There are 10 ways to get from Santa Rosa Beach to Chicago by taxi, plane, bus, car, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Taxi to Northwest Florida Beaches International Airport, fly to Chicago Midway International Airport
best- Take the taxi from Santa Rosa Beach to Northwest Florida Beaches International Airport (ECP)taxi
- Fly from Northwest Florida Beaches International Airport (ECP) to Chicago Midway International Airport (MDW)plane ECP - MDW
3h 46m$176–536Drive to Pensacola International Airport, fly to Chicago O'Hare International Airport
cheapest- Drive from Santa Rosa Beach to Pensacola-Airport-PNScar
- Fly from Pensacola International Airport (PNS) to Chicago O'Hare International Airport (ORD)plane PNS - ORD
5h 13m$69–323Taxi, bus
- Take the taxi from Santa Rosa Beach to Crestviewtaxi
- Take the bus from Crestview to Tallahasseebus
- Take the bus from Tallahassee to Nashville Bus Stationbus
- Take the bus from Nashville Bus Station to Chicago Bus Stationbus
25h 57m$291–465Drive, taxi, bus, train
- Drive from Santa Rosa Beach to ECAT Transfer Stationcar
- Take the taxi from Palafox Street & Ivanhoe Ave to Mobiletaxi
- Take the bus from Mobile to Pascagoulabus
- Take the train from Pascagoula, MS to New Orleans, LA - Union Passenger Terminaltrain
- Take the train from New Orleans Union Passenger Terminal to Chicago Union Stationtrain
28h 43m$467–855Drive 868.5 mi
- Drive from Santa Rosa Beach to Chicagocar 868.5 mi
16h 40m$159–229Taxi to Destin–Fort Walton Beach Airport, fly to Chicago Midway International Airport
- Take the taxi from Santa Rosa Beach to Destin–Fort Walton Beach Airport (VPS)taxi
- Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago Midway International Airport (MDW)plane VPS - MDW
3h 49m$155–512Taxi to Northwest Florida Beaches International Airport, fly to Chicago O'Hare International Airport
- Take the taxi from Santa Rosa Beach to Northwest Florida Beaches International Airport (ECP)taxi
- Fly from Northwest Florida Beaches International Airport (ECP) to Chicago O'Hare International Airport (ORD)plane ECP - ORD
4h 19m$156–436Drive to Pensacola International Airport, fly to Chicago Midway International Airport
- Drive from Santa Rosa Beach to Pensacola-Airport-PNScar
- Fly from Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW)plane PNS - MDW
4h 41m$89–423Taxi to Destin–Fort Walton Beach Airport, fly to Chicago O'Hare International Airport
- Take the taxi from Santa Rosa Beach to Destin–Fort Walton Beach Airport (VPS)taxi
- Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago O'Hare International Airport (ORD)plane VPS - ORD
4h 15m$135–412Taxi, bus via Atlanta
- Take the taxi from Santa Rosa Beach to Crestviewtaxi
- Take the bus from Crestview to Tallahasseebus
- Take the bus from Tallahassee to Atlanta Bus Stationbus
- Take the bus from Atlanta Bus Station to Chicago Bus Stationbus
27h 57m$296–475
Northwest Florida Beaches International Airport (ECP) to Chicago Midway International Airport (MDW) flights
Questions & Answers
The cheapest way to get from Santa Rosa Beach to Chicago is to drive and fly which costs $65 - $330 and takes 5h 13m.
The fastest way to get from Santa Rosa Beach to Chicago is to taxi and fly which takes 3h 46m and costs $170 - $550.
The distance between Santa Rosa Beach and Chicago is 851 miles. The road distance is 873.6 miles.
The best way to get from Santa Rosa Beach to Chicago without a car is to taxi and bus which takes 25h 57m and costs $290 - $470.
It takes approximately 3h 46m to get from Santa Rosa Beach to Chicago, including transfers.
Yes, the driving distance between Santa Rosa Beach to Chicago is 874 miles. It takes approximately 16h 40m to drive from Santa Rosa Beach to Chicago.
There are 1088+ hotels available in Chicago.
What companies run services between Santa Rosa Beach, FL, USA and Chicago, IL, USA?
There is no direct connection from Santa Rosa Beach to Chicago. However, you can take the taxi to Northwest Florida Beaches International Airport (ECP) airport, fly to Chicago Midway International Airport (MDW), walk to Midway, then take the subway to Harold Washington Library. Alternatively, you can take the taxi to Crestview, take the bus to Tallahassee, walk to N Monroe Street and Silver Slipper Lane, take the bus to C.K. Steele Plaza Gate 22, take the bus to Nashville Bus Station, then take the bus to Chicago Bus Station.
- Website
- southwest.com
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 15m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $80–420
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 16m
- When
- Tuesday, Wednesday, Sunday, and Saturday
- Estimated price
- $80–420
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 20m
- When
- Saturday
- Estimated price
- $90–440
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 5h 5m
- When
- Saturday
- Estimated price
- $85–430
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 50m
- When
- Every day
- Estimated price
- $80–420
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 47m
- When
- Monday, Thursday, Friday, and Saturday
- Estimated price
- $85–440
Flights from Pensacola International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $75–400
Flights from Pensacola International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 3h 50m
- When
- Saturday
- Estimated price
- $80–410
Flights from Pensacola International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 4h 42m
- When
- Sunday, Monday, Thursday, and Friday
- Estimated price
- $100–470
Flights from Pensacola International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 5h 1m
- When
- Every day
- Estimated price
- $75–400
- Website
- delta.com
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $85–430
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 28m
- When
- Every day
- Estimated price
- $65–320
Flights from Pensacola International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $80–420
Flights from Pensacola International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 9m
- When
- Every day
- Estimated price
- $60–310
- Website
- aa.com
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 55m
- When
- Every day
- Estimated price
- $60–320
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 29m
- When
- Every day
- Estimated price
- $75–350
Flights from Destin–Fort Walton Beach Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $60–320
Flights from Pensacola International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $55–300
- Website
- united.com
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $60–320
Flights from Pensacola International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $55–300
- Website
- allegiantair.com
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 20m
- When
- Monday and Friday
- Estimated price
- $80–420
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Pascagoula, MS to New Orleans, LA - Union Passenger Terminal
- Ave. Duration
- 2h 41m
- Frequency
- Twice daily
- Estimated price
- $23–70
- Website
- https://www.amtrak.com/home.html
Train from New Orleans Union Passenger Terminal to Chicago Union Station
- Ave. Duration
- 19h 30m
- Frequency
- Once daily
- Estimated price
- $300–600
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 800-923-1799
- contactus@omexusa.net
- Website
- omnibusexpress.com
Bus from Crestview to Tallahassee
- Ave. Duration
- 2h 25m
- Frequency
- Once daily
- Estimated price
- $50–70
- Schedules at
- omnibusexpress.com
Bus from Mobile to Pascagoula
- Ave. Duration
- 46 min
- Frequency
- Once daily
- Estimated price
- $40–55
- Schedules at
- omnibusexpress.com
Bus from Crestview to Tallahassee
- Ave. Duration
- 2h 25m
- Frequency
- Once daily
- Estimated price
- $50–70
- Schedules at
- omnibusexpress.com
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Tallahassee to Nashville Bus Station
- Ave. Duration
- 10h 5m
- Frequency
- Once daily
- Estimated price
- $70–140
- Website
- https://www.greyhound.com/
Bus from Nashville Bus Station to Chicago Bus Station
- Ave. Duration
- 10h
- Frequency
- 4 times a day
- Estimated price
- $70–130
- Website
- https://www.greyhound.com/
Bus from Tallahassee to Atlanta Bus Station
- Ave. Duration
- 6h 50m
- Frequency
- Once daily
- Estimated price
- $40–80
- Website
- https://www.greyhound.com/
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h
- Frequency
- 4 times a day
- Estimated price
- $100–200
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Nashville Bus Station to Chicago Bus Station
- Ave. Duration
- 9h 15m
- Frequency
- Twice daily
- Estimated price
- $65–110
- Schedules at
- flixbus.com
Bus from Tallahassee to Atlanta Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- Once daily
- Estimated price
- $40–70
- Schedules at
- flixbus.com
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- Twice daily
- Estimated price
- $100–170
- Schedules at
- flixbus.com
- Ave. Duration
- 50 min
- Estimated price
- $70–130
Choice Taxi
- Phone
- +1 850-529-1806
- Website
- mychoicetaxi.com
Able Shuttle and Taxi
- Phone
- +1 850-607-0209
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