There are 7 ways to get from Port Orange to Chicago by plane, bus (Flixbus, Greyhound), taxi, train, 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.
Fly Daytona Beach International Airport to Chicago Midway International Airport
best- Fly from Daytona Beach International Airport (DAB) to Chicago Midway International Airport (MDW)plane DAB - MDW
8h 9m$126–609Line 4 bus, bus, bus to Jacksonville, fly to Chicago Midway International Airport
cheapest- Take the bus from Church ST. & US 1 Ib to Transfer Plazabus
- Take the bus from Transfer Plaza to Tanger Outlet Mallbus
- Take the bus from Daytona Beach to Jacksonvillebus
- Fly from Jacksonville (JAX) to Chicago Midway International Airport (MDW)plane JAX - MDW
10h 20m$115–504Bus
- Take the bus from Daytona Beach to Atlanta Bus Stationbus FlixBus 2434
- Take the bus from Atlanta Bus Station to Chicago Bus Stationbus Greyhound US0100
28h 45m$184–334Taxi, train
- Take the taxi from Port Orange to Delandtaxi
- Take the train from Deland to Chicago Union Stationtrain Floridian
38h 35m$615–1,177Drive 1,073.7 mi
- Drive from Port Orange to Chicagocar 1,073.7 mi
20h 16m$196–283Taxi to Orlando Sanford, fly to South Bend, train
- Take the taxi from Port Orange to Orlando-Sanford-Airport-SFBtaxi
- Fly from Orlando Sanford (SFB) to South Bend (SBN)plane SFB - SBN
- Take the train from South Bend Airport to Van Buren St.train
6h 19m$221–807Train to Orlando, fly to Chicago Midway International Airport
- Take the train from DeLand to Sand Lake Roadtrain
- Fly from Orlando (MCO) to Chicago Midway International Airport (MDW)plane MCO - MDW
10h 37m$213–498
Port Orange to Chicago by bus
Questions & Answers
The cheapest way to get from Port Orange to Chicago is to bus which costs $180 - $340 and takes 28h 45m.
The fastest way to get from Port Orange to Chicago is to taxi and fly and train which takes 6h 19m and costs $220 - $850.
No, there is no direct bus from Port Orange to Chicago station. However, there are services departing from Church ST. & US 1 Ib and arriving at Chicago Bus Station via Transfer Plaza, Daytona Beach and Atlanta Bus Station. The journey, including transfers, takes approximately 28h 45m.
The distance between Port Orange and Chicago is 976 miles. The road distance is 1079.9 miles.
The best way to get from Port Orange to Chicago without a car is to bus which takes 28h 45m and costs $180 - $340.
It takes approximately 8h 9m to get from Port Orange to Chicago, including transfers.
Port Orange to Chicago bus services, operated by Flixbus USA, depart from Daytona Beach station.
The best way to get from Port Orange to Chicago is to fly which takes 8h 9m and costs $120 - $650. Alternatively, you can bus, which costs $180 - $340 and takes 28h 45m.
Port Orange to Chicago bus services, operated by Flixbus USA, arrive at Atlanta Bus Station.
Chicago is 1h behind Port Orange. It is currently 11:19 PM in Port Orange and 10:19 PM in Chicago.
What companies run services between Port Orange, FL, USA and Chicago, IL, USA?
Delta, American Airlines, and three other airlines fly from Daytona Beach International Airport (DAB) to Chicago Midway International Airport (MDW) 4 times a day. Alternatively, you can take a bus from Church ST. & US 1 Ib to Chicago Bus Station via Transfer Plaza, Daytona Beach, and Atlanta Bus Station in around 28h 45m.
- Website
- southwest.com
Flights from Daytona Beach International Airport to Chicago Midway International Airport via Charlotte
- Ave. Duration
- 6h 2m
- When
- Saturday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $120–600
Flights from Daytona Beach International Airport to Chicago Midway International Airport via Hartford
- Ave. Duration
- 6h 9m
- When
- Thursday
- Estimated price
- $290–1,400
Flights from Daytona Beach International Airport to Chicago Midway International Airport via Boston
- Ave. Duration
- 6h 43m
- When
- Monday, Thursday, and Friday
- Estimated price
- $200–850
Flights from Jacksonville to Chicago Midway International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $95–470
Flights from Jacksonville to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 21m
- When
- Sunday, Monday, Thursday, and Friday
- Estimated price
- $95–480
Flights from Jacksonville to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 35m
- When
- Sunday and Saturday
- Estimated price
- $100–550
Flights from Orlando to Chicago Midway International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $80–390
Flights from Orlando to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 38m
- When
- Tuesday to Friday
- Estimated price
- $80–390
- Website
- delta.com
Flights from Daytona Beach International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 5h 8m
- When
- Every day
- Estimated price
- $120–600
Flights from Jacksonville to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 38m
- When
- Every day
- Estimated price
- $95–470
- Website
- allegiantair.com
Flights from Orlando Sanford to South Bend
- Ave. Duration
- 2h 31m
- When
- Monday, Friday, Thursday, and Sunday
- Estimated price
- $130–700
- Website
- flyfrontier.com
Flights from Jacksonville to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 34m
- When
- Every day
- Estimated price
- $140–480
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Deland to Chicago Union Station
- Ave. Duration
- 37h 56m
- Frequency
- Once daily
- Estimated price
- $550–1,100
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Every 2 hours
- Estimated price
- $13–15
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $13–15
- Phone
- +1 855-724-5411
- [email protected]
- Website
- sunrail.com
Train from DeLand to Sand Lake Road
- Ave. Duration
- 1h 23m
- Frequency
- Hourly
- Estimated price
- $3–5
- Website
- https://sunrail.com
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Daytona Beach to Atlanta Bus Station
- Ave. Duration
- 8h 25m
- Frequency
- Once daily
- Estimated price
- $70–120
- Schedules at
- flixbus.com
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- Twice daily
- Estimated price
- $110–190
- Schedules at
- flixbus.com
Bus from Daytona Beach to Jacksonville
- Ave. Duration
- 1h 30m
- Frequency
- 4 times a day
- Estimated price
- $13–22
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h
- Frequency
- 4 times a day
- Estimated price
- $110–210
- Website
- https://www.greyhound.com/
- Website
- votran.org
Bus from Church ST. & US 1 Ib to Transfer Plaza
- Ave. Duration
- 27 min
- Frequency
- Hourly
- Estimated price
- $2
- Schedules at
- votran.org
Bus from Transfer Plaza to Tanger Outlet Mall
- Ave. Duration
- 53 min
- Frequency
- Every 2 hours
- Estimated price
- $2
- Schedules at
- votran.org
- Ave. Duration
- 44 min
- Estimated price
- $65–95
American Taxi
- Phone
- +1 386-255-0000
- Website
- facebook.com
Daytona Taxi
- Phone
- +1 386-255-5555
- Website
- daytonataxi.com
American Taxi
- Phone
- +1 386-255-0000
- Website
- facebook.com
Daytona Taxi
- Phone
- +1 386-255-5555
- Website
- daytonataxi.com
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More Questions & Answers
Yes, the driving distance between Port Orange to Chicago is 1080 miles. It takes approximately 20h 16m to drive from Port Orange to Chicago.
There are 1200+ hotels available in Chicago.






