There are 10 ways to get from Chicago to Santa Rosa Beach by plane, taxi, bus, train, or car
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, taxi
best- Fly from Chicago Midway International Airport (MDW) to Northwest Florida Beaches International Airport (ECP)plane MDW - ECP
- Take the taxi from Northwest Florida Beaches International Airport (ECP) to Santa Rosa Beachtaxi
4h 34m$202–685Fly Chicago O'Hare International Airport to Pensacola International Airport, drive
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Pensacola International Airport (PNS)plane ORD - PNS
- Drive from Pensacola-Airport-PNS to Santa Rosa Beachcar
5h 59m$64–303Bus, taxi
- Take the bus from Chicago Bus Station to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to La Grange Bus Stationbus
- Take the bus from La Grange Bus Station to Mobilebus
- Take the bus from Loxley to Crestviewbus
- Take the taxi from Crestview to Santa Rosa Beachtaxi
26h 8m$336–482Train, bus, taxi
- Take the train from Chicago Union Station to New Orleans Union Passenger Terminaltrain
- Take the train from New Orleans Union Passenger Terminal to Gulfport Amtrak Statrain
- Take the bus from Gulfport to Crestviewbus
- Take the taxi from Crestview to Santa Rosa Beachtaxi
26h 39m$704–1,053Drive 868.8 mi
- Drive from Chicago to Santa Rosa Beachcar 868.8 mi
16h 39m$159–229Fly 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 Santa Rosa Beachtaxi
4h 31m$168–645Fly Chicago O'Hare International Airport to Northwest Florida Beaches International Airport, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Northwest Florida Beaches International Airport (ECP)plane ORD - ECP
- Take the taxi from Northwest Florida Beaches International Airport (ECP) to Santa Rosa Beachtaxi
5h$168–485Fly Chicago Midway International Airport to Pensacola International Airport, drive
- Fly from Chicago Midway International Airport (MDW) to Pensacola International Airport (PNS)plane MDW - PNS
- Drive from Pensacola-Airport-PNS to Santa Rosa Beachcar
5h 34m$90–443Fly Chicago Midway International Airport to Dothan Regional Airport, drive
- Fly from Chicago Midway International Airport (MDW) to Dothan Regional Airport (DHN)plane MDW - DHN
- Drive from Dothan Regional Airport (DHN) to Santa Rosa Beachcar
7h 42m$114–581Bus, taxi via Opelika
- Take the bus from Chicago Train Station to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Opelika 4th Street Stationbus
- Take the bus from Opelika 4th Street Station to Mobilebus
- Take the bus from Loxley to Crestviewbus
- Take the taxi from Crestview to Santa Rosa Beachtaxi
27h 11m$358–500
Chicago Midway International Airport (MDW) to Northwest Florida Beaches International Airport (ECP) flights
Comparing Your Travel Options
The cheapest way to get from Chicago to Santa Rosa Beach is to fly and drive which costs $60 - $310 and takes 5h 59m.
The fastest way to get from Chicago to Santa Rosa Beach is to fly and taxi which takes 4h 31m and costs $160 - $650.
The distance between Chicago and Santa Rosa Beach is 851 miles. The road distance is 873.9 miles.
The best way to get from Chicago to Santa Rosa Beach without a car is to bus and taxi which takes 26h 8m and costs $330 - $490.
It takes approximately 4h 34m to get from Chicago to Santa Rosa Beach, including transfers.
Yes, the driving distance between Chicago to Santa Rosa Beach is 874 miles. It takes approximately 16h 39m to drive from Chicago to Santa Rosa Beach.
There are 3122+ hotels available in Santa Rosa Beach.
What companies run services between Chicago, IL, USA and Santa Rosa Beach, FL, USA?
There is no direct connection from Chicago to Santa Rosa Beach. However, you can take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Northwest Florida Beaches International Airport (ECP), then take the taxi to Santa Rosa Beach. Alternatively, you can take the bus to Atlanta Bus Station, take the bus to La Grange Bus Station, take the bus to Mobile, take the bus to Crestview, then take the taxi to Santa Rosa Beach.
- Website
- southwest.com
Flights from Chicago Midway International Airport to Northwest Florida Beaches International Airport
- Ave. Duration
- 2h 10m
- When
- Monday to Friday
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Northwest Florida Beaches International Airport via Nashville
- Ave. Duration
- 4h 9m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Northwest Florida Beaches International Airport via Columbus
- Ave. Duration
- 4h 55m
- When
- Saturday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Northwest Florida Beaches International Airport via St. Louis
- Ave. Duration
- 5h
- When
- Tuesday and Wednesday
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Destin–Fort Walton Beach Airport via Nashville
- Ave. Duration
- 4h 26m
- When
- Monday, Thursday, Friday, Tuesday, Wednesday, and Sunday
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Pensacola International Airport
- Ave. Duration
- 2h 15m
- When
- Monday to Friday
- Estimated price
- $75–420
Flights from Chicago Midway International Airport to Pensacola International Airport via St. Louis
- Ave. Duration
- 3h 52m
- When
- Tuesday, Wednesday, and Saturday
- Estimated price
- $80–430
Flights from Chicago Midway International Airport to Pensacola International Airport via Nashville
- Ave. Duration
- 4h 30m
- When
- Monday to Friday
- Estimated price
- $80–420
- Website
- delta.com
Flights from Chicago Midway International Airport to Northwest Florida Beaches International Airport via Atlanta
- Ave. Duration
- 4h 6m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago Midway International Airport to Destin–Fort Walton Beach Airport via Atlanta
- Ave. Duration
- 5h 3m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Northwest Florida Beaches International Airport via Atlanta
- Ave. Duration
- 5h 10m
- When
- Every day
- Estimated price
- $65–350
Flights from Chicago Midway International Airport to Pensacola International Airport via Atlanta
- Ave. Duration
- 4h 14m
- When
- Every day
- Estimated price
- $80–440
Flights from Chicago O'Hare International Airport to Pensacola International Airport via Atlanta
- Ave. Duration
- 4h 46m
- When
- Every day
- Estimated price
- $55–290
Flights from Chicago Midway International Airport to Dothan Regional Airport via Atlanta
- Ave. Duration
- 4h 20m
- When
- Every day
- Estimated price
- $95–550
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Northwest Florida Beaches International Airport
- Ave. Duration
- 2h 32m
- When
- Every day
- Estimated price
- $65–350
Flights from Chicago O'Hare International Airport to Northwest Florida Beaches International Airport via Charlotte
- Ave. Duration
- 5h 5m
- When
- Monday, Tuesday, Wednesday, Friday, Thursday, and Sunday
- Estimated price
- $75–380
Flights from Chicago O'Hare International Airport to Pensacola International Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $50–280
Flights from Chicago O'Hare International Airport to Pensacola International Airport via Charlotte
- Ave. Duration
- 5h 3m
- When
- Every day
- Estimated price
- $60–310
- Website
- allegiantair.com
Flights from Chicago Midway International Airport to Destin–Fort Walton Beach Airport
- Ave. Duration
- 2h 11m
- When
- Monday and Friday
- Estimated price
- $95–550
- Website
- united.com
Flights from Chicago O'Hare International Airport to Northwest Florida Beaches International Airport
- Ave. Duration
- 2h 25m
- When
- Saturday
- Estimated price
- $65–350
Flights from Chicago O'Hare International Airport to Pensacola International Airport
- Ave. Duration
- 2h 29m
- When
- Every day
- Estimated price
- $50–280
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
- $500–800
- Website
- Amtrak
Train from New Orleans Union Passenger Terminal to Gulfport Amtrak Sta
- Ave. Duration
- 59 min
- Frequency
- Twice daily
- Estimated price
- $35–60
- 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 Atlanta Bus Station
- Ave. Duration
- 16h 5m
- Frequency
- 4 times a day
- Estimated price
- $120–190
- Website
- Greyhound
Bus from Atlanta Bus Station to La Grange Bus Station
- Ave. Duration
- 1h 5m
- Frequency
- Once daily
- Estimated price
- $11–17
- Website
- Greyhound
Bus from Chicago Train Station to Atlanta Bus Station
- Ave. Duration
- 15h 55m
- Frequency
- Twice daily
- Estimated price
- $120–190
- Website
- Greyhound
Bus from Atlanta Bus Station to Opelika 4th Street Station
- Ave. Duration
- 2h 50m
- Frequency
- 3 times a day
- Estimated price
- $24–40
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to Atlanta Bus Station
- Ave. Duration
- 15h 40m
- Frequency
- Twice daily
- Estimated price
- $110–170
- Schedules at
- Flixbus USA
- Phone
- +1 800-923-1799
- [email protected]
- Website
- Omnibus Express
Bus from La Grange Bus Station to Mobile
- Ave. Duration
- 3h 32m
- Frequency
- Once daily
- Estimated price
- $65–85
- Schedules at
- Omnibus Express
Bus from Loxley to Crestview
- Ave. Duration
- 1h 24m
- Frequency
- Once daily
- Estimated price
- $45–60
- Schedules at
- Omnibus Express
Bus from Gulfport to Crestview
- Ave. Duration
- 2h 56m
- Frequency
- Once daily
- Estimated price
- $55–75
- Schedules at
- Omnibus Express
Bus from Opelika 4th Street Station to Mobile
- Ave. Duration
- 3h
- Frequency
- Once daily
- Estimated price
- $60–80
- Schedules at
- Omnibus Express
Bus from Loxley to Crestview
- Ave. Duration
- 1h 24m
- Frequency
- Once daily
- Estimated price
- $45–60
- Schedules at
- Omnibus Express
- Ave. Duration
- 55 min
- Estimated price
- $70–130
Emerald Taxi
- Phone
- +1 850-792-2546
- Website
- emeraldtaxiandshuttle.com
H2O Shuttle Taxi and Limo
- Phone
- +1 850-708-2870
Red Cabs of Panama City
- Phone
- +1 850-733-2227
- Website
- myfloridacabs.com
Quickie Taxi
- Phone
- +1 850-716-6545
- Website
- quickietaxi.com
Emerald Taxi
- Phone
- +1 850-792-2546
- Website
- emeraldtaxiandshuttle.com
H2O Shuttle Taxi and Limo
- Phone
- +1 850-708-2870
Red Cabs of Panama City
- Phone
- +1 850-733-2227
- Website
- myfloridacabs.com
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Need to know: Greyhound
Read the travel guide
Why you should take the train in the US
Read the travel guide








