There are 9 ways to get from Crestview to Chicago by taxi, plane, bus (Greyhound, Flixbus), car, bus, or bus (Flixbus, Greyhound)
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 Pensacola International Airport, fly to Chicago Midway International Airport
best- Take the taxi from Crestview to Pensacola-Airport-PNStaxi
- Fly from Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW)plane PNS - MDW
3h 51m$200–554Bus to Destin–Fort Walton Beach Airport, fly to Chicago O'Hare International Airport
cheapest- Take the bus from Crestview City Hall to VA Clinic-Eglin AFBbus
- Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago O'Hare International Airport (ORD)plane VPS - ORD
5h 17m$79–336Bus
- 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
24h 55m$184–347Drive 848.7 mi
- Drive from Crestview to Chicagocar 848.7 mi
15h 33m$155–224Taxi to Pensacola International Airport, fly to Chicago O'Hare International Airport
- Take the taxi from Crestview to Pensacola-Airport-PNStaxi
- Fly from Pensacola International Airport (PNS) to Chicago O'Hare International Airport (ORD)plane PNS - ORD
4h 23m$200–544Drive to Northwest Florida Beaches International Airport, fly to Chicago Midway International Airport
- Drive from Crestview to Northwest Florida Beaches International Airport (ECP)car
- Fly from Northwest Florida Beaches International Airport (ECP) to Chicago Midway International Airport (MDW)plane ECP - MDW
4h 21m$100–454Bus to Destin–Fort Walton Beach Airport, fly to Chicago Midway International Airport
- Take the bus from Crestview City Hall to VA Clinic-Eglin AFBbus
- Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago Midway International Airport (MDW)plane VPS - MDW
4h 52m$104–456Drive to Northwest Florida Beaches International Airport, fly to Chicago O'Hare International Airport
- Drive from Crestview to Northwest Florida Beaches International Airport (ECP)car
- Fly from Northwest Florida Beaches International Airport (ECP) to Chicago O'Hare International Airport (ORD)plane ECP - ORD
4h 54m$80–344Bus via Atlanta
- 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
26h 55m$184–362
Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW) flights
Questions & Answers
The cheapest way to get from Crestview to Chicago is to drive which costs $150 - $230 and takes 15h 33m.
The fastest way to get from Crestview to Chicago is to taxi and fly which takes 3h 51m and costs $200 - $600.
No, there is no direct bus from Crestview to Chicago station. However, there are services departing from Crestview and arriving at Chicago Bus Station via N Monroe Street and Silver Slipper Lane, Tallahassee and Nashville Bus Station. The journey, including transfers, takes approximately 24h 55m.
The distance between Crestview and Chicago is 844 miles. The road distance is 853.7 miles.
The best way to get from Crestview to Chicago without a car is to bus which takes 24h 55m and costs $180 - $350.
It takes approximately 3h 51m to get from Crestview to Chicago, including transfers.
Crestview to Chicago bus services, operated by Omnibus Express, depart from Crestview station.
Crestview to Chicago bus services, operated by Omnibus Express, arrive at Tallahassee station.
Yes, the driving distance between Crestview to Chicago is 854 miles. It takes approximately 15h 33m to drive from Crestview to Chicago.
There are 1266+ hotels available in Chicago.
What companies run services between Crestview, FL, USA and Chicago, IL, USA?
You can take a bus from Crestview to Chicago Bus Station via Tallahassee, N Monroe Street and Silver Slipper Lane, Tallahassee, and Nashville Bus Station in around 24h 55m.
- Website
- southwest.com
Flights from Pensacola International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $80–410
Flights from Pensacola International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 20m
- When
- Tuesday to Friday
- Estimated price
- $85–420
Flights from Pensacola International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 45m
- When
- Saturday, Wednesday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $80–410
Flights from Pensacola International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 4h 37m
- When
- Sunday, Monday, Thursday, and Friday
- Estimated price
- $100–480
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
- $85–430
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 40m
- When
- Tuesday, Wednesday, Sunday, Monday, Thursday, and Friday
- Estimated price
- $85–430
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 4h 15m
- When
- Saturday
- Estimated price
- $85–430
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 5h 5m
- When
- Tuesday and Wednesday
- Estimated price
- $95–450
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $85–430
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 10m
- When
- Monday, Thursday, and Friday
- Estimated price
- $90–440
- Website
- delta.com
Flights from Pensacola International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 36m
- When
- Every day
- Estimated price
- $85–420
Flights from Pensacola International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 1m
- When
- Wednesday to Sunday
- Estimated price
- $100–460
Flights from Pensacola International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 4h 53m
- When
- Every day
- Estimated price
- $65–310
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $90–440
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 13m
- When
- Every day
- Estimated price
- $65–320
- Website
- aa.com
Flights from Pensacola International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 49m
- When
- Every day
- Estimated price
- $60–300
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $65–320
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 21m
- When
- Every day
- Estimated price
- $75–350
Flights from Destin–Fort Walton Beach Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $60–310
- Website
- united.com
Flights from Pensacola International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $60–300
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $65–320
- 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
- $85–430
- 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
Rome2Rio's guide to Greyhound USA
Contact 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
- $70–140
- Website
- https://www.greyhound.com/
Bus from Tallahassee to Atlanta Bus Station
- Ave. Duration
- 6h 50m
- Frequency
- Once daily
- Estimated price
- $40–85
- Website
- https://www.greyhound.com/
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h
- Frequency
- 4 times a day
- Estimated price
- $100–210
- 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
- $60–110
- Schedules at
- flixbus.com
Bus from Tallahassee to Atlanta Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- Once daily
- Estimated price
- $35–65
- Schedules at
- flixbus.com
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- Twice daily
- Estimated price
- $95–160
- Schedules at
- flixbus.com
- Phone
- +1 850-833-9168
- Website
- ecrider.org
Bus from Crestview City Hall to VA Clinic-Eglin AFB
- Ave. Duration
- 45 min
- Frequency
- Twice daily
- Estimated price
- $2–3
- Website
- http://www.ecrider.org/
- Ave. Duration
- 54 min
- Estimated price
- $110–140
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