airport via Atlanta
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $80–410
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Northwest Florida Beaches International Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $80–400
Flights from Chicago O'Hare International Airport to Northwest Florida Beaches International Airport via Charlotte
- Ave. Duration
- 5h 9m
- When
- Every day
- Estimated price
- $95–440
Flights from Chicago O'Hare International Airport to Destin–Fort Walton Beach Airport
- Ave. Duration
- 2h 28m
- When
- Every day
- Estimated price
- $75–400
- Website
- united.com
Flights from Chicago O'Hare International Airport to Northwest Florida Beaches International Airport
- Ave. Duration
- 2h 33m
- When
- Every day
- Estimated price
- $80–400
- Website
- allegiantair.com
Flights from Chicago Midway International Airport to Destin–Fort Walton Beach Airport
- Ave. Duration
- 2h 13m
- When
- Monday
- Estimated price
- $95–500
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to New Orleans Union Passenger Terminal
- Ave. Duration
- 19h 42m
- Frequency
- Once daily
- Estimated price
- $290–650
- Website
- Amtrak
Train from New Orleans Union Passenger Terminal to Mobile Amtrak Sta
- Ave. Duration
- 2h 43m
- Frequency
- Twice daily
- Estimated price
- $30–90
- Website
- Amtrak
Train from Chicago Union Station to New Orleans Union Passenger Terminal
- Ave. Duration
- 19h 42m
- Frequency
- Once daily
- Estimated price
- $290–650
- Website
- Amtrak
Train from Chicago Union Station to Jacksonville
- Ave. Duration
- 34h 52m
- Frequency
- Once daily
- Estimated price
- $490–1,100
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Bus Station to Nashville Bus Station
- Ave. Duration
- 9h 55m
- Frequency
- Every 4 hours
- Estimated price
- $70–140
- Website
- Greyhound
Bus from Nashville Bus Station to Tallahassee
- Ave. Duration
- 9h 25m
- Frequency
- Twice daily
- Estimated price
- $70–140
- Website
- Greyhound
Bus from Tallahassee to Panama City Beach Bus Station
- Ave. Duration
- 2h 10m
- Frequency
- 4 times a day
- Estimated price
- $15–30
- Website
- Greyhound
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 16h 5m
- Frequency
- Every 4 hours
- Estimated price
- $100–210
- Website
- Greyhound
Bus from Atlanta Bus Station to Tallahassee
- Ave. Duration
- 6h 35m
- Frequency
- Twice daily
- Estimated price
- $40–85
- Website
- Greyhound
Bus from Tallahassee to Panama City Beach Bus Station
- Ave. Duration
- 2h 10m
- Frequency
- 4 times a day
- Estimated price
- $15–30
- Website
- Greyhound
Bus from New Orleans Bus Station to Mobile Bus Station
- Ave. Duration
- 2h 20m
- Frequency
- Every 4 hours
- Estimated price
- $21–40
- Website
- Greyhound
Bus from Mobile Bus Station to Panama City Beach Bus Station
- Ave. Duration
- 3h 40m
- Frequency
- 4 times a day
- Estimated price
- $24–50
- Website
- Greyhound
Bus from Jacksonville to Panama City Beach Bus Station
- Ave. Duration
- 7h
- Frequency
- Twice daily
- Estimated price
- $40–80
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to Nashville Bus Station
- Ave. Duration
- 11h 30m
- Frequency
- 3 times a day
- Estimated price
- $75–130
- Schedules at
- Flixbus USA
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 15h 40m
- Frequency
- 3 times a day
- Estimated price
- $110–190
- Schedules at
- Flixbus USA
Bus from Atlanta Bus Station to Tallahassee
- Ave. Duration
- 6h 10m
- Frequency
- Twice daily
- Estimated price
- $45–75
- Schedules at
- Flixbus USA
Bus from New Orleans Bus Station to Mobile Bus Station
- Ave. Duration
- 2h 25m
- Frequency
- Twice daily
- Estimated price
- $22–40
- Schedules at
- Flixbus USA
- Phone
- +1 800-923-1799
- [email protected]
- Website
- Omnibus Express
Bus from Mobile to Crestview
- Ave. Duration
- 1h 43m
- Frequency
- Once daily
- Estimated price
- $45–65
- Schedules at
- Omnibus Express
- Ave. Duration
- 1h 6m
- Estimated price
- $130–160
Quickie Taxi
- Phone
- +1 850-716-6545
- Website
- quickietaxi.com
Quickie Taxi
- Phone
- +1 850-716-6545
- Website
- quickietaxi.com
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