How far is Gillespie, IL from Chicago, IL?

The driving distance from Gillespie, IL to Chicago, IL is about 249.9 miles (402.1 km), with a travel time of about 03h 58m by car.

  • The straight-line flight distance is about 219.8 miles (353.7 km).
  • For a round trip, plan for roughly 07h 56m of driving time before adding stops, traffic, or weather delays.
  • A comfortable departure window is usually 6:00 AM to 8:00 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
249.87 mi
03h 58m
Flight
219.8 mi
353.74 km direct

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

Learn Distance

Choose another destination from Gillespie.

Flight Distance

Direct air line
219.8 mi
Kilometers
353.74 km
Flight Time
00h 26m

Driving Distance

Road route
249.87 mi
Kilometers
402.13 km
Drive Time
03h 58m

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 03h 58m.

Arrival Snapshot
Arrive in Chicago
Fri, May 1, 5:47 AM CDT
Return by in Gillespie
Fri, May 1, 9:45 AM CDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave Gillespie
2026-05-01T01:49
Arrive Chicago
Fri, May 1, 5:47 AM CDT
Route Timing
03h 58m
One way by road
Best Departure Window
6:00 AM to 8:00 AM CDT
Leave early for more breathing room
Arrive between
9:58 AM to 11:58 AM CDT

An early departure helps you fit a real stop into the day without turning the return into a late-night drive.

Leave by
9:04 AM CDT
Keeps a same-day return open with about 04h 00m at the destination.
Back in Gillespie
9:00 PM CDT
Early departure recommended

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
Towanda
IL

Township in McLean County, Illinois

From Gillespie
124.7 mi
01h 59m
To Chicago
125.2 mi
01h 59m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
59°F
Friday

Sunny

Starts
Fri, May 1 6:00 AM CDT
Wind
6 to 10 mph N
Destination
50°F
Friday

Mostly Sunny

Starts
Fri, May 1 6:00 AM CDT
Wind
5 to 10 mph NNE

Driving Route Map

The map below follows the saved road route between Gillespie and Chicago.

Turn-by-Turn Driving Directions

Step-by-step road directions between Gillespie and Chicago.

  1. 1

    Start on Macoupin Street

    5 m · 2 sec · Macoupin Street

  2. 2

    Turn right onto East Elm Street

    8.8 mi · 13 min · East Elm Street

  3. 3

    Continue on County Road 1200 N

    115 m · 24 sec · County Road 1200 N

  4. 4

    Take the ramp slight right toward I 55 North: Springfield

    2042 ft · 50 sec

  5. 5

    Merge slight left

    73.9 mi · 1 hr 20 min

  6. 6

    Keep slight right to continue on I 55 North: Chicago

    29.4 mi · 31 min

  7. 7

    Keep slight left to continue on I 55 North, I 74 West: Chicago, Peoria

    130.4 mi · 2 hr 27 min

  8. 8

    Continue on Stevenson Expressway

    3.6 mi · 5 min · Stevenson Expressway

  9. 9

    Take the exit slight right toward Damen Avenue, Ashland Avenue

    912 ft · 24 sec

  10. 10

    Keep slight left to continue on Damen Avenue

    1372 ft · 34 sec

  11. 11

    Keep slight left to continue on Ashland Market Place, South Damen Avenue

    134 m · 13 sec

  12. 12

    Turn straight onto South Damen Avenue

    1.2 km · 1 min · South Damen Avenue

  13. 13

    Turn right onto South Blue Island Avenue

    2973 ft · 2 min · South Blue Island Avenue

  14. 14

    Turn right onto West Cermak Road

    1.3 km · 2 min · West Cermak Road

  15. 15

    Turn right

    46 m · 11 sec

  16. 16

    Turn right

    794 ft · 58 sec

  17. 17

    Arrive at your destination

    0 m · 1 sec

Car Route Details

A richer read on the saved driving route between Gillespie and Chicago.

OSRM road route
Drive Character

Highway-focused drive

Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.

Directions
17 steps
6 turns on the saved route
Ramps & Exits
3
1 merges, 2 ramps or exits
Navigation Density
6.8 / 100 mi
Decision points by distance
Main Roads
I 55 North
234 mi · 94%
East Elm Street
8.81 mi · 4%
Stevenson Expressway
3.63 mi · 1%
West Cermak Road
0.83 mi
South Damen Avenue
0.77 mi
South Blue Island Avenue
0.56 mi
Longest Stretch

I 55 North

Keep slight left to continue on I 55 North, I 74 West: Chicago, Peoria

130 mi · 02h 27m

Route Summary

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

Trip Read

A longer out-and-back drive

This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.

Drive Time
03h 58m
Long day trip
Same-Day Return
07h 56m
Round-trip wheel time
Road vs Air
+30.1 mi
219.8 mi direct line
Halfway Stop
Towanda
01h 59m from Gillespie
Leave By
9:04 AM CDT
Early departure recommended
Weather Watch

Sunny leaving Gillespie and Mostly Sunny near Chicago.

Trip Questions

Direct answers travelers usually want before committing to the drive.

How long does it take to drive from Gillespie to Chicago?

The road trip is about 249.9 miles (402.1 km) and usually takes 03h 58m in normal driving conditions.

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

This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.

What is the halfway point on this route?

Towanda is a useful midpoint, sitting about 124.7 miles from Gillespie and 125.2 miles from Chicago.

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

The direct path is about 219.8 miles (353.7 km), while the road route adds roughly 30.1 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 8:00 AM CDT. If you want a more comfortable same-day return, try to leave by 9:04 AM CDT.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $33.26 one way or $66.52 round trip. Estimated CO2 is about 78.4 kg one way.

What should you check before leaving?

Before you leave, expect Sunny around Gillespie and Mostly Sunny near Chicago.

Stop Ideas Near Towanda

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

Mid-route Guidance
These suggestions come from reviewed places and nearby services around Towanda and the surrounding midpoint area.
Stop photo coming soon
Scenic stop 3.4 mi away

City Hall - Town of Normal

Normal , IL
11 Uptown Circle, Normal, IL 61761
Parking lot
City of Bloomington, Illinois
Meeting point 5.4 mi away

City of Bloomington, Illinois

Bloomington , IL
109 E Olive St, Bloomington, IL 61701
Rating 3.6/5 8 reviews City government office
Stop photo coming soon
Nearby stop 5.4 mi away

Bloomington Finance Department

Bloomington , IL
109 E Olive St, Bloomington, IL 61701
City tax office

Transit and Meeting Points

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

RAIL

Uptown Station

9 mi away
100 East Parkinson St.
RAIL

Pontiac station

41 mi away
721 West Washington St.
RAIL

Lincoln

61 mi away
Broadway and North Chicago Sts.
BUS

Peoria, Illinois

68 mi away
6100 West Everett M. Dirksen Parkway

Flight Path Map

This map shows the direct air route between Gillespie and Chicago. Straight-line distance: 219.8 mi (353.74 km).

Gillespie

#1 Gillespie

City in Illinois, United States

Population3,048
Coordinates39.1297700, -89.8195400
Altitude200
CountryUnited States
Chicago

#2 Chicago

The third most populous city in the United States and the center of the Chicago metropolitan area.

Population2,677,643
Coordinates41.850033, -87.6500523
Altitude179
CountryUnited States
Start: Macoupin Street (-89.819495, 39.129798)
End: (-87.650099, 41.850032)

Estimated Travel Time

Distance: 402 km by road

SpeedTime
30 mph (48.3 km/h)08h 19m
40 mph (64.37 km/h)06h 14m
50 mph (80.47 km/h)04h 59m
60 mph (96.56 km/h)04h 09m
70 mph (112.65 km/h)03h 34m
80 mph (129 km/h)03h 07m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
8.82 gal
33.38 L · about $33.26
Round trip
$66.52
17.64 gal · 66.76 L
Estimated CO2
78.4 kg one way
Round trip: 156.8 kg / 346 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $3.77 $33.26 $66.52
Mid-grade $4.25 $37.51 $75.02
Premium $4.65 $41.05 $82.10
Diesel $5.30 $46.78 $93.56

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 · May 01, 2026

There is no time difference between Gillespie and Chicago. The current time is 01:49:20.

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.