Is there a direct flight?

Direct flights are rare; most require a connection in Charlotte or another hub.

How long is the drive?

Approximately 17 hours of driving time.

Yes, it is safe during the day, but use caution late at night.

What is the best time to visit?

Summer is the most popular time for festivals and lakefront activities.

No, Chicago has excellent public transportation.

Southport

Chicago

Flight Driving

Southport to Chicago

Updated: 31 May 2026

The distance from Southport to Chicago is approximately 1,600 km. The most practical way to travel is by flying from Wilmington International Airport (ILM) to Chicago O'Hare (ORD) or Midway (MDW). Driving takes roughly 16-18 hours and involves traversing the Appalachian Mountains. Chicago is a major cultural hub known for its architecture and deep-dish pizza.

Total Distance: 1,600 km driving, 1,350 km air distance.

Fastest Way

Flying is the fastest, taking about 4 hours total.

Cheapest Way

Driving is cheaper for groups, but flying is more time-efficient.

Compare Southport to Chicago Routes

	Flight Connecting	Driving Direct
Duration	4 hours	17 hours
Avg Price	$250 - $450	$200 - $300 in fuel
Operator	United Airlines	Personal Vehicle
Route	ILM to CLT or ORD	I-40 W to I-65 N
Tip	O'Hare is the primary hub for most major airlines.	Expect significant traffic in Indianapolis and Chicago.

Travel Tips

Public Transit
Use the 'L' train system; it is the best way to get around the city.
Weather
Chicago winters are extremely cold; pack heavy coats if visiting then.
Dining
Try the famous Chicago-style deep-dish pizza.
Walking
The downtown area is very walkable, especially along the river.
Safety
Stay in well-populated tourist areas, especially at night.

Safety Tips

Personal Safety
Be aware of your surroundings in crowded areas like the L stations.
Driving
Chicago traffic is intense; use public transit whenever possible.
Emergency
Dial 911 for any emergency services.
Winter Safety
If visiting in winter, be prepared for icy sidewalks and roads.