Is there a direct flight?

Yes, there are direct flights from PBI to ORD and MDW.

How long is the flight?

The flight is approximately 3 hours.

Yes, the downtown area is very walkable.

It is possible via Amtrak, but it takes over 30 hours.

What is the best way to travel?

Flying is the most efficient and cost-effective.

Stuart

Chicago

Flight

Stuart to Chicago

Updated: 28 May 2026

The distance from Stuart to Chicago is approximately 1,900 kilometers. The most practical way to travel is by flying from West Palm Beach (PBI) to O'Hare International Airport (ORD) or Midway International Airport (MDW). The flight duration is about 3 hours. Chicago is a major cultural and economic hub, famous for its architecture, deep-dish pizza, and lakefront parks.

Total Distance: 2,000 km driving distance; 1,850 km straight-line air distance.

Fastest Way

A direct flight from PBI to ORD takes about 3 hours.

Cheapest Way

Flying is the only practical method for this distance.

Compare Stuart to Chicago Routes

Flight

Direct

Duration

3 hours

Avg Price

150-400 USD

Operator

United, American, Southwest

Route

PBI to ORD/MDW.

Southwest flies into Midway, which is closer to downtown.

Travel Tips

Airport Transit
The 'L' train connects both O'Hare and Midway airports to downtown.
Public Transit
The CTA 'L' train system is the best way to navigate the city.
Walking
Downtown Chicago is very walkable, especially along the riverwalk.
Dining
Try the famous Chicago-style deep-dish pizza.
Weather
Chicago winters are very cold; pack accordingly if visiting then.

Safety Tips

General Safety
Chicago is a large city; stay aware of your surroundings in all areas.
Night Safety
Avoid walking alone in unfamiliar neighborhoods at night.
Emergency
Dial 911 for any emergency assistance.
Property
Keep your belongings secure in crowded tourist areas.