Trip from Chesterfield, MO to Oregon County, MO

Last recalculated Apr 16, 2026

Drive Time

4h 24m

Distance

190.9 mi

307 km

Drive Score

8/10

Great drive

Same Day?

Yes, doable

Fuel Cost

$30

one way

EV Charging

Unknown

Best Time to Leave

Save up to 39 min

4 AM

4h 12m ★

6 AM

4h 25m

8 AM

4h 51m

10 AM

4h 34m

12 PM

4h 32m

3 PM

4h 36m

5 PM

4h 50m

8 PM

4h 17m

Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.

Best Time Drive vs Fly

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Trip Overview

The drive from Chesterfield, MO to Oregon County, MO covers 190.9 miles and takes about 4h 24m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.

The route leans on MO 19, I 44, MO 68 for much of the mileage, and the overall profile is highway-focused drive. The longest uninterrupted segment is about 81.8 miles on MO 19. At current regular gas prices, budget about $29.85 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

95.5 miles from Chesterfield, MO

A natural place for your longest stop of the day , about 2h 3m into the drive .

Who Is This Route For?

Weekend Trip

Doable as a same-day drive at 4h 24m. Total distance: 190.9 miles.

Family Friendly

Moderate complexity with 1 natural rest stops along the way.

Solo Traveler

4h 24m drive, comfortable solo distance.

First-Time Driver

Mostly highway driving (85%). Straightforward navigation.

Drive Character

This is a 4h 24m highway drive covering 190.9 miles, with most of the trip on MO 19 and I 44. The longest continuous stretch is about 81.8 miles on MO 19.

Most of the miles stay on highways, which makes pacing and fuel planning easier than turn-by-turn city driving.

There are about 16 navigation steps in the underlying route data, so the final approach matters more than the middle miles.

MO 19 is the longest continuous segment at about 81.8 miles.

How Hard Is This Drive?

This is a straightforward highway drive that stays mostly on MO 19 and I 44. There are only a few real navigation decisions along the way. The trickiest moment comes around 0.3 miles in near Wild Horse Creek Road.

Driving Effort 3/10

Easy - simple navigation with a manageable amount of wheel time

Balances navigation complexity with total wheel time.

This is a straightforward 4h 24m drive. You will face about 9 decision points, but nothing that requires special attention if you follow navigation.

Where does it get tricky?

The main spots that need attention: at 0.3 miles (Wild Horse Creek Road): Navigation decision point; at 0.4 miles (Baxter Road): Navigation decision point; at 22.4 miles: Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one.

Critical Maneuvers

5 of 9 key points

These are the spots where you need to pay the most attention. Preview them before you drive.

5

0.3 mi into trip | ~1m in | Wild Horse Creek Road

At end of road, turn right onto Wild Horse Creek Road

Navigation decision point

4

0.4 mi into trip | ~1m in | Baxter Road

Turn left onto Baxter Road

Navigation decision point

5

22.4 mi into trip | ~35m in

Take the exit toward I 44 West, US 50 West: St. Clair

Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one

Toward I 44 West, US 50 West: St. Clair

5

22.6 mi into trip | ~35m in | I 44; US 50

Merge onto I 44; US 50

Merge point - match speed before joining. Lane positioning matters here

Use the straight lane.

6

79.9 mi into trip | ~1h 37m in

Take the exit toward MO 8, MO 68: Saint James

Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one

Exit 195 Toward MO 8, MO 68: Saint James

Main Roads

Road	Distance	Duration
MO 19	81.8 mi	1h 56m
I 44	57.4 mi	1h 1m
MO 68	22.3 mi	39m
Manchester Road	16.8 mi	24m
North Jefferson Street	4.8 mi	7m
Clarkson Road	3.6 mi	6m
Baxter Road	1.6 mi	2m
US 60	0.8 mi	1m

Longest stretch: MO 19 — 81.8 mi, about 1h 56m

Turn-by-Turn Driving Directions

Step-by-step road directions between Chesterfield, MO and Oregon County, MO.

1

Start on Santa Maria Drive

0.3 mi · 1 min · Santa Maria Drive

2

At end of road, turn right onto Wild Horse Creek Road

0.1 mi · 19 sec · Wild Horse Creek Road

3

Turn left onto Baxter Road

1.6 mi · 2 min · Baxter Road

4

Turn right onto MO 340

3.6 mi · 6 min · Clarkson Road

5

Turn right onto MO 100

17 mi · 24 min · Manchester Road

6

Take the exit

0.2 mi · 14 sec

Toward I 44 West, US 50 West: St. Clair

7

Merge onto I 44; US 50

57 mi · 1 hr 1 min · I 44; US 50

Use the straight lane.

8

Take the exit

0.1 mi · 17 sec

Exit 195 Toward MO 8, MO 68: Saint James

9

Turn left onto US Historic 66; MO 8; MO 68

4.8 mi · 7 min · North Jefferson Street

10

Turn right onto MO 68

22 mi · 39 min · MO 68

11

Continue on MO 19

56 mi · 1 hr 18 min · MO 19

12

Turn right onto US 60; MO 19

0.8 mi · 1 min · US 60; MO 19

13

Turn left onto MO 19

26 mi · 38 min · MO 19

14

Turn left onto US 160; MO 19

0.6 mi · 57 sec · US 160; MO 19

15

Continue on Tucker Creek Road

0.5 mi · 1 min · Tucker Creek Road

16

Arrive at destination

Tucker Creek 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 95.5 miles from Chesterfield, MO, or about 2h 3m into the drive.

The longest continuous stretch on this route runs about 81.8 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 42 miles or 56m in

Use this first pause for coffee, a restroom break, and a quick traffic check ahead.

Halfway reset

Around 95.5 miles or 2h 3m 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 33m

Traffic, exits, and arrival timing usually matter more near Oregon County, MO than in the middle of the route.

Before You Leave

+

Open the route before leaving Chesterfield, 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 Chesterfield, MO

This is one driving day of about 190.9 miles and 4h 24m.

Your first comfortable stop window is around 42 miles from Chesterfield, 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 MO 19 for about 81.8 miles.

Where to Stop

Rest stops, refuel points, and overnight suggestions along this route.

Halfway Point

Midpoint

About 95.5 mi from Chesterfield, MO · 2h 3m into the drive

Mid-route town

Meal stop

Salem, MO

95 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

Washington, MO

Fuel and coffee

A short stop after about 42 miles helps settle the day before fatigue starts building.

Steelville, MO

Meal break

The midpoint is around 95.5 miles from Chesterfield, MO, which is a good place for a longer meal and fuel stop.

Before the longest stretch

Fuel check

Top up before MO 19 if your tank is already low. That segment runs about 81.8 miles.

Arriving in Oregon County, MO

The final approach into Oregon County, 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 Oregon County, MO.

These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.

Fuel & Cost

Regular Gas

$29.85 one way

$59.69 round trip

$3.97/gal 25.4 MPG avg 67 kg CO₂

Fuel Type	$/gal	One Way	Round Trip
midgrade	$4.36	$32.77	$65.54
premium	$4.89	$36.74	$73.47
diesel	$5.61	$42.15	$84.30

No toll roads detected on this route.

Estimated Trip Cost (one way, 1 person)

Fuel

$30

Meals

$25–$50

Total

$55–$80

Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.

Estimated CO2 emission: 66.8 kg one way. Prices: EIA weekly data, 2026-04-13.

Driving Electric?

About $20 in charging · 0 stops · 67% less CO₂

Vehicle Type	kWh	DC Fast	Home Charge
Average EV	57.3	$20.04	$9.16
Efficient EV	47.7	$16.70	$7.64
EV Truck/SUV	76.4	$26.73	$12.22

Gas CO2

67 kg

EV CO2

22 kg (67% less)

This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.

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

Chesterfield, MO

Afternoon in Chesterfield on Thursday

Local time

3:18 PM

CDT

Current temp

57°F

Unavailable

Live forecast

Destination

Oregon County, MO

Afternoon in Oregon County on Thursday

Local time

3:18 PM

CDT

Current temp

45°F

Unavailable

Live forecast

52°F

Salem, MO

95 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

12 degrees cooler at arrival

A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.

Road read

4h 24m 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 Chesterfield, MO to Oregon County, MO covers 190.9 miles and takes about 4h 24m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.

The main roads are MO 19, I 44, MO 68. Most of the drive stays on highways, so watch for ramps and exits.

This is a comfortable same-day trip.

The midpoint is about 95.5 miles from Chesterfield, MO. Look for rest areas, gas stations, or food options near the halfway mark.

At current regular gas prices, expect to spend about $29.85 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 is a straightforward 4h 24m drive. You will face about 9 decision points, but nothing that requires special attention if you follow navigation.

The main spots that need attention: at 0.3 miles (Wild Horse Creek Road): Navigation decision point; at 0.4 miles (Baxter Road): Navigation decision point; at 22.4 miles: Exit ramp - move to the correct lane early. Multiple destination signs - pick the right one.

The route from Chesterfield, MO to Oregon County, MO does not surface many named destination signs beyond the main corridor.

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Explore More

Return Trip

Oregon County, MO to Chesterfield, MO

Plan the drive back the other way.

190.9 mi 4h 25m

Explore more options from Chesterfield, MO or browse trips ending in Oregon County, MO.

Looking for more statewide routes? Browse MO road trips.

Explore maps for Chesterfield, MO or Oregon County, MO on MapSof.net.