How long is the drive to Chicago?

It takes about 11 hours of pure driving time.

You can take Amtrak, but it is a very long journey with transfers.

What is the best way to get there?

Flying is the most efficient method for this distance.

Yes, expect significant tolls on some Midwest highways.

Major tourist areas are generally safe, but always stay aware of your surroundings.

Staunton

Chicago

Flight Driving

Staunton to Chicago

Updated: 28 May 2026

The journey from Staunton to Chicago covers approximately 700 miles, heading northwest through the Midwest. Driving via I-64 West to I-70 West and I-65 North is the most common route, taking about 11 hours of pure driving time. Alternatively, you can fly from a nearby airport like Charlottesville (CHO) or Dulles (IAD) to O'Hare (ORD) or Midway (MDW). Chicago is a major city known for its architecture, food, and culture. This route is a popular path for those heading to the Great Lakes region.

Total Distance: 1,100 km driving, 950 km air distance.

Fastest Way

Flying is the fastest, taking about 5 hours including airport time.

Cheapest Way

Driving is generally cheaper for groups, but flights save significant time.

Compare Staunton to Chicago Routes

	Flight Connecting	Driving Direct
Duration	5 hours	11 hours
Avg Price	$200-$400	$150-$200 in fuel
Operator	United Airlines	Personal Vehicle
Route	CHO/IAD to ORD/MDW.	I-64 West to I-70 West to I-65 North.
Tip	Book flights in advance for the best rates.	This is a long drive; plan for overnight stops in cities like Indianapolis.

Travel Tips

Traffic Timing
Avoid Chicago rush hour traffic, which can be very heavy.
Route Planning
Check for construction on I-65 before you depart.
Rest Stops
Use the official state rest areas along the interstate for safe breaks.
Hydration
Keep water in your car for the long drive through the Midwest.
Parking
Use parking apps to find affordable garages in downtown Chicago.