Travel within United States is: Fully open. See details.
Rome2rio uses cookies to help personalize content and show you personalised ads. By proceeding, you accept the use of cookies in accordance with our privacy policy. You may opt out of personalised ads at any time. OK

Need a hotel room in Big Pine Key?

Book now

There are 8 ways to get from Chicago O'Hare Airport (ORD) to Sugarloaf Key by plane, shuttle, bus, train 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 O'Hare to Key West

  1. Fly from Chicago O'Hare (ORD) to Key West (EYW)

Cheapest option

Bus

  1. Take the bus from Chicago IL to Miami FL
  2. Take the bus from Miami to Big Pine Key

6 alternative options

Fly Chicago O'Hare to Miami, shuttle

  1. Fly from Chicago O'Hare (ORD) to Miami (MIA)
  2. Take a shuttle bus from Miami, FL - International Airport to Big Pine Key, FL

Fly Chicago O'Hare to Fort Lauderdale-Hollywood International, shuttle

  1. Fly from Chicago O'Hare (ORD) to Fort Lauderdale-Hollywood International (FLL)
  2. Take a shuttle bus from Fort Lauderdale, FL - International Airport to Big Pine Key, FL

Fly Chicago Midway to Key West

  1. Fly from Chicago Midway (MDW) to Key West (EYW)

Bus via Atlanta

  1. Take the bus from Chicago to Atlanta
  2. Take the bus from Atlanta to Miami
  3. Take the bus from Miami to Big Pine Key

Train, bus

  1. Take the train from Chicago Union Station to Washington Union Station
  2. Take the train from Washington Union Station to Hollywood Amtrak Station
  3. Take the bus from Miami to Big Pine Key

Drive

  1. Drive from Chicago O'Hare Airport (ORD) to Big Pine Key

Chicago O'Hare Airport (ORD) to Sugarloaf Key by subway, bus, walk and train

The journey time between Chicago O'Hare Airport (ORD) and Sugarloaf Key is around 36h 10m and covers a distance of around 1622 miles. This includes an average layover time of around 2h 15m. Operated by Chicago Transit (CTA), Palmland Bus Lines, Miami Dade Transit and others, the Chicago O'Hare Airport (ORD) to Sugarloaf Key service departs from O'Hare and arrives in Big Pine Key. Typically seven services run weekly, although weekend and holiday schedules can vary so check in advance.

7 Weekly Services
36h 10m Average Duration
$103 Cheapest Price
See schedules
Chicago O'Hare Airport (ORD) → Sugarloaf Key
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
Observe COVID-19 safety rules

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
  • Observe COVID-19 safety rules

Explore travel options

The national COVID-19 helpline number in Sugarloaf Key is 800-232-4636.

Wearing a face mask on public transport in Sugarloaf Key is recommended.

The social distance requirement in Sugarloaf Key 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: 19 Jan 2022
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 O'Hare Airport (ORD) to Sugarloaf Key is to bus which costs $100 - $140 and takes 36h 10m.

More details

The quickest way to get from Chicago O'Hare Airport (ORD) to Sugarloaf Key is to fly which costs $160 - $380 and takes 4h 43m.

More details

It is 1260 miles from Chicago O'Hare Airport (ORD) to Sugarloaf Key. It is approximately 1531.3 miles to drive.

Get driving directions

The best way to get from Chicago O'Hare Airport (ORD) to Sugarloaf Key without a car is to bus which takes 36h 10m and costs $100 - $140.

More details

It takes approximately 4h 43m to get from Chicago O'Hare Airport (ORD) to Sugarloaf Key, including transfers.

More details

The best way to get from Chicago O'Hare Airport (ORD) to Sugarloaf Key is to fly which takes 4h 43m and costs $160 - $380. Alternatively, you can bus, which costs $100 - $140 and takes 36h 10m.

Mode details

The quickest flight from Chicago O'Hare Airport to Key West Airport is the direct flight which takes 3h 11m.

Search flights

Sugarloaf Key is 1h ahead of Chicago O'Hare Airport (ORD). It is currently 2:50 PM in Chicago O'Hare Airport (ORD) and 3:50 PM in Sugarloaf Key.

Yes, the driving distance between Chicago O'Hare Airport (ORD) to Sugarloaf Key is 1531 miles. It takes approximately 25h 40m to drive from Chicago O'Hare Airport (ORD) to Sugarloaf Key.

Get driving directions

United Airlines, Delta and American Airlines offer flights from Chicago O'Hare Airport to Key West Airport.

Search flights

Map of how to get from Chicago O'Hare Airport (ORD) to Sugarloaf Key.
Launch map view
  • Distance: 1259.6 miles
  • Duration: 4h 43m

What companies run services between Chicago O'Hare Airport (ORD), USA and Sugarloaf Key, FL, USA?

American Airlines, United Airlines and two other airlines fly from Chicago O'Hare Airport (ORD) to Big Coppitt Key hourly. Alternatively, you can take a bus from Chicago O'Hare Airport (ORD) to Big Pine Key via UIC-Halsted, 900 W Harrison, Canal & Van Buren, Chicago IL, Miami FL, Government Ctr.Stat.Rail Northbound, Miami International Airport Station Northbound, and Miami in around 36h 10m.

Airlines
American Airlines
Website
aa.com
Flights from Chicago O'Hare to Key West
Ave. Duration
3h 16m
When
Every day
Estimated price
$410 - $750
Flights from Chicago O'Hare to Key West via Charlotte
Ave. Duration
5h 13m
When
Every day
Estimated price
$410 - $750
Flights from Chicago O'Hare to Key West via Miami
Ave. Duration
5h 23m
When
Every day
Estimated price
$410 - $750
Flights from Chicago O'Hare to Key West via Reagan Washington
Ave. Duration
6h 20m
When
Every day
Estimated price
$410 - $750
Flights from Chicago O'Hare to Key West via Dallas/Ft.Worth
Ave. Duration
6h 42m
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$410 - $750
Flights from Chicago O'Hare to Miami
Ave. Duration
3h 5m
When
Every day
Estimated price
$65 - $380
Flights from Chicago O'Hare to Miami via Charlotte
Ave. Duration
4h 58m
When
Every day
Estimated price
$65 - $380
Flights from Chicago O'Hare to Miami via Nashville
Ave. Duration
4h 56m
When
Thursday, Friday, Saturday and Sunday
Estimated price
$65 - $380
Flights from Chicago O'Hare to Miami via Indianapolis
Ave. Duration
5h
When
Thursday, Friday and Sunday
Estimated price
$65 - $380
Flights from Chicago O'Hare to Fort Lauderdale-Hollywood International
Ave. Duration
3h
When
Every day
Estimated price
$60 - $460
Flights from Chicago O'Hare to Fort Lauderdale-Hollywood International via Charlotte
Ave. Duration
4h 54m
When
Every day
Estimated price
$60 - $460
Flights from Chicago Midway to Key West via Miami
Ave. Duration
6h 11m
When
Saturday
Estimated price
$200 - $750
United Airlines
Website
united.com
Flights from Chicago O'Hare to Key West
Ave. Duration
3h 20m
When
Every day
Estimated price
$350 - $420
Flights from Chicago O'Hare to Key West via Newark
Ave. Duration
6h 44m
When
Every day
Estimated price
$350 - $420
Flights from Chicago O'Hare to Miami
Ave. Duration
3h 11m
When
Every day
Estimated price
$70 - $400
Flights from Chicago O'Hare to Fort Lauderdale-Hollywood International
Ave. Duration
3h 12m
When
Every day
Estimated price
$65 - $350
Flights from Chicago Midway to Key West via Orlando
Ave. Duration
5h 37m
When
Tuesday, Wednesday, Friday, Saturday and Sunday
Estimated price
$200 - $750
Delta
Website
delta.com
Flights from Chicago O'Hare to Key West via Atlanta
Ave. Duration
6h 2m
When
Every day
Estimated price
$200 - $480
Flights from Chicago O'Hare to Miami via Atlanta
Ave. Duration
4h 55m
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$110 - $280
Flights from Chicago O'Hare to Fort Lauderdale-Hollywood International via Atlanta
Ave. Duration
4h 50m
When
Monday, Tuesday, Wednesday, Thursday, Friday and Sunday
Estimated price
$120 - $300
Flights from Chicago Midway to Key West via Atlanta
Ave. Duration
6h 24m
When
Every day
Estimated price
$270 - $650
Spirit Airlines
Website
spirit.com
Flights from Chicago O'Hare to Miami
Ave. Duration
3h 15m
When
Every day
Estimated price
$30 - $270
Flights from Chicago O'Hare to Fort Lauderdale-Hollywood International
Ave. Duration
3h 6m
When
Every day
Estimated price
$30 - $270
Southwest Airlines
Website
southwest.com
Flights from Chicago O'Hare to Fort Lauderdale-Hollywood International
Ave. Duration
3h 7m
When
Every day
Estimated price
$190 - $1,400
Flights from Chicago O'Hare to Fort Lauderdale-Hollywood International via Nashville
Ave. Duration
5h
When
Saturday
Estimated price
$190 - $1,400
JetBlue Airways
Website
jetblue.com
Flights from Chicago O'Hare to Fort Lauderdale-Hollywood International
Ave. Duration
3h 22m
When
Thursday, Saturday and Sunday
Estimated price
$65 - $370
Flights from Chicago Midway to Key West via Orlando
Ave. Duration
5h 37m
When
Tuesday, Wednesday, Friday, Saturday and Sunday
Estimated price
$200 - $750
Frontier Airlines
Website
flyfrontier.com
Flights from Chicago O'Hare to Miami
Ave. Duration
3h 20m
When
Monday, Thursday, Friday, Saturday and Sunday
Estimated price
$60 - $280
Silver Airways
Website
silverairways.com
Flights from Chicago Midway to Key West via Orlando
Ave. Duration
5h 37m
When
Tuesday, Wednesday, Friday, Saturday and Sunday
Estimated price
$200 - $750
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.

Contact Details
Phone
+1 800-872-7245
Website
amtrak.com
Train from Chicago Union Station to Washington Union Station
Ave. Duration
17h 25m
Frequency
Twice 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 - $250
Train from Washington Union Station to Hollywood Amtrak Station
Ave. Duration
22h 57m
Frequency
Twice daily
Estimated price
$110 - $160
Schedules at
amtrak.com
Book at
amtrak.com
Coach Seat
$110 - $160
Premium
$350 - $490
Flexi Coach Seat
$230 - $340
Business Seat
$240 - $350
Bus operators
Keys Shuttle
Phone
+1 (888) 765-9997 | (305) 289-9997
Website
keysshuttle.com
Shuttle from Miami, FL - International Airport to Big Pine Key, FL
Ave. Duration
3h
Frequency
3 times a day
Estimated price
$80 - $95
Schedules at
keysshuttle.com
Shuttle from Fort Lauderdale, FL - International Airport to Big Pine Key, FL
Ave. Duration
3h 30m
Frequency
3 times a day
Estimated price
$90 - $110
Schedules at
keysshuttle.com
Palmland Bus Lines
Website
palmlandlines.com
Bus from Chicago IL to Miami FL
Ave. Duration
29h
Frequency
Twice daily
Estimated price
$80 - $100
Schedules at
palmlandlines.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.

Contact Details
Phone
+1 214-849-8100/1-800-231-2222
Email
ifsr@greyhound.com
Website
greyhound.com
Bus from Miami to Big Pine Key
Ave. Duration
3h 35m
Frequency
Once daily
Estimated price
$20 - $28
Website
greyhound.com
Economy
$20 - $28
Flexible
$35 - $60
Bus from Chicago to Atlanta
Ave. Duration
16h 5m
Frequency
Twice daily
Estimated price
$75 - $110
Website
greyhound.com
Economy
$75 - $110
Flexible
$110 - $170
Bus from Atlanta to Miami
Ave. Duration
13h 35m
Frequency
3 times a day
Estimated price
$70 - $100
Website
greyhound.com
Economy
$70 - $100
Flexible
$100 - $160

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

There are 48+ hotels available in Sugarloaf Key. Prices start at $100 USD per night.

More details

The best way to get from Chicago O'Hare Airport (ORD) to Chicago Midway Airport is to shuttle which takes 20 min and costs $95.

More details

ticket