There are 9 ways to get from Crestview to Chicago by taxi, plane, bus (Greyhound, Flixbus), car, or bus
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 56m$195–564Drive to Northwest Florida Beaches International Airport, fly to Chicago O'Hare International Airport
cheapest- 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 50m$75–344Bus
- 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$214–327Drive 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 25m$175–454Drive 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 26m$95–454Bus 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 50m$99–456Bus to Destin–Fort Walton Beach Airport, fly to Chicago O'Hare International Airport
- 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 15m$79–346Bus 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
27h 40m$209–337
Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW) flights
Comparing Your Travel Options
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 56m and costs $190 - $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 25h.
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 25h and costs $210 - $330.
It takes approximately 3h 56m 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 1294+ 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 25h.
- Website
- delta.com
Flights from Pensacola International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $80–430
Flights from Pensacola International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 41m
- When
- Every day
- Estimated price
- $60–330
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 25m
- When
- Every day
- Estimated price
- $80–430
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 47m
- When
- Every day
- Estimated price
- $80–440
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 36m
- When
- Every day
- Estimated price
- $60–330
Flights from Destin–Fort Walton Beach Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 34m
- When
- Every day
- Estimated price
- $60–330
- Website
- southwest.com
Flights from Pensacola International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 20m
- When
- Monday to Friday
- Estimated price
- $75–420
Flights from Pensacola International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 35m
- When
- Monday to Wednesday
- Estimated price
- $80–430
Flights from Pensacola International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 5h 5m
- When
- Tuesday and Wednesday
- Estimated price
- $100–480
Flights from Pensacola International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 5h 16m
- When
- Monday to Wednesday
- Estimated price
- $75–420
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 20m
- When
- Monday to Friday
- Estimated price
- $80–430
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 45m
- When
- Monday, Thursday, Friday, and Saturday
- Estimated price
- $85–450
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Kansas City
- Ave. Duration
- 4h 35m
- When
- Saturday
- Estimated price
- $100–500
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 5h 17m
- When
- Monday, Thursday, Friday, Sunday, Tuesday, and Wednesday
- Estimated price
- $80–430
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 48m
- When
- Monday, Thursday, Friday, Tuesday, Wednesday, and Sunday
- Estimated price
- $80–430
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 5h 30m
- When
- Saturday
- Estimated price
- $85–440
- Website
- aa.com
Flights from Pensacola International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $55–310
Flights from Pensacola International Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 24m
- When
- Every day
- Estimated price
- $70–360
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 40m
- When
- Every day
- Estimated price
- $60–320
Flights from Destin–Fort Walton Beach Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 43m
- When
- Saturday, Monday, Tuesday, Wednesday, Thursday, and Sunday
- Estimated price
- $60–320
- Website
- united.com
Flights from Pensacola International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $55–310
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 39m
- When
- Saturday
- Estimated price
- $60–320
- Website
- allegiantair.com
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 18m
- When
- Monday and Friday
- Estimated price
- $80–430
- Phone
- +1 800-923-1799
- [email protected]
- Website
- Omnibus Express
Bus from Crestview to Tallahassee
- Ave. Duration
- 2h 25m
- Frequency
- Once daily
- Estimated price
- $50–70
- Schedules at
- Omnibus Express
Bus from Crestview to Tallahassee
- Ave. Duration
- 2h 25m
- Frequency
- Once daily
- Estimated price
- $50–70
- Schedules at
- Omnibus Express
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Tallahassee to Nashville Bus Station
- Ave. Duration
- 10h 10m
- Frequency
- Once daily
- Estimated price
- $85–130
- Website
- Greyhound
Bus from Nashville Bus Station to Chicago Bus Station
- Ave. Duration
- 10h
- Frequency
- 4 times a day
- Estimated price
- $85–130
- Website
- Greyhound
Bus from Tallahassee to Atlanta Bus Station
- Ave. Duration
- 6h 50m
- Frequency
- Once daily
- Estimated price
- $50–80
- Website
- Greyhound
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h
- Frequency
- 4 times a day
- Estimated price
- $120–190
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Nashville Bus Station to Chicago Bus Station
- Ave. Duration
- 11h 25m
- Frequency
- 3 times a day
- Estimated price
- $75–120
- Schedules at
- Flixbus USA
Bus from Tallahassee to Atlanta Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 5 times a week
- Estimated price
- $45–75
- Schedules at
- Flixbus USA
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h 10m
- Frequency
- 3 times a day
- Estimated price
- $110–170
- Schedules at
- Flixbus USA
- Phone
- +1 850-833-9168
- Website
- Emerald Coast Rider
Bus from Crestview City Hall to VA Clinic-Eglin AFB
- Ave. Duration
- 45 min
- Frequency
- Twice daily
- Estimated price
- $2–3
- Website
- Emerald Coast Rider
Bus from Crestview City Hall to VA Clinic-Eglin AFB
- Ave. Duration
- 45 min
- Frequency
- Twice daily
- Estimated price
- $2–3
- Website
- Emerald Coast Rider
- Ave. Duration
- 54 min
- Estimated price
- $110–140
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