Origin
New York, MO
Afternoon in New York on Thursday
Local time
3:30 PM
CDT
Current temp
46°F
Unavailable
Live forecast
Trip from New York, MO to Oakland, MO
Last recalculated Apr 16, 2026
Drive Time
5h 6m
Distance
252.5 mi
406 km
Drive Score
10/10
Great drive
Same Day?
Yes, doable
Fuel Cost
$39
one way
EV Charging
Unknown
Best Time to Leave
4 AM
4h 53m
★
6 AM
5h 7m
8 AM
5h 34m
10 AM
5h 16m
12 PM
5h 13m
3 PM
5h 17m
5 PM
5h 32m
8 PM
4h 59m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
New York, MO
Ian Ramírez
Oakland, MO
Robert So
Trip Overview
The drive from New York, MO to Oakland, MO covers 252.5 miles and takes about 5h 6m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on Chicago-Kansas City Expressway, Avenue of the Saints, V.F.W. Memorial Highway for much of the mileage, and the overall profile is mixed drive. The longest uninterrupted segment is about 132.8 miles on Chicago-Kansas City Expressway. At current regular gas prices, budget about $39.48 one way before food or hotel costs.
Trip Pace
Same-day drive is realistic
A same-day return is possible, but it will make for a full day on the road.
Break Rhythm
1 planned break
Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
Midpoint
126.2 miles from New York, MO
A natural place for your longest stop of the day , about 2h 30m into the drive .
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 5h 6m. Total distance: 252.5 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
5h 6m drive, comfortable solo distance.
Drive Character
The drive from New York, MO to Oakland, MO covers 252.5 miles and takes about 5h 6m, using a mix of highways and local roads.
Expect a mix of faster highway mileage and slower local approaches near the beginning or end.
There are about 16 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
Chicago-Kansas City Expressway is the longest continuous segment at about 132.8 miles.
How Hard Is This Drive?
This route mixes highway mileage with some local-road sections near the start or finish. You will hit about 12 points where you need to pay attention to lane position or signs. The trickiest moment comes around 145 miles in near US 61 / Avenue of the Saints.
Driving Effort
6/10
Moderate - straightforward overall, but long enough or busy enough to require pacing
Balances navigation complexity with total wheel time.
This drive requires moderate attention. Across 252.5 miles you will encounter 12 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.
Where does it get tricky?
The main spots that need attention: at 145 miles (US 61 / Avenue of the Saints): Merge point - match speed before joining. Lane positioning matters here; at 243.6 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 244 miles: Highway fork - watch signs carefully. Lane positioning matters here.
Critical Maneuvers
5 of 12 key pointsThese are the spots where you need to pay the most attention. Preview them before you drive.
5
145 mi into trip
|
~2h 53m in
|
US 61 / Avenue of the Saints
Merge onto US 61 / Avenue of the Saints
Merge point - match speed before joining. Lane positioning matters here
Use the right lane.
8
243.6 mi into trip
|
~4h 51m in
Take the exit toward I 270: Chicago, Memphis
Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one
Use the slight right lane.
Exit 25
Toward I 270: Chicago, Memphis
7
244 mi into trip
|
~4h 52m in
Keep slight right at fork toward I 270 South: Memphis
Highway fork - watch signs carefully. Lane positioning matters here
Use the slight right lane.
Toward I 270 South: Memphis
7
248.8 mi into trip
|
~4h 58m in
Take the exit toward Big Bend Road
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the left / slight right lanes.
Exit 7
Toward Big Bend Road
5
249 mi into trip
|
~4h 58m in
|
Big Bend Road
At end of road, turn left onto Big Bend Road
Lane positioning matters here
Use the straight lane.
Main Roads
| Road | Distance | Duration |
|---|---|---|
| Chicago-Kansas City Expressway | 132.8 mi | 2h 33m |
| Avenue of the Saints | 98.7 mi | 1h 57m |
| V.F.W. Memorial Highway | 5.8 mi | 6m |
| I 270 | 4.5 mi | 5m |
| MO B | 3.5 mi | 8m |
| Big Bend Road | 3.1 mi | 6m |
| Veterans Road | 2.1 mi | 3m |
| Paris Gravel Road | 0.5 mi | 1m |
Longest stretch:
Chicago-Kansas City Expressway
— 132.8 mi, about 2h 33m
Turn-by-Turn Driving Directions
Step-by-step road directions between New York, MO and Oakland, MO.
1
Start on MO B
3.5 mi
·
8 min
·
MO B
2
Turn right onto US 36; MO 110
133 mi
·
2 hr 33 min
·
Chicago-Kansas City Expressway
3
Continue on US 24; US 36; MO 110
5.8 mi
·
6 min
·
V.F.W. Memorial Highway
4
Take the exit
0.2 mi
·
30 sec
Toward Veterans Road
5
Turn right onto Veterans Road
2.1 mi
·
3 min
·
Veterans Road
6
At end of road, turn left onto County Road 422
279 ft
·
6 sec
·
County Road 422
7
Continue on Paris Gravel Road
0.5 mi
·
1 min
·
Paris Gravel Road
8
Take the ramp
120 ft
·
3 sec
9
Merge onto US 61
99 mi
·
1 hr 57 min
·
Avenue of the Saints
Use the right lane.
10
Take the exit
0.3 mi
·
38 sec
Exit 25
Toward I 270: Chicago, Memphis
Use the slight right lane.
11
Keep slight right at fork
0.3 mi
·
31 sec
Toward I 270 South: Memphis
Use the slight right lane.
12
Merge onto I 270
4.5 mi
·
5 min
·
I 270
13
Take the exit
0.2 mi
·
29 sec
Exit 7
Toward Big Bend Road
Use the left / slight right lanes.
14
At end of road, turn left onto Big Bend Road
3.1 mi
·
6 min
·
Big Bend Road
Use the straight lane.
15
Turn left onto South Sappington Road
0.4 mi
·
53 sec
·
South Sappington Road
16
Arrive at destination
South Sappington Road
Trip Plan
Morning Departure
An early start around 7-8 AM gets you there with plenty of daylight left.
Evening Departure
A late afternoon start means arriving after dark. Morning is better.
You can normally do this drive in one day.
Plan roughly 1 meaningful break for fuel, food, and rest.
The halfway point lands around 126.2 miles from New York, MO, or about 2h 30m into the drive.
The longest continuous stretch on this route runs about 132.8 miles.
This is a comfortable same-day trip.
Departure
Before you leave
Start with fuel, water, and navigation already sorted so the first hour feels easy.
First stop
Around 56 miles or 1h 9m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 126.2 miles or 2h 30m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 4h 7m
Traffic, exits, and arrival timing usually matter more near Oakland, MO than in the middle of the route.
Before You Leave
+
Open the route before leaving New York, MO so your first major turns are already loaded.
+
Leave with enough water and a charging cable within reach, not packed away.
+
Check your fuel range against the first long segment, especially if you are starting outside city service areas.
Day 1
Settle into the route from New York, MO
This is one driving day of about 252.5 miles and 5h 6m.
Your first comfortable stop window is around 56 miles from New York, MO.
This route can stay practical as a one-day drive if traffic stays reasonable.
Plan about 1 real break rather than only quick fuel stops.
The longest stretch is on Chicago-Kansas City Expressway for about 132.8 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 126.2 mi from New York, MO · 2h 30m into the drive
Mid-route town
Meal stop
126 mi into the route
Best for: Lunch, fuel, and a longer reset
This sits close to the middle of the route, so it works well for the longest stop of the day.
Pacing Suggestions
Fuel and coffee
A short stop after about 56 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 126.2 miles from New York, MO, which is a good place for a longer meal and fuel stop.
Before the longest stretch
Fuel checkTop up before Chicago-Kansas City Expressway if your tank is already low. That segment runs about 132.8 miles.
Arriving in Oakland, MO
The final approach into Oakland, MO usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.
Try to arrive with enough fuel left to skip an immediate station stop unless you already know the area around Oakland, MO.
After long uninterrupted mileage, take five minutes before the last urban segment to reset and refocus on exits, merges, and city traffic.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Fuel & Cost
Regular Gas
$39.48 one way
$78.95 round trip
$3.97/gal
25.4 MPG avg
88 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.36 | $43.34 | $86.69 |
| premium | $4.89 | $48.59 | $97.18 |
| diesel | $5.61 | $55.75 | $111.50 |
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$39
Meals
$25–$50
Total
$64–$89
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 88.3 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $27 in charging · 0 stops · 66% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 75.8 | 0 | $26.51 | $12.12 |
| Efficient EV | 63.1 | 0 | $22.09 | $10.10 |
| EV Truck/SUV | 101 | 1 | $35.35 | $16.16 |
Gas CO2
88 kg
EV CO2
30 kg (66% less)
Plan for 0 charging stops, roughly every 270 miles. Allow 25-40 minutes per stop at a DC fast charger.
DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.
Travel Intel
Current conditions at both ends of the drive.
Destination
Oakland, MO
Afternoon in Oakland on Thursday
Local time
3:30 PM
CDT
Current temp
77°F
Unavailable
Live forecast
Seasonal Notes
Summer travel usually means heavier construction, hotter rest stops, and busier weekend traffic around major cities.
Winter travel shortens daylight, so a route that looks manageable on paper can feel much longer after dark.
Holiday weekends tend to make both departure and arrival windows slower than the raw route time suggests.
Time zone
Same local time
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
31 degrees warmer at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
5h 6m on the road
An early start around 7-8 AM gets you there with plenty of daylight left.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
Frequently Asked Questions
The drive from New York, MO to Oakland, MO covers 252.5 miles and takes about 5h 6m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are Chicago-Kansas City Expressway, Avenue of the Saints, V.F.W. Memorial Highway. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 126.2 miles from New York, MO. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $39.48 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
An early start around 7-8 AM gets you there with plenty of daylight left. A late afternoon start means arriving after dark. Morning is better.
Plan about 1 meaningful break for fuel, food, or rest. Plan on a short reset every 3 to 4 hours to stay fresh behind the wheel.
This drive requires moderate attention. Across 252.5 miles you will encounter 12 spots where lane choice or exit timing matters. Not difficult for experienced highway drivers, but worth previewing the tricky sections before you go.
The main spots that need attention: at 145 miles (US 61 / Avenue of the Saints): Merge point - match speed before joining. Lane positioning matters here; at 243.6 miles: Exit ramp - move to the correct lane early. Lane positioning matters here. Multiple destination signs - pick the right one; at 244 miles: Highway fork - watch signs carefully. Lane positioning matters here.
The route from New York, MO to Oakland, MO does not surface many named destination signs beyond the main corridor.
Was this helpful?
Thanks for your feedback!
Your tip has been submitted. Thanks!
/500
Recent Tips
·
Explore More
Continue From Oakland, MO
More trips to Oakland, MO
Explore more options from New York, MO or browse trips ending in Oakland, MO.
Looking for more statewide routes? Browse MO road trips.
Explore maps for New York, MO or Oakland, MO on MapSof.net.