There are 10 ways to get from Crestview to Chicago by car, plane, bus (Greyhound, Flixbus), bus, 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.
Drive to Northwest Florida Beaches International Airport, fly to Chicago Midway International Airport
best- Drive from Crestview to Northwest Florida Beaches International Airport (ECP)
- Fly from Northwest Florida Beaches International Airport (ECP) to Chicago Midway International Airport (MDW)ECP - MDW
4h 25m$95–444Drive to Northwest Florida Beaches International Airport, fly to Chicago O'Hare International Airport
cheapest- Drive from Crestview to Northwest Florida Beaches International Airport (ECP)
- Fly from Northwest Florida Beaches International Airport (ECP) to Chicago O'Hare International Airport (ORD)ECP - ORD
4h 46m$75–344Bus
- Take the bus from Crestview to Tallahassee
- Take the bus from Tallahassee to Nashville Bus Station
- Take the bus from Nashville Bus Station to Chicago Bus Station
24h 35m$179–387Bus, train
- Take the bus from McDonald's - Crestview to Love's Travel Stop - Biloxi
- Take the bus from Biloxi Transit Center to New Orleans Bus Station
- Take the train from New Orleans Union Passenger Terminal to Chicago Union Station
26h 41m$234–769Drive 849.5 mi
- Drive from Crestview to Chicago849.5 mi
15h 27m$155–224Bus to Destin–Fort Walton Beach Airport, fly to Chicago O'Hare International Airport
- Take the bus from Crestview City Hall to VA Clinic-Eglin AFB
- Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago O'Hare International Airport (ORD)VPS - ORD
5h 18m$79–346Bus to Destin–Fort Walton Beach Airport, fly to Chicago Midway International Airport
- Take the bus from Crestview City Hall to VA Clinic-Eglin AFB
- Fly from Destin–Fort Walton Beach Airport (VPS) to Chicago Midway International Airport (MDW)VPS - MDW
4h 51m$99–446Bus to Pensacola International Airport, fly to Chicago Midway International Airport
- Take the bus from McDonald's - Crestview to Circle K Pensacola
- Fly from Pensacola International Airport (PNS) to Chicago Midway International Airport (MDW)PNS - MDW
6h 58m$144–625Bus to Pensacola International Airport, fly to Chicago O'Hare International Airport
- Take the bus from McDonald's - Crestview to Circle K Pensacola
- Fly from Pensacola International Airport (PNS) to Chicago O'Hare International Airport (ORD)PNS - ORD
7h 23m$224–475Bus via Atlanta
- Take the bus from Crestview to Tallahassee
- Take the bus from Tallahassee to Atlanta Bus Station
- Take the bus from Atlanta Bus Station to Chicago Bus Station
26h 55m$174–407
Northwest Florida Beaches International Airport (ECP) 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 27m.
The fastest way to get from Crestview to Chicago is to drive and fly which takes 4h 25m and costs $95 - $450.
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 35m.
The distance between Crestview and Chicago is 887 miles. The road distance is 854.4 miles.
The best way to get from Crestview to Chicago without a car is to bus which takes 24h 35m and costs $170 - $390.
It takes approximately 4h 25m 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 27m to drive from Crestview to Chicago.
There are 1245+ 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 35m.
- Website
- delta.com
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 5h 18m
- When
- Monday, Tuesday, Friday, and Sunday
- Estimated price
- $85–430
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 15m
- When
- Every day
- Estimated price
- $60–330
Flights from Pensacola International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $95–490
Flights from Pensacola International Airport to Chicago O'Hare International Airport via Atlanta
- Ave. Duration
- 5h 4m
- When
- Every day
- Estimated price
- $70–370
- Website
- southwest.com
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 20m
- When
- Monday, Thursday, and Friday
- Estimated price
- $80–420
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 5h 7m
- When
- Every day
- Estimated price
- $80–420
Flights from Northwest Florida Beaches International Airport to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 5h 30m
- When
- Saturday
- Estimated price
- $80–420
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 35m
- When
- Saturday
- Estimated price
- $60–320
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport via Nashville
- Ave. Duration
- 4h 45m
- When
- Monday, Tuesday, Friday, and Sunday
- Estimated price
- $60–320
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 10m
- When
- Saturday
- Estimated price
- $85–430
Flights from Pensacola International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 15m
- When
- Monday, Thursday, and Friday
- Estimated price
- $90–470
Flights from Pensacola International Airport to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 28m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $90–470
Flights from Pensacola International Airport to Chicago O'Hare International Airport via Nashville
- Ave. Duration
- 4h 55m
- When
- Every day
- Estimated price
- $70–360
- Website
- aa.com
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 43m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $60–320
Flights from Northwest Florida Beaches International Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 9m
- When
- Every day
- Estimated price
- $70–350
Flights from Destin–Fort Walton Beach Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $60–320
Flights from Pensacola International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $70–360
- 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 34m
- When
- Every day
- Estimated price
- $70–360
- Website
- allegiantair.com
Flights from Destin–Fort Walton Beach Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 19m
- When
- Tuesday and Saturday
- Estimated price
- $80–420
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from New Orleans Union Passenger Terminal to Chicago Union Station
- Ave. Duration
- 19h 30m
- Frequency
- Once daily
- Estimated price
- $140–550
- 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
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
- $55–120
- Website
- https://www.greyhound.com/
Bus from Nashville Bus Station to Chicago Bus Station
- Ave. Duration
- 9h 40m
- Frequency
- 4 times a day
- Estimated price
- $70–200
- Website
- https://www.greyhound.com/
Bus from Biloxi Transit Center to New Orleans Bus Station
- Ave. Duration
- 1h 40m
- Frequency
- Twice daily
- Estimated price
- $19–29
- Website
- https://www.greyhound.com/
Bus from Tallahassee to Atlanta Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- Once daily
- Estimated price
- $35–80
- Website
- https://www.greyhound.com/
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h
- Frequency
- 4 times a day
- Estimated price
- $85–260
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Nashville Bus Station to Chicago Bus Station
- Ave. Duration
- 9h 25m
- Frequency
- 3 times a day
- Estimated price
- $75–170
- Schedules at
- flixbus.com
Bus from Biloxi Transit Center to New Orleans Bus Station
- Ave. Duration
- 1h 25m
- Frequency
- 6 times a week
- Estimated price
- $19–29
- Schedules at
- flixbus.com
Bus from Tallahassee to Atlanta Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- Once daily
- Estimated price
- $40–75
- Schedules at
- flixbus.com
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- 3 times a day
- Estimated price
- $90–220
- Schedules at
- flixbus.com
- Phone
- +1 888 358 6762
- info@tornadobus.com
- Website
- tornadobus.com
Bus from McDonald's - Crestview to Love's Travel Stop - Biloxi
- Ave. Duration
- 3h 5m
- Frequency
- Once daily
- Estimated price
- $45–150
- Schedules at
- tornadobus.com
- Adults 11-59
- $45–150
Bus from McDonald's - Crestview to Circle K Pensacola
- Ave. Duration
- 38 min
- Frequency
- Once daily
- Estimated price
- $35–130
- Schedules at
- tornadobus.com
- Adults 11-59
- $35–130
- 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/
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