How far is Winona, MO from New York, MO?

The driving distance from Winona, MO to New York, MO is about 314.7 miles (506.5 km), with a travel time of about 06h 33m by car.

  • The straight-line flight distance is about 232.5 miles (374.2 km).
  • For a round trip, plan for roughly 13h 07m of driving time before adding stops, traffic, or weather delays.
  • A comfortable departure window is usually 6:00 AM to 7:30 AM CDT.
Trip Tools

Reverse, save, or send this route

This drive is better planned with a longer stop or an overnight stay. Copy the route link, send it to another device, or print a clean version before you head out.

Reverse Route
Quick Snapshot
Road
314.74 mi
06h 33m
Flight
232.52 mi
374.2 km direct

This drive is better planned with a longer stop or an overnight stay.

Learn Distance

Choose another destination from Winona.

Flight Distance

Direct air line
232.52 mi
Kilometers
374.2 km
Flight Time
00h 28m

Driving Distance

Road route
314.74 mi
Kilometers
506.53 km
Drive Time
06h 33m

Gas Cost Calculator

Leave and Arrive Planner

Pick a departure time to see your estimated arrival and same-day return window.

Drive time stays fixed at 06h 33m.

Arrival Snapshot
Arrive in New York
Mon, Jun 29, 1:47 AM CDT
Return by in Winona
Mon, Jun 29, 8:20 AM CDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Winona
2026-06-28T19:13
Arrive New York
Mon, Jun 29, 1:47 AM CDT
Route Timing
06h 33m
One way by road
Best Departure Window
6:00 AM to 7:30 AM CDT
Treat this as a longer travel day
Arrive between
12:34 PM to 2:04 PM CDT

Starting early still helps, but most travelers will want a longer stop or an overnight stay on a route this long.

Leave by
10:52 PM CDT
Keeps a same-day return open with about 08h 00m at the destination.
Back in Winona
8:00 PM CDT
Overnight-style route

You are leaving earlier than the recommended window, which gives you extra margin for breaks and traffic.

Halfway Point

A useful midpoint for breaks, coffee, or meeting in the middle.

Mid-route stop
Ashland
MO

City in Boone County, Missouri, United States

From Winona
157.3 mi
03h 16m
To New York
157.4 mi
03h 16m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
90°F
Today

Sunny

Starts
Sun, Jun 28 10:00 AM CDT
Wind
5 mph SW
Destination
92°F
Today

Sunny

Starts
Sun, Jun 28 6:00 AM CDT
Wind
8 to 16 mph S

Driving Route Map

The map below follows the saved road route between Winona and New York.

Turn-by-Turn Driving Directions

Step-by-step road directions between Winona and New York.

  1. 1

    Start on the route

    23 m · 4 sec

  2. 2

    Turn right

    12 mi · 18 min

  3. 3

    Turn slight right

    41.6 mi · 57 min

  4. 4

    Turn left

    1.5 mi · 3 min

  5. 5

    Turn right

    24.3 mi · 32 min

  6. 6

    Turn right onto Salem Avenue

    1.2 km · 2 min · Salem Avenue

  7. 7

    Turn right onto Holloway Street

    1.4 km · 3 min · Holloway Street

  8. 8

    At the end of the road, turn left onto East 18th Street

    1072 ft · 37 sec · East 18th Street

  9. 9

    Continue on North Walnut Street

    747 ft · 30 sec · North Walnut Street

  10. 10

    Turn right onto North Bishop Avenue

    12.9 mi · 16 min · North Bishop Avenue

  11. 11

    Continue straight

    48.5 mi · 1 hr 3 min

  12. 12

    Take the exit slight right toward US 54 East, US 63 North: Fulton, Columbia

    1591 ft · 41 sec

  13. 13

    Merge slight left

    1.4 mi · 2 min

  14. 14

    Take the exit slight right toward US 63 North: Columbia

    86.9 mi · 1 hr 37 min

  15. 15

    Take the exit left toward US 36 West, MO 110 West: Saint Joseph

    875 ft · 12 sec

  16. 16

    Merge slight left onto Chicago-Kansas City Expressway

    79.6 mi · 1 hr 32 min · Chicago-Kansas City Expressway

  17. 17

    Turn left

    3.5 mi · 8 min

  18. 18

    Arrive at your destination

    0 m · 1 sec

Car Route Details

A richer read on the saved driving route between Winona and New York.

OSRM road route
Drive Character

Long-distance drive

This route is long enough that fuel, rest stops, weather, and timing matter more than any single maneuver.

Directions
18 steps
9 turns on the saved route
Ramps & Exits
5
2 merges, 3 ramps or exits
Navigation Density
5.7 / 100 mi
Decision points by distance
Main Roads
US 63 North
86.9 mi · 28%
Chicago-Kansas City Expressway
79.6 mi · 25%
North Bishop Avenue
61.4 mi · 20%
US 54 East
1.74 mi · 1%
Holloway Street
0.85 mi
Salem Avenue
0.73 mi
Longest Stretch

US 63 North

Take the exit slight right toward US 63 North: Columbia

86.9 mi · 01h 37m

Route Summary

A quick read on whether this route feels easy, ambitious, or worth planning around.

Trip Read

Better with a longer stop

This route is long enough that most travelers will be better off planning an overnight stay or a more deliberate stop window.

Drive Time
06h 33m
Overnight route
Same-Day Return
13h 08m
Round-trip wheel time
Road vs Air
+82.2 mi
232.5 mi direct line
Halfway Stop
Ashland
03h 16m from Winona
Leave By
10:52 PM CDT
Overnight-style route
Weather Watch

Sunny leaving Winona and Sunny near New York.

Trip Questions

Direct answers travelers usually want before committing to the drive.

How long does it take to drive from Winona to New York?

The road trip is about 314.7 miles (506.5 km) and usually takes 06h 33m in normal driving conditions.

Is this a same-day trip or an overnight route?

This route is long enough that most travelers will be better off planning an overnight stay or a more deliberate stop window.

What is the halfway point on this route?

Ashland is a useful midpoint, sitting about 157.3 miles from Winona and 157.4 miles from New York.

How much longer is the road route than the straight-line distance?

The direct path is about 232.5 miles (374.2 km), while the road route adds roughly 82.2 extra miles because roads do not follow the straight air line.

When is the best time to leave for this route?

A good departure window is usually 6:00 AM to 7:30 AM CDT. Starting early still helps, but most travelers will want a longer stop or an overnight stay on a route this long.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $41.90 one way or $83.79 round trip. Estimated CO2 is about 98.7 kg one way.

What should you check before leaving?

Before you leave, expect Sunny around Winona and Sunny near New York.

Stop Ideas Near Ashland

Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.

Mid-route Guidance
Local place coverage is thin around Ashland, so nearby transit and meeting points are shown instead.
Reviewed stop coverage is still thin around this midpoint, so practical transit waypoints are shown on the right.

Transit and Meeting Points

Useful pickup, handoff, or rendezvous points close to Ashland.

RAIL

Jefferson City

23 mi away
101 Jefferson Street
RAIL

Hermann

72 mi away
Wharf & Gutenberg Sts.
RAIL

Sedalia

85 mi away
100 block of Main Street, through parking lot
RAIL

Washington

111 mi away
301 West Front St.

Flight Path Map

This map shows the direct air route between Winona and New York. Straight-line distance: 232.52 mi (374.2 km).

Photo coming soon

#1 Winona

City in Missouri, United States

Population1,296
Coordinates37.0097700, -91.3234700
Altitude284
CountryUnited States
Photo coming soon

#2 New York

Human settlement in Missouri, United States of America

Population264
Coordinates39.6852900, -93.9268800
Altitude244
CountryUnited States
Start: Winona (-91.32347, 37.00977)
End: New York (-93.92688, 39.68529)

Estimated Travel Time

Distance: 507 km by road

SpeedTime
30 mph (48.3 km/h)10h 29m
40 mph (64.37 km/h)07h 52m
50 mph (80.47 km/h)06h 17m
60 mph (96.56 km/h)05h 14m
70 mph (112.65 km/h)04h 29m
80 mph (129 km/h)03h 55m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
11.11 gal
42.04 L · about $41.90
Round trip
$83.79
22.22 gal · 84.08 L
Estimated CO2
98.7 kg one way
Round trip: 197.5 kg / 435 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $3.77 $41.90 $83.79
Mid-grade $4.25 $47.25 $94.50
Premium $4.65 $51.71 $103.41
Diesel $5.30 $58.93 $117.85

Assumes 8.3 L/100 km (about 28.3 MPG). CO2 is an estimate and varies by vehicle, fuel blend, traffic, and terrain.

Prices in Missouri · Jun 29, 2026

There is no time difference between Winona and New York. The current time is 19:13:14.

Distance to Other Cities

Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.

How did we calculate? Place names are translated into coordinates. The Haversine formula calculates straight-line distance; driving distance uses road network data.