Pumpkin picking in Chicago, IL
10 farms near Chicago pick pumpkins, running September to October and peaking in October. The biggest cluster is around Hobart with 2 of them. 9 ask you to check before you drive out.
10
farms
9
towns
9
want a call first
September to October
season
pumpkins near Chicago
J
F
M
A
M
J
J
A
S
O
N
D
farms: Cody's from late September, Goebbert's mid to late September through October, Royal Oak and County Line to October 31
Where the pumpkin farms are
10 farms across 9 towns, biggest cluster first.
Hobart28 more towns with one each
Every farm near Chicago that picks pumpkins
Each one read against its own website. Where a farm publishes nothing, this says so rather than guessing.
Stade's Farm & Market
McHenry4.6
The market is open daily 9am to 6pm through Halloween. U-pick opens in mid-June, with the exact date to be confirmed, and runs 9am to 5pm when the fields allow.
September to October(815) 675-6396CafeEFTPOSFarm ShopRead from the farm's own site on 2026-08-21
County Line Orchard
Hobart4.4
Opening day is Wednesday 2 September. The orchard is one of the two busiest farms in this region, with more than four thousand Google reviews.
September to October(219) 947-4477CafeFarm AnimalsTractor RidesRead from the farm's own site on 2026-08-21
Garwood Orchards
La Porte4.4
U-pick runs Friday to Sunday, 9am to 2:30pm, and is closed Monday to Thursday. The market opens 9am to 6pm. Strawberries come in May and June and apples August through October.
September to October(219) 362-4385Farm ShopTractor RidesRead from the farm's own site on 2026-08-21
Johnson's Farm Produce
Hobart4.4
The market opens daily 8am to 6pm and u-pick runs 10am to 6pm with the last car at 5pm. A raspberry festival ran on the weekend of 22 to 23 August.
September to October(219) 962-1383Farm ShopPlaygroundFarm AnimalsRead from the farm's own site on 2026-08-21
Keller's Farmstand
Oswego4.4
U-pick apples opened on Saturday 15 August 2026. The cut flower field is running and pumpkins follow in the autumn. Open 10am to 6pm on weekdays and 9am to 5pm at weekends.
September to October(630) 219-8194Farm ShopRead from the farm's own site on 2026-08-21
Kuipers Family Farm
Maple Park4.4
The fall season begins on 22 August. The farm picks apples and cut-your-own flowers, with an orchard shop, a bakery and a sample kitchen.
September to October(815) 827-5200CafeFarm ShopRead from the farm's own site on 2026-08-21
Cody's Farm & Orchard
Marengo4.3
The farm market opens daily, 10am to 6pm. The farm publishes what is currently in the market but does not say which crops are open to picking.
September to October(815) 568-7976Farm ShopRead from the farm's own site on 2026-08-21
Goebbert's Farm
Hampshire4.3
Fall Fest opens on 21 August. The farm stand and u-pick are both running at the time of checking.
September to October(847) 464-5952Farm ShopFarm AnimalsRead from the farm's own site on 2026-08-21
Thompson Farm
Bristol4.3
Sunflower season is open through Labor Day and fall raspberry season is open through October or the first frost. Open Wednesday to Sunday, 10am to 6pm.
September to October(262) 857-2353Photo OpportunitiesRead from the farm's own site on 2026-08-21
Windy Acres Farm
Geneva4.1
U-pick apples run 19 August to 10 September, followed by Fall Fest from 16 September to 31 October. No admission is needed for the market or garden centre, but the attraction area needs a wristband.
September to October(630) 232-6429CafeFarm ShopFarm AnimalsRead from the farm's own site on 2026-08-21