How far is Chicago, IL from Flagg, IL?
The driving distance from Chicago, IL to Flagg, IL is about 86.5 miles (139.2 km), with a travel time of about 01h 51m by car.
- The straight-line flight distance is about 76.7 miles (123.5 km).
- For a round trip, plan for roughly 03h 43m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM CDT.
Reverse, save, or send this route
This route works well as a day trip with time at the destination. Copy the route link, send it to another device, or print a clean version before you head out.
This route works well as a day trip with time at the destination.
Flight Distance
Driving Distance
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 01h 51m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
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.
City in Kane County, Illinois, United States of America
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Chicago and Flagg.
Turn-by-Turn Driving Directions
Step-by-step road directions between Chicago and Flagg.
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1
Start on the route
943 ft · 1 min
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2
At the end of the road, turn left onto West Cermak Road
1.3 km · 2 min · West Cermak Road
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3
Turn right onto South Ashland Avenue
1.7 mi · 3 min · South Ashland Avenue
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4
Turn left onto West Van Buren Street
900 ft · 29 sec · West Van Buren Street
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5
Take the ramp slight left toward I 290 West
650 ft · 16 sec
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6
Merge slight left onto Eisenhower Expressway
12.1 mi · 16 min · Eisenhower Expressway
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7
Keep slight left to continue on Ronald Reagan Memorial Tollway
1.9 mi · 2 min · Ronald Reagan Memorial Tollway
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8
Keep slight right to continue on Ronald Reagan Memorial Tollway
25.1 mi · 30 min · Ronald Reagan Memorial Tollway
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9
Keep slight left to continue on Ronald Reagan Memorial Tollway
37.4 mi · 40 min · Ronald Reagan Memorial Tollway
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10
Take the exit slight right toward IL 251: Rochelle, Mendota
2006 ft · 49 sec
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11
Turn right
1.4 mi · 2 min
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12
Turn right onto 4th Avenue
103 m · 10 sec · 4th Avenue
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13
Turn right onto North 6th Street
120 m · 9 sec · North 6th Street
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14
Turn right onto Lincoln Avenue
4.1 mi · 7 min · Lincoln Avenue
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15
Turn left onto South Grange Road
1.1 mi · 4 min · South Grange Road
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16
Turn left onto East Titus Road
19 m · 3 sec · East Titus Road
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17
Arrive at your destination
0 m · 1 sec · East Titus Road
Car Route Details
A richer read on the saved driving route between Chicago and Flagg.
Straightforward drive
The saved road route has a manageable number of maneuvers and should be easy to follow with normal attention to signs.
Ronald Reagan Memorial Tollway
Keep slight left to continue on Ronald Reagan Memorial Tollway
37.4 mi · 00h 40m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A comfortable day-trip route
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
Mostly Sunny leaving Chicago and Mostly Sunny near Flagg.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Chicago to Flagg?
The road trip is about 86.5 miles (139.2 km) and usually takes 01h 51m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
What is the halfway point on this route?
Sugar Grove is a useful midpoint, sitting about 43.2 miles from Chicago and 43.3 miles from Flagg.
How much longer is the road route than the straight-line distance?
The direct path is about 76.7 miles (123.5 km), while the road route adds roughly 9.8 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 8:00 AM to 10:00 AM CDT. If you want a more comfortable same-day return, try to leave by 2:46 PM CDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $11.50 one way or $23.00 round trip. Estimated CO2 is about 27.1 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Chicago and Mostly Sunny near Flagg.
Stop Ideas Near Sugar Grove
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Sugar Grove.
Plano
Naperville
Joliet Transportation Center
La Grange Road
Flight Path Map
This map shows the direct air route between Chicago and Flagg. Straight-line distance: 76.77 mi (123.55 km).
#1 Chicago
The third most populous city in the United States and the center of the Chicago metropolitan area.
| Population | 2,677,643 |
| Coordinates | 41.850033, -87.6500523 |
| Altitude | 179 |
| Country | United States |
#2 Flagg
City in Illinois, United States of America
| Population | 12,745 |
| Coordinates | 41.8958600, -89.1409300 |
| Altitude | 238 |
| Country | United States |
End: Flagg (-89.14093, 41.89586)
Estimated Travel Time
Distance: 139 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 52m |
| 40 mph (64.37 km/h) | 02h 09m |
| 50 mph (80.47 km/h) | 01h 43m |
| 60 mph (96.56 km/h) | 01h 26m |
| 70 mph (112.65 km/h) | 01h 14m |
| 80 mph (129 km/h) | 01h 04m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.77 | $11.50 | $23.00 |
| Mid-grade | $4.25 | $12.97 | $25.94 |
| Premium | $4.65 | $14.19 | $28.39 |
| Diesel | $5.30 | $16.18 | $32.35 |
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 Illinois · Apr 23, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.