Driving
Lexington to Chicago
Updated: 28 May 2026
The drive from Lexington to Chicago is approximately 700 miles via I-64 West and I-65 North. This route takes you through the Midwest. The journey typically takes about 11 hours, depending on traffic. Chicago is a major city known for its architecture, museums, and food.
Total Distance: 1,130 km driving distance; 950 km straight-line air distance.
Fastest Way
Driving via I-64 and I-65 is the fastest route.
Cheapest Way
Driving is the most practical and cheapest way.
Compare Lexington to Chicago Routes
Driving
Direct
Duration
11 hours
Avg Price
$110-$150 in fuel
Operator
Personal Vehicle
Route
I-64 W to I-65 N.
Expect heavy traffic entering Chicago.
Travel Tips
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TrafficTraffic in Chicago is very heavy.
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ParkingParking in the city is expensive; use public transit.
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DiningTry the local deep-dish pizza.
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HistoryVisit the Field Museum.
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TimingAvoid rush hour in Chicago for a smoother arrival.
Safety Tips
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DrivingStay alert for aggressive traffic in the city.
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WeatherBe prepared for winter snow in the Midwest.
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EmergencyKeep your phone charged for navigation.
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Road ConditionsCheck for construction updates on I-65.
People Also Ask
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How long is the drive?About 11 hours.
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Is there a train?No direct train service exists.
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What is the best route?I-64 West to I-65 North.
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Is it a scenic drive?Yes, the Midwest landscape is beautiful.
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Are there tolls?Yes, there are tolls in Illinois.
Quick Info
- From Lexington, Virginia, United States
- To Chicago, Illinois, United States
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Modes
Best Time to Travel
Summer for pleasant weather.
Things to Do in Chicago
1
Millennium Park
A large park featuring the famous Cloud Gate sculpture.
2
Art Institute of Chicago
A world-class museum with an extensive collection.
3
Willis Tower
A skyscraper offering incredible views of the city.
4
Navy Pier
A popular destination with shops, restaurants, and rides.
Tags
Lexington to Chicago
I-64 to I-65
driving to Chicago
Virginia to Illinois
Lexington VA
Chicago IL
best way to Chicago
road trip
