
21 farms near Chicago pick apples, running August to October and peaking in September and October. The biggest cluster is around Woodstock with 3 of them. 20 ask you to check before you drive out.
apples near Chicago
farms: Royal Oak August 21 to October 31, County Line August 31 to October 31, SunBerry from August 19, Fair Oaks mid August to October 29, Heinz from September 26
21 farms across 19 towns, biggest cluster first.
Each one read against its own website. Where a farm publishes nothing, this says so rather than guessing.

Woodstock4.8
Closed for the whole of the 2026 season. In the orchard's own words, after an unfavourable spring: "we just don't have enough quality apples for that to occur." It is principally a u-pick orchard, so a bad crop closes the gate entirely.
Read from the farm's own site on 2026-08-21

Harvard4.6
The fall season runs 21 August through 31 October. The orchard grows thirty apple varieties and also picks raspberries and cut flowers at Blossom Ridge.
Read from the farm's own site on 2026-08-21

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.
Read from the farm's own site on 2026-08-21

Union4.5
Closed for the 2026 season after spring frosts that, in the orchard's own words, "killed 99% of the blooms". It anticipates reopening in 2027.
Read from the farm's own site on 2026-08-21

Woodstock4.5
U-pick at Woodstock runs Saturdays and Sundays through October for apple picking, last entry 4:30pm. The Mundelein orchard is fully picked for the season.
Read from the farm's own site on 2026-08-21

Elkhorn4.4
Between seasons at the time of checking, opening Fridays and Saturdays 10am to 4pm and Sundays noon to 4pm. It grows strawberries, apples and pumpkins alongside a country store, bakery and winery.
Read from the farm's own site on 2026-08-21

Sturtevant4.4
The orchard is open for apple picking. The farm store and bakery run 8:30am to 4pm daily and the Farm Park and Orchard 10am to 4pm, with the last admission at 3pm.
Read from the farm's own site on 2026-08-21

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.
Read from the farm's own site on 2026-08-21

Fair Oaks4.4
The orchard opens for apple picking on 29 August, inside a harvest season that runs to 7 November. Apple bags for picking are sold separately from admission.
Read from the farm's own site on 2026-08-21

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.
Read from the farm's own site on 2026-08-21

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.
Read from the farm's own site on 2026-08-21

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.
Read from the farm's own site on 2026-08-21

Kenosha4.4
Closed for the season. The orchard picks apples, pears and grapes, with no entry or parking fee and no picking minimum.
Read from the farm's own site on 2026-08-21

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.
Read from the farm's own site on 2026-08-21

Hampshire4.3
Fall Fest opens on 21 August. The farm stand and u-pick are both running at the time of checking.
Read from the farm's own site on 2026-08-21

Woodstock4.3
U-pick McIntosh started on 15 August 2026, with Dutchess and Early Blaze already picking. The orchard grows fifteen varieties of apple and pear and is grafting heirlooms that are not yet bearing.
Read from the farm's own site on 2026-08-21

Cherry Valley4.3
An orchard at Cherry Valley whose own website could not be read in this pass: it refused the connection three times. Ring 815-332-9696.
Read from the farm's own site on 2026-08-21

Plano4.3
Fall opening week runs 27 to 30 August, then regular hours 3 September to 31 October, Thursday to Sunday 10am to 6pm. Strawberry Fest is two weekends in late May.
Read from the farm's own site on 2026-08-21

Michigan City4.2
Closed for the season, reopening for Labor Day weekend through the end of October. There are no admission fees, and pets are welcome.
Read from the farm's own site on 2026-08-21

Green Oaks4.1
Closed for the season, reopening around mid-September. Apples are sold by the bag you fill: $10 a half peck, about six pounds, or $20 a peck, about twelve. There is no admission fee.
Read from the farm's own site on 2026-08-21

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.
Read from the farm's own site on 2026-08-21