Greenfield, MO to O'Fallon, MO is 248 miles and takes about 4 hours 57 minutes via Payne Stewart Highway, with a fuel budget near $39 and enough daylight to finish in a day. This drive stays within Missouri, moving from the Midwest region to another part of the Midwest. Expect a journey with frequent turns, characteristic of local road travel, rather than a high-speed interstate cruise. With a recommended one-day drive time, you'll likely find yourself navigating through various towns and local communities. Plan for a trip that offers a more grounded perspective on the landscape.
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
124 miles from Greenfield, MO
A natural place for your longest stop of the day
, about 2h 26m into the drive
.
Main Roads
Road
Distance
Duration
Payne Stewart Highway
177.4 mi
3h 12m
N Grand Street
31 mi
42m
Manchester Road
13.4 mi
18m
MO K
6.3 mi
11m
US 160
5.5 mi
7m
MO 109
4.9 mi
7m
Avenue of the Saints
3.1 mi
3m
South Eatherton Road
2.4 mi
4m
Longest stretch:
Payne Stewart Highway
— 177.4 mi, about 3h 12m
Turn-by-Turn Driving Directions
Step-by-step road directions between Greenfield, MO and O'Fallon, MO.
1
Start on South Allison Avenue
0.3 mi·1 min·South Allison Avenue
2
At end of road, turn left onto Talbutt Street
183 ft·10 sec·Talbutt Street
3
Turn right onto Lilly Street
0.2 mi·49 sec·Lilly Street
4
Turn right onto US 160
31 mi·42 min·N Grand Street
5
Enter roundabout onto US 160
95 ft·3 sec·US 160
6
Continue on US 160
0.6 mi·47 sec·US 160
7
Enter roundabout onto US 160
128 ft·4 sec·US 160
8
Continue on US 160
1.3 mi·1 min·US 160
9
Enter roundabout onto US 160
110 ft·4 sec·US 160
10
Continue on US 160
3.6 mi·4 min·US 160
11
Take the ramp
0.3 mi·39 sec
12
Merge onto I 44
177 mi·3 hr 12 min·Payne Stewart Highway
Use the straight / slight right lanes.
13
Take the exit
0.2 mi·27 sec
Exit 253Toward I 44 Business, MO 100 East: Gray SummitUse the slight right lane.
14
Turn left onto MO 100
13 mi·18 min·Manchester Road
Use the straight lane.
15
Take the exit
0.2 mi·30 sec
Toward MO 109
16
Enter roundabout onto MO 109
224 ft·4 sec·MO 109
17
Continue on MO 109
515 ft·10 sec·MO 109
18
Enter roundabout onto MO 109
98 ft·1 sec·MO 109
19
Continue on MO 109
0.4 mi·45 sec·MO 109
20
Enter roundabout onto MO 109
94 ft·2 sec·MO 109
21
Continue on MO 109
4.3 mi·6 min·MO 109
22
Enter roundabout onto South Eatherton Road
94 ft·1 sec·South Eatherton Road
23
Continue on South Eatherton Road
2.4 mi·4 min·South Eatherton Road
24
Continue on Olive Street Road
0.9 mi·1 min·Olive Street Road
25
Take the ramp onto Chesterfield Airport Road
0.7 mi·1 min·Chesterfield Airport Road
26
Merge onto I 64; US 40; US 61
3.1 mi·3 min·Avenue of the Saints
Use the straight lane.
27
Take the exit
327 ft·6 sec
Exit 9Toward MO K: O'FallonUse the straight / slight right lanes.
28
Merge onto North Outer Road
0.3 mi·31 sec·North Outer Road
29
Continue on North Outer Road
0.2 mi·17 sec·North Outer Road
30
Turn right onto MO K
3.3 mi·5 min·MO K
31
Continue on MO K
1.5 mi·2 min·MO K
Use the right lane.
32
Continue on MO K
1.6 mi·3 min·MO K
Use the right lane.
33
Continue on South Main Street
0.6 mi·1 min·South Main Street
34
Turn right
25 ft·1 sec
35
Arrive at destination
Trip Plan
Given the 4-hour 57-minute duration and the turn-heavy profile, starting your drive in Greenfield, MO, earlier in the day is advisable to maximize daylight. While the total fuel cost is estimated at $39, be sure to factor in potential stops for gas, especially before embarking on the 177.4-mile stretch on Payne Stewart Highway. With only one recommended stop, you have flexibility, but consider a break around the halfway point to refresh. Pay close attention to signage as you transition between Payne Stewart Highway and Manchester Road to maintain your route.
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 124 miles from Greenfield, MO, or about 2h 26m into the drive.
The longest continuous stretch on this route runs about 177.4 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 55 miles or 1h 11m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 124 miles or 2h 26m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 3h 52m
Traffic, exits, and arrival timing usually matter more near O'Fallon, MO than in the middle of the route.
Before You Leave
+
Open the route before leaving Greenfield, 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 Greenfield, MO
This is one driving day of about 248 miles and 4h 57m.
Your first comfortable stop window is around 55 miles from Greenfield, 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 Payne Stewart Highway for about 177.4 miles.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Place data sourced from public business listings. Hours and availability may vary.
Heads-up: tricky spots
5 of 20
5 decision points cluster between mile 0.3 and 240.5 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
5
0.3 mi into trip|~1m in|Talbutt Street
At end of road, turn left onto Talbutt Street
Navigation decision point
5
0.3 mi into trip|~1m in|Lilly Street
Turn right onto Lilly Street
Navigation decision point
5
37.3 mi into trip|~52m in|I 44 / Payne Stewart Highway
Merge onto I 44 / Payne Stewart Highway
Merge point - match speed before joining. Lane positioning matters here
Use the straight / slight right lanes.
8
214.8 mi into trip|~4h 4m in
Take the exit toward I 44 Business, MO 100 East: Gray Summit
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 253
Toward I 44 Business, MO 100 East: Gray Summit
7
240.5 mi into trip|~4h 44m in
Take the exit toward MO K: O'Fallon
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the straight / slight right lanes.
Exit 9
Toward MO K: O'Fallon
Fuel & Cost
Regular Gas
$38.77 one way
$77.54 round trip
$3.97/gal25.4 MPG avg87 kg CO2
Fuel Type
$/gal
One Way
Round Trip
midgrade
$4.36
$42.57
$85.14
premium
$4.89
$47.73
$95.45
diesel
$5.61
$54.76
$109.51
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: 86.8 kg one way.
Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $26 in charging
· 0 stops
· 67% less CO2
Vehicle Type
kWh
Stops
DC Fast
Home Charge
Average EV
74.4
0
$26.04
$11.90
Efficient EV
62
0
$21.70
$9.92
EV Truck/SUV
99.2
1
$34.72
$15.87
Gas CO2
87 kg
EV CO2
29 kg (67% 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.
Forecast as of Apr 15, 2026
Origin
Greenfield, MO
Night
in Greenfield on Saturday
Local time
11:16 PM
CDT
Current temp
54°F
Unavailable
Live forecast
Destination
O'Fallon, MO
Night
in O'Fallon on Saturday
Local time
11:16 PM
CDT
Current temp
57°F
Unavailable
Live forecast
76°F
Waynesville, MO
124 mi in
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
3 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
4h 57m 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.
National Parks Near This Route
Worth a detour if your schedule allows.
Wilson's Creek National Battlefield
National Battlefield
Wilson's Creek was the first major Civil War battle fought west of the Mississippi River, and where the first Union general was killed in action. The costly Southern victory on August 10, 1861, focuse...
12 mi from route
~30 min detour
Free
near mile 34.2
Gateway Arch National Park commemorates President Jefferson’s vision of a continental nation, the individuals and cultural groups who helped shape its history, St. Louis’ role in westward expansion, a...
25 mi from route
~62 min detour
$19
near mile 230.9
Park data from the National Park Service API. Alerts update every 2 hours.
More Details
What kind of drive is this?
This route is defined by its turn-heavy nature, suggesting you'll be navigating local streets and highways more than open interstate. With only a 40% highway share, much of your driving will be on roads like Payne Stewart Highway and Manchester Road. The longest uninterrupted stretch is a significant 177.4 miles on Payne Stewart Highway, offering a period of more consistent travel before you transition back to more varied local roads. Prepare for a driving experience that requires attention to navigation and a steady pace as you weave through Missouri.
Only 4% highway — the rest is turn-by-turn surface driving.
35 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 177.4 mi on Payne Stewart Highway.
How Hard Is This Drive?
6/10
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. You will hit about 20 points where you need to pay attention to lane position or signs. The trickiest moment comes around 0.3 miles in near Talbutt Street.
Driving Effort6/10
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 248 miles you will encounter 20 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 0.3 miles (Talbutt Street): Navigation decision point; at 0.3 miles (Lilly Street): Navigation decision point; at 37.3 miles (I 44 / Payne Stewart Highway): Merge point - match speed before joining. Lane positioning matters here.
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 4h 57m. Total distance: 248 miles.
Family Friendly
Moderate complexity with 1 natural rest stops along the way.
Solo Traveler
4h 57m drive, comfortable solo distance.
Scenic Drive
Mostly surface roads route profile with national parks nearby.
Frequently Asked Questions
The longest stretch is about 177.4 miles on Payne Stewart Highway. The full list of main roads is in the Roads section above.
We did not find dedicated rest areas on this route. For a drive this long, plan bathroom and stretch breaks around gas stations, fast-food stops, or small-town downtowns — check the Nearby Places section for options.
It helps. This route has a higher-than-average number of complex decision points, which get harder in the dark. If the last hour of the trip is on surface roads or mountain grades, aim to arrive at O'Fallon, MO before sunset when you can. Check the Trip Plan for departure windows that land you in daylight.
Only with planning. This is a long drive for kids — consider splitting it into two days rather than pushing through. Plan at least 1 meaningful breaks. Dedicated rest areas are limited, so plan gas or food stops as your bathroom breaks.
The main spots that need attention: at 0.3 miles (Talbutt Street): Navigation decision point; at 0.3 miles (Lilly Street): Navigation decision point; at 37.3 miles (I 44 / Payne Stewart Highway): Merge point - match speed before joining. Lane positioning matters here.
Yes — Wilson's Creek National Battlefield and Gateway Arch National Park. See the National Parks section for detour distances and tips on detours.
Possible but tiring. At 5.0 hours each way, an in-and-out day trip would put you behind the wheel for 9.9 hours — manageable with a long break at O'Fallon, MO, but most travelers stay overnight.
