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 20m$136–709Train to Orlando, fly to Chicago Midway International Airport
cheapest- Take the train from DeLand to Sand Lake Roadtrain
- Fly from Orlando (MCO) to Chicago Midway International Airport (MDW)plane MCO - MDW
10h 42m$93–428Bus
- Take the bus from Daytona Beach to Atlanta Bus Stationbus FlixBus 2434
- Take the bus from Atlanta Bus Station to Chicago Bus Stationbus FlixBus 2512 / ...
27h 10m$129–324Taxi, train
- Take the taxi from Port Orange to Delandtaxi
- Take the train from Deland to Chicago Union Stationtrain Floridian
38h 35m$435–877Drive 1,076.7 mi
- Drive from Port Orange to Chicagocar 1,076.7 mi
20h 7m$197–284Taxi 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 29m$191–657Line 4 bus, bus, bus to Jacksonville, fly to Chicago Midway International Airport
- 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 25m$135–687
Port Orange to Chicago by bus
Questions & Answers
The cheapest way to get from Port Orange to Chicago is to bus which costs $120 - $330 and takes 27h 10m.
The fastest way to get from Port Orange to Chicago is to taxi and fly and train which takes 6h 29m and costs $190 - $700.
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 27h 10m.
The distance between Port Orange and Chicago is 976 miles. The road distance is 1083 miles.
The best way to get from Port Orange to Chicago without a car is to bus which takes 27h 10m and costs $120 - $330.
It takes approximately 8h 20m 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 20m and costs $130 - $750. Alternatively, you can bus, which costs $120 - $330 and takes 27h 10m.
Port Orange to Chicago bus services, operated by Flixbus USA, arrive at Atlanta Bus Station.
Chicago is 1h behind Port Orange. It is currently 9:41 AM in Port Orange and 8:41 AM in Chicago.
What companies run services between Port Orange, FL, USA and Chicago, IL, USA?
Delta, American Airlines, and two 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 27h 10m.
- Website
- southwest.com
Flights from Daytona Beach International Airport to Chicago Midway International Airport via Charlotte
- Ave. Duration
- 6h 23m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–700
Flights from Daytona Beach International Airport to Chicago Midway International Airport via Raleigh/Durham
- Ave. Duration
- 7h 31m
- When
- Sunday
- Estimated price
- $140–750
Flights from Jacksonville to Chicago Midway International Airport
- Ave. Duration
- 2h 25m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $110–650
Flights from Jacksonville to Chicago Midway International Airport via Nashville
- Ave. Duration
- 4h 5m
- When
- Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $120–650
Flights from Orlando to Chicago Midway International Airport
- Ave. Duration
- 2h 54m
- When
- Every day
- Estimated price
- $80–410
Flights from Orlando to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 4h 45m
- When
- Monday
- Estimated price
- $80–410
Flights from Orlando to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 47m
- When
- Every day
- Estimated price
- $80–410
- Website
- delta.com
Flights from Daytona Beach International Airport to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 6h 1m
- When
- Every day
- Estimated price
- $130–700
Flights from Jacksonville to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 56m
- When
- Every day
- Estimated price
- $110–650
Flights from Orlando to Chicago Midway International Airport via Atlanta
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $80–410
- Website
- allegiantair.com
Flights from Orlando Sanford to South Bend
- Ave. Duration
- 2h 41m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $100–550
Flights from Orlando to Chicago Midway International Airport via Asheville
- Ave. Duration
- 4h 25m
- When
- Friday
- Estimated price
- $80–410
- Website
- flyfrontier.com
Flights from Orlando to Chicago Midway International Airport
- Ave. Duration
- 3h 4m
- When
- Monday, Friday, and Sunday
- Estimated price
- $80–410
Rome2Rio's guide to Amtrak
Contact 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
- $370–800
- 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
- info@sunrail.com
- 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
- flixbus.com
Bus from Daytona Beach to Atlanta Bus Station
- Ave. Duration
- 8h 25m
- Frequency
- Once daily
- Estimated price
- $50–110
- Schedules at
- flixbus.com
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 14h 25m
- Frequency
- 3 times a day
- Estimated price
- $80–190
- Schedules at
- flixbus.com
Bus from Daytona Beach to Jacksonville
- Ave. Duration
- 1h 30m
- Frequency
- 5 times a day
- Estimated price
- $18–25
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Atlanta Bus Station to Chicago Bus Station
- Ave. Duration
- 16h
- Frequency
- 4 times a day
- Estimated price
- $75–210
- 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
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
American Taxi
- Phone
- +1 386-255-0000
- Website
- facebook.com
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Need to know: Greyhound
Read the travel guide
Why you should take the train in the US
Read the travel guide
More Questions & Answers
Yes, the driving distance between Port Orange to Chicago is 1083 miles. It takes approximately 20h 7m to drive from Port Orange to Chicago.
There are 1068+ hotels available in Chicago.






