Is there a direct train from Oxford to Chicago?

No, there is no direct train service from Oxford; you must drive to Memphis or Jackson for Amtrak.

How long is the drive from Oxford to Chicago?

The drive typically takes 10 to 11 hours depending on traffic conditions.

What is the best airport near Oxford?

Memphis International Airport (MEM) is the closest major airport, located about 75 minutes away.

Are there tolls on the way to Chicago?

Yes, expect tolls when entering the Chicago metropolitan area on I-55 or I-80.

Is it better to fly or drive?

Flying is faster, but driving allows for more flexibility and lower costs for families.

Oxford

Chicago

Flight Driving

Oxford to Chicago

Updated: 30 May 2026

The journey from Oxford to Chicago spans approximately 600 miles. Driving via I-55 North is the most direct route, passing through Memphis and St. Louis. Alternatively, you can drive to Memphis International Airport for a direct flight to O'Hare or Midway. The drive takes roughly 10 hours depending on traffic near major hubs. This route connects the heart of the Deep South to the industrial Midwest. Expect varied terrain from the Mississippi Delta to the flat plains of Illinois.

Total Distance: 965 km driving distance; 850 km straight-line air distance.

Fastest Way

Flying from Memphis International Airport is the fastest method, taking only 2 hours in the air.

Cheapest Way

Driving is the most cost-effective option for groups of two or more people.

Compare Oxford to Chicago Routes

	Flight Direct	Driving Direct
Duration	2 hours	10 hours
Avg Price	$250-$450	$120-$180 in fuel
Operator	United Airlines	Personal Vehicle
Route	MEM to ORD or MDW.	I-55 North through Memphis, St. Louis, and Springfield.
Tip	Book your flight from Memphis International Airport at least three weeks in advance.	Avoid rush hour traffic in St. Louis to save two hours of travel time.

Travel Tips

Parking
Use apps like SpotHero to find discounted parking in downtown Chicago.
Public Transit
Purchase a Ventra card for easy access to the CTA trains and buses.
Weather
Always pack a windbreaker, as the lakefront breeze can be surprisingly cold.
Dining
Try deep-dish pizza at local institutions like Lou Malnati's or Giordano's.
Safety
Stay in well-lit, populated areas when exploring the city at night.

Safety Tips

Driving
Be cautious of aggressive lane changes on the I-55 corridor near urban centers.
Pedestrian
Always use crosswalks and obey traffic signals in busy downtown intersections.
Belongings
Keep your wallet and phone secure in crowded tourist areas like the Magnificent Mile.
Emergency
Dial 911 for any immediate assistance required during your travel.