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There are 10 ways to get from Chicago to Harbour Island by plane, bus, train, shuttle or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2rio's travel planner.

Recommended option

Fly Chicago Midway to Tampa

  1. Fly from Chicago Midway (MDW) to Tampa (TPA)

Cheapest option

Fly Chicago O'Hare to Tampa, bus

  1. Fly from Chicago O'Hare (ORD) to Tampa (TPA)
  2. Take the bus from Airport Rental Car Facility to Whiting St @ Tampa St

8 alternative options

Train to Milwaukee, fly to Tampa

  1. Take the train from Chicago Union Station to Milwaukee
  2. Fly from Milwaukee (MKE) to Tampa (TPA)

Fly Chicago Midway to Orlando, bus

  1. Fly from Chicago Midway (MDW) to Orlando (MCO)
  2. Take the bus from Orlando International Airport to Tampa

Fly Chicago Midway to Sarasota/Bradenton, bus

  1. Fly from Chicago Midway (MDW) to Sarasota/Bradenton (SRQ)
  2. Take the bus from Sarasota Cattlemen Transfer Center to Tampa

Fly Chicago O'Hare to Sarasota/Bradenton, bus

  1. Fly from Chicago O'Hare (ORD) to Sarasota/Bradenton (SRQ)
  2. Take the bus from Sarasota Cattlemen Transfer Center to Tampa

Bus, shuttle

  1. Take the bus from Chicago IL to Melbourne FL
  2. Take a shuttle bus from Melbourne, FL - Mobil Gas to Orlando Airport
  3. Take the bus from Orlando International Airport to Tampa

Bus

  1. Take the bus from Chicago Amtrak to Atlanta
  2. Take the bus from Atlanta to Tallahassee
  3. Take the bus from Tallahassee to Tampa

Train

  1. Take the train from Chicago Union Station to Rockville Amtrak
  2. Take the train from Washington Union Station to Tampa

Drive

  1. Drive from Chicago to Harbour Island

Chicago to Harbour Island by bus and shuttle

The journey time between Chicago and Harbour Island is around 39h 34m and covers a distance of around 1433 miles. This includes an average layover time of around 11h 11m. The fastest journey normally takes 39h 22m. Operated by Palmland Bus Lines, Smart Shuttle Line, Inc., Flixbus USA and others, the Chicago to Harbour Island service departs from Chicago IL and arrives in Tampa General Hospital. Typically five services run weekly, although weekend and holiday schedules can vary so check in advance.

Explore all travel options

Average journey times

Time on transportation:
28h 23m
Layover time:
11h 11m
Total time:
39h 34m

Route information

Fastest journey time:
39h 22m
Journey distance:
1433 miles
Services per week:
5
Cheapest price:
$134
Carbon emissions:
286 kg CO2

First and last service

First service departs at:
19:25
Last service departs at:
19:25

The schedules shown below are for the next available departures.

Chicago to Harbour Island bus and shuttle schedules

Chicago → Harbour Island
Fully open

Travel safe during COVID-19

Rules to follow in United States

2m

Recommended

Recommended

Travel within United States

Domestic border crossings may be subject to approval, testing and quarantine

COVID-19 help in United States

If you need help, visit the national COVID-19 website or call the COVID-19 Helpline 800-232-4636

Frequently Asked Questions


Yes, travel within United States is currently allowed.

Explore travel options

Domestic travel is not restricted, but some conditions may apply

  • Face masks are recommended
  • There is a social distancing requirement of 2 metres
  • Domestic border crossings may be subject to approval, testing and quarantine

Explore travel options

The national COVID-19 helpline number in Harbour Island is 800-232-4636.

Wearing a face mask on public transport in Harbour Island is recommended.

The social distance requirement in Harbour Island is 2 metres.

Make yourself known to an official member of staff and/or call the national coronavirus helpline number on 800-232-4636.

Last updated: 13 Oct 2021
Exceptions may apply, for full details: Centers for Disease control and prevention (CDC).

We're working around the clock to bring you the latest COVID-19 travel updates.
This information is compiled from official sources. To the best of our knowledge, it is correct as of the last update.
Visit Rome2rio travel advice for general help.

Questions & Answers

The cheapest way to get from Chicago to Harbour Island is to fly and bus which costs $65 - $170 and takes 6h 23m.

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The fastest way to get from Chicago to Harbour Island is to fly which takes 6h 5m and costs $170 - $2,100.

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No, there is no direct bus from Chicago to Harbour Island. However, there are services departing from Chicago Amtrak and arriving at Tampa General Hospital via Atlanta, Tallahassee and Marion Transit Center. The journey, including transfers, takes approximately 31h 21m.

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The distance between Chicago and Harbour Island is 1012 miles. The road distance is 1177.3 miles.

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The best way to get from Chicago to Harbour Island without a car is to bus and shuttle which takes 31h and costs $130 - $160.

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It takes approximately 6h 5m to get from Chicago to Harbour Island, including transfers.

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Chicago to Harbour Island bus services, operated by Greyhound USA, depart from Chicago Amtrak station.

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The best way to get from Chicago to Harbour Island is to fly which takes 6h 5m and costs $170 - $2,100. Alternatively, you can bus, which costs $130 - $200 and takes 31h 21m, you could also train, which costs $180 - $270 and takes 40h 43m.

Mode details

The quickest flight from Chicago Midway Airport to Tampa Airport is the direct flight which takes 2h 30m.

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Chicago to Harbour Island bus services, operated by Greyhound USA, arrive at Tampa station.

More details

Map of how to get from Chicago to Harbour Island.
Launch map view
  • Distance: 1012 miles
  • Duration: 6h 5m

What companies run services between Chicago, IL, USA and Harbour Island, FL, USA?

Southwest Airlines and Delta fly from Chicago to Harbour Island hourly. Alternatively, you can take a bus from Chicago to Harbour Island via Atlanta, Tallahassee, Tampa, and Marion Transit Center in around 31h 21m.

Airlines
Southwest Airlines
Website
southwest.com
Flights from Chicago Midway to Tampa
Ave. Duration
2h 31m
When
Every day
Estimated price
$130 - $440
Flights from Chicago Midway to Tampa via Nashville
Ave. Duration
4h 7m
When
Saturday and Sunday
Estimated price
$130 - $440
Flights from Chicago Midway to Tampa via Atlanta
Ave. Duration
4h 15m
When
Saturday
Estimated price
$130 - $440
Flights from Chicago Midway to Tampa via Memphis
Ave. Duration
4h 30m
When
Sunday
Estimated price
$140 - $450
Flights from Chicago O'Hare to Tampa
Ave. Duration
2h 40m
When
Every day
Estimated price
$100 - $330
Flights from Chicago O'Hare to Tampa via Nashville
Ave. Duration
4h 12m
When
Sunday
Estimated price
$100 - $330
Flights from Milwaukee to Tampa
Ave. Duration
2h 43m
When
Every day
Estimated price
$130 - $430
Flights from Chicago Midway to Orlando
Ave. Duration
2h 34m
When
Every day
Estimated price
$140 - $470
Flights from Chicago Midway to Sarasota/Bradenton
Ave. Duration
2h 41m
When
Every day
Estimated price
$150 - $500
Flights from Chicago Midway to Sarasota/Bradenton via Nashville
Ave. Duration
5h 6m
When
Every day
Estimated price
$150 - $500
Flights from Chicago Midway to Sarasota/Bradenton via Atlanta
Ave. Duration
4h 20m
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$150 - $500
Flights from Chicago Midway to Sarasota/Bradenton via Pittsburgh
Ave. Duration
4h 45m
When
Saturday
Estimated price
$160 - $550
Flights from Chicago Midway to Sarasota/Bradenton via Columbus
Ave. Duration
5h 10m
When
Monday, Thursday and Friday
Estimated price
$160 - $550
Flights from Chicago O'Hare to Sarasota/Bradenton via Nashville
Ave. Duration
4h 48m
When
Monday to Saturday
Estimated price
$110 - $380
Flights from Chicago O'Hare to Sarasota/Bradenton via Baltimore
Ave. Duration
5h 20m
When
Saturday
Estimated price
$130 - $430
Delta
Website
delta.com
Flights from Chicago Midway to Tampa via Atlanta
Ave. Duration
4h 23m
When
Every day
Estimated price
$300 - $400
Flights from Chicago O'Hare to Tampa via Atlanta
Ave. Duration
4h 24m
When
Every day
Estimated price
$230 - $310
Flights from Milwaukee to Tampa via Atlanta
Ave. Duration
4h 34m
When
Every day
Estimated price
$300 - $400
Flights from Chicago Midway to Sarasota/Bradenton via Atlanta
Ave. Duration
4h 25m
When
Every day
Estimated price
$340 - $460
Flights from Chicago O'Hare to Sarasota/Bradenton via Atlanta
Ave. Duration
4h 45m
When
Every day
Estimated price
$260 - $350
American Airlines
Website
aa.com
Flights from Chicago O'Hare to Tampa
Ave. Duration
2h 36m
When
Every day
Estimated price
$110 - $250
Flights from Milwaukee to Tampa via Charlotte
Ave. Duration
4h 44m
When
Monday, Wednesday, Thursday, Friday and Sunday
Estimated price
$230 - $750
Flights from Chicago O'Hare to Sarasota/Bradenton
Ave. Duration
2h 45m
When
Every day
Estimated price
$220 - $250
Flights from Chicago O'Hare to Sarasota/Bradenton via Charlotte
Ave. Duration
5h 5m
When
Every day
Estimated price
$220 - $250
United Airlines
Website
united.com
Flights from Chicago O'Hare to Tampa
Ave. Duration
2h 48m
When
Every day
Estimated price
$110 - $320
Flights from Milwaukee to Tampa via Chicago O'Hare
Ave. Duration
4h 46m
When
Every day
Estimated price
$250 - $550
Flights from Chicago O'Hare to Sarasota/Bradenton
Ave. Duration
2h 51m
When
Every day
Estimated price
$220 - $280
Frontier Airlines
Website
flyfrontier.com
Flights from Chicago O'Hare to Tampa
Ave. Duration
2h 56m
When
Tuesday, Thursday, Saturday and Sunday
Estimated price
$60 - $550
Flights from Milwaukee to Tampa
Ave. Duration
2h 45m
When
Saturday
Estimated price
$75 - $340
Spirit Airlines
Website
spirit.com
Flights from Chicago O'Hare to Tampa
Ave. Duration
2h 42m
When
Every day
Estimated price
$60 - $390
Flights from Milwaukee to Tampa
Ave. Duration
2h 36m
When
Every day
Estimated price
$60 - $320
Train operators
Amtrak

Amtrak is a rail service that connects the US and three Canadian provinces. Covering 21,000 route miles (34,000km) Amtrak operates more than 300 trains daily. These medium and long distance intercity services operate at speeds of up to 240km/h, to more than 500 destinations. Founded in 1971, it is based in Washington, D.C. and offers four classes of travel: First Class, Sleeper, Business and Coach. Ticket fares are divided into five subclasses: Saver, Value, Flexible, Business and Premium. Amtrak trains are known for their wide seats, plug-in power, big windows and storage capabilities.

Rome2rio's guide to Amtrak
Contact Details
Phone
+1 800-872-7245
Website
amtrak.com
Train from Chicago Union Station to Milwaukee
Ave. Duration
1h 29m
Frequency
Every 4 hours
Estimated price
$27 - $40
Schedules at
amtrak.com
Book at
amtrak.com
Coach Seat
$27 - $40
Premium
$180 - $260
Flexi Coach Seat
$40 - $60
Business Seat
$35 - $55
Train from Chicago Union Station to Rockville Amtrak
Ave. Duration
16h 36m
Frequency
Once daily
Estimated price
$80 - $120
Schedules at
amtrak.com
Book at
amtrak.com
Coach Seat
$80 - $120
Premium
$290 - $400
Flexi Coach Seat
$160 - $240
Business Seat
$170 - $240
Train from Washington Union Station to Tampa
Ave. Duration
21h 19m
Frequency
Once daily
Estimated price
$100 - $150
Schedules at
amtrak.com
Book at
amtrak.com
Coach Seat
$100 - $150
Premium
$330 - $460
Flexi Coach Seat
$210 - $310
Business Seat
$220 - $320
Bus operators
Hillsborough Area Regional Transit
Phone
+1 813-254-4278
Website
gohart.org
Bus from Airport Rental Car Facility to Whiting St @ Tampa St
Ave. Duration
39 min
Frequency
Hourly
Estimated price
$2
Website
HART
Pinellas Suncoast Transit Authority
Phone
+1 727-540-1900
Email
ride@psta.net
Website
psta.net
Bus from TPA RENTAL CAR FACILITY westbound to Jackson St + Franklin St N
Ave. Duration
13 min
Frequency
Every 4 hours
Estimated price
$3
Schedules at
psta.net
Flixbus USA
Phone
(855) 626-8585
Website
flixbus.com
Bus from Orlando International Airport to Tampa
Ave. Duration
2h 5m
Frequency
Once daily
Estimated price
$6 - $9
Schedules at
flixbus.com
Bus from Sarasota Cattlemen Transfer Center to Tampa
Ave. Duration
1h 5m
Frequency
Twice daily
Estimated price
$5 - $7
Schedules at
flixbus.com
Palmland Bus Lines
Website
palmlandlines.com
Bus from Chicago IL to Melbourne FL
Ave. Duration
25h 10m
Frequency
Twice daily
Estimated price
$75 - $95
Schedules at
palmlandlines.com
Smart Shuttle Line, Inc.
Phone
772-343-0217
Email
smartshuttleline@hotmail.com
Website
smartshuttleline.com
Shuttle from Melbourne, FL - Mobil Gas to Orlando Airport
Ave. Duration
56 min
Frequency
4 times a day
Estimated price
$50
Schedules at
smartshuttleline.com
Greyhound USA

Greyhound is a leading bus company based in Dallas, Texas, serving over 3800 destinations across North America, Mexico and Canada. Greyhound carries around 18 million passengers a year who travel 5.4 billion miles (8.6 billion km) a year on their fleet of around 1700 vehicles. For travel flexibility, you can board or get off a Greyhound bus at official Greyhound stations, partner stations and curbside stops. There are around 230 Greyhound stations across the US where you can both catch your bus and buy tickets, that are also available on the official website and via the mobile app.

Rome2rio's guide to Greyhound USA
Contact Details
Phone
+1 214-849-8100/1-800-231-2222
Email
ifsr@greyhound.com
Website
greyhound.com
Bus from Chicago Amtrak to Atlanta
Ave. Duration
16h 50m
Frequency
Twice daily
Estimated price
$75 - $110
Website
greyhound.com
Economy
$75 - $110
Flexible
$110 - $170
Bus from Atlanta to Tallahassee
Ave. Duration
6h 20m
Frequency
5 times a week
Estimated price
$30 - $50
Website
greyhound.com
Economy
$30 - $50
Flexible
$55 - $85
Bus from Tallahassee to Tampa
Ave. Duration
5h 15m
Frequency
Once daily
Estimated price
$30 - $45
Website
greyhound.com
Economy
$30 - $45
Flexible
$50 - $75

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.

More Questions & Answers

Yes, the driving distance between Chicago to Harbour Island is 1177 miles. It takes approximately 19h 19m to drive from Chicago to Harbour Island.

Get driving directions

Delta and Southwest Airlines offer flights from Chicago Midway Airport to Tampa Airport.

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There are 194+ hotels available in Harbour Island. Prices start at $100 USD per night.

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The best way to get from Chicago to Chicago Midway Airport is to subway which takes 23 min and costs $1 - $5.

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