Is there a direct train from Florida to Chicago?

No, you must transfer in New York or Washington D.C. to reach Chicago by rail.

How far is Oakland Park from FLL airport?

It is approximately 15 kilometers, usually a 20-minute drive.

What is the best way to get around Chicago?

The CTA 'L' train system is the most reliable and cost-effective method.

Are there direct flights from FLL to Chicago?

Yes, multiple airlines offer daily non-stop service to both O'Hare and Midway.

Do I need a car in Chicago?

No, the city is highly walkable and has excellent public transit coverage.

Oakland Park

Chicago

Train Flight

Oakland Park to Chicago

Updated: 28 May 2026

Traveling from Oakland Park to Chicago covers approximately 2,200 kilometers. The most efficient route is flying from Fort Lauderdale-Hollywood International Airport (FLL) to O'Hare or Midway. Alternatively, you can take the Amtrak Silver Meteor from nearby Fort Lauderdale station to New York and transfer to the Lake Shore Limited. This journey spans diverse landscapes from the Florida coast to the Great Lakes region. Expect significant climate shifts between the humid subtropics and the continental Midwest. Planning your transit in Chicago is essential due to the extensive CTA rail network.

Total Distance: Driving distance 2,250 km; Air distance 1,900 km.

Fastest Way

Non-stop flight from FLL to ORD taking roughly 3 hours.

Cheapest Way

Flight via budget carriers like Spirit or Southwest from FLL to MDW.

Compare Oakland Park to Chicago Routes

	Train Connecting	Flight Direct
Duration	32 hours	3 hours 15 mins
Avg Price	$250 - $600	$150 - $400
Operator	Amtrak	United Airlines
Route	Silver Meteor to NYC, then Lake Shore Limited to Chicago	FLL to ORD or MDW
Tip	Upgrade to a Roomette for a comfortable overnight experience on the long-haul segments.	Book at least three weeks in advance to secure lower fares on non-stop routes.

Travel Tips

Airport Access
Use the Brightline or Tri-Rail to reach FLL from the Oakland Park area efficiently.
CTA Ventra Card
Purchase a Ventra card immediately upon arrival for seamless access to all buses and trains.
Layering Clothes
Chicago weather changes rapidly; always carry a light jacket even in summer.
Waterfront Safety
Stay on marked paths when walking along the Lakefront Trail to avoid cycling traffic.
Dining Reservations
Book tables in advance for popular West Loop restaurants to avoid long wait times.

Safety Tips

Public Transit
Stay alert on the Red Line late at night and prefer sitting in the first car near the operator.
Pedestrian Awareness
Use designated crosswalks and wait for the walk signal, as downtown traffic is heavy.
Personal Belongings
Keep your bag in front of you in crowded tourist areas like Michigan Avenue.
Emergency Numbers
Save the local non-emergency police line for any suspicious activity reports.