Drive or Fly: Oswego, IL to Chicago, 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 ORD–MDW. At 45 miles, driving is the only practical option.

Passengers:

Vehicle:

Drive

Door to Door

1h 8m

Distance

45.4 mi

Total Cost

$45

CO2

18 kg

Cost Breakdown

Diesel$10

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 1m

5m in the air

Air Distance

38 mi

Total Cost

$122

CO2

10 kg

Door-to-Door Timeline

Oswego, IL → ORD 46m

Check-in & Security 90m

Flight 5m

Arrival & Baggage 30m

MDW → Chicago, IL 10m

Cost Breakdown

Ticket (1 pax @ $122) $122

Airports

Oswego, IL ORD — Chicago O'Hare International Airport 31 mi, ~46m drive

Chicago, IL MDW — Chicago Midway International Airport 7 mi, ~10m drive

No scheduled flights found

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

+ Less physical fatigue

+ Predictable arrival time

− Airport security and check-in overhead

− No scheduled commercial flights found for this route

− Luggage fees and restrictions

− Less flexibility for stops along the way

Train

Amtrak

Door to Door

2h 14m

1h 9m on rail

Total Cost

$10

CO2

3 kg

Route

Illinois Zephyr

Door-to-Door Timeline

Oswego, IL → Plano Amtrak Station 15m

Boarding 30m

Train ride 69m

Arrival 10m

Chicago Union Station → Chicago, IL 10m

Cost Breakdown

Ticket (1 pax @ $10) $10

Estimated based on distance. Check amtrak.com for current prices.

Stations

From Plano Amtrak Station 10 mi, ~15m drive

To Chicago Union Station 2 mi, ~10m drive

Service

Direct

Frequency

~1/week

+ Spacious seating with legroom and power outlets

+ Walk around freely during the trip

+ No driving fatigue — relax or work en route

+ Much lower carbon footprint than driving or flying

− Limited schedule — about 1 trips per week

− Amtrak delays can be unpredictable

− Need transportation to/from station

− Less flexibility than driving

Bus

FlixBus

Door to Door

1h 35m

45m on road

Total Cost

CO2

2 kg

Route

Greyhound US0155S

Door-to-Door Timeline

Oswego, IL → Naperville (Route 59 Metra Station) (NEM6) 15m

Boarding 15m

Bus ride 45m

Arrival 10m

Chicago Bus Station (CHD6) → Chicago, IL 10m

Cost Breakdown

Ticket (1 pax @ $3) $3

Estimated based on distance. Check flixbus.com for current prices.

Stations

From NEM6 — Naperville (Route 59 Metra Station) 10 mi, ~15m drive

To CHD6 — Chicago Bus Station 2 mi, ~10m drive

Service

Direct

Frequency

~14/week

+ Usually the cheapest option

+ Wi-Fi and power outlets on board

+ No driving fatigue — relax or work en route

+ Much lower carbon footprint than driving or flying

− Travel time longer than driving

− Need transportation to/from station

− Less flexibility than driving

At a Glance

	Drive	Fly	Train	Bus
Door-to-door time	1h 8m	3h 1m	2h 14m	1h 35m
Total cost (1 person)	$45	$122	$10	$3
Carbon footprint	18 kg CO₂	10 kg CO₂	3 kg CO₂	2 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

Transit: Amtrak GTFS, FlixBus GTFS — fares estimated

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 12, 2026.

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