Cleveland is about 307 miles (495 kilometers) from Chicago by air, and roughly 340 miles (about 550 kilometers) by road depending on the exact start/end points and route. If you’re planning a trip, here are typical options:

• Flying: Direct flights between Cleveland (CLE) and Chicago (ORD or MDW) usually take about 1.5 hours in the air, with additional time for security and airport processes.
• Driving: The most common driving route is via I-90 W, which covers roughly 6 to 6.5 hours of travel time under typical traffic conditions.
• Train or bus: Alternatives include Amtrak and Greyhound services, which can take approximately 6 to 8 hours depending on connections and schedules.

If you want, I can tailor these estimates to your exact start/end points, preferred travel date, and whether you’re prioritizing fastest, cheapest, or most comfortable options.