Drive or Fly: Sleepy Hollow, IL to Waukegan, IL?

Side-by-side comparison of driving versus flying for this route. Costs, time, and trade-offs at a glance.

Driving wins

Medium

No scheduled commercial flights found for MWA–ORD. At 368 miles, driving is the only practical option.

Passengers:

Vehicle:

Drive

Door to Door

7h 2m

Distance

368.9 mi

Total Cost

$117

CO2

149 kg

Cost Breakdown

Diesel$82

Hotel (1 room, 0 nights) $0

Meals (1 pax, 1 day) $35

+ No luggage restrictions or TSA lines

+ Comfortable one-day drive

+ Stop anywhere along the route

+ Have your own car at the destination

+ Likely faster door-to-door than flying

− Wear and tear on vehicle

− Fuel price fluctuations

Plan the drive

Fly

Door to Door

3h 37m

40m in the air

Air Distance

334 mi

Total Cost

$188

CO2

85 kg

Door-to-Door Timeline

Sleepy Hollow, IL → MWA 17m

Check-in & Security 90m

Flight 40m

Arrival & Baggage 30m

ORD → Waukegan, IL 40m

Cost Breakdown

Ticket (1 pax @ $133) $133

Rental car (1 day)$55

Airports

Sleepy Hollow, IL MWA — Veterans Airport of Southern Illinois 11 mi, ~17m drive

Waukegan, IL ORD — Chicago O'Hare International Airport 27 mi, ~40m drive

No scheduled flights found

No commercial flights between MWA and ORD. Flight estimates above are theoretical.

+ Saves about 3h 25m compared to driving

+ Less physical fatigue

+ Predictable arrival time

− Airport security and check-in overhead

− No scheduled commercial flights found for this route

− May need a rental car at destination

− Luggage fees and restrictions

− Less flexibility for stops along the way

At a Glance

	Drive	Fly
Door-to-door time	7h 2m	3h 37m
Total cost (1 person)	$117	$188
Carbon footprint	149 kg CO₂	85 kg CO₂
Flexibility	High	Low
Luggage	Unlimited	Restricted
Reliability	Weather dependent	Data unavailable

Drive data: OSRM routing, EIA fuel prices

Flight data: Statistical estimate

Airports: OurAirports

Confidence: Medium — airports identified, fares estimated

Costs are estimates. Actual flight prices vary by airline, date, and booking time. Drive costs based on OSRM routing, EIA fuel prices. Computed Apr 13, 2026.

Decided to drive? See the full trip plan from Sleepy Hollow, IL to Waukegan, IL with stops, fuel costs, and turn-by-turn directions.