Bike the Drive
Aug
31
7:00 AM07:00

Bike the Drive

Join us for the biggest volunteer opportunity of the year!

Bike the Drive is the primary fundraiser for the ACTIVE TRANSPORTATION ALLIANCE. Our city wouldn’t have a fraction of its bicycle infrastructure without this organization, so supporting this event is crucial to the ongoing maintenance & expansion of bike lanes, youth education, etc.

RSVP for more information. It’s super fun, and when we’re done volunteering we’ll ride the route together! The bulk of Lakeshore Drive is entirely closed to cars for one day per year, and this is it!

Bike the Drive

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Wolf Lake, Gravel Variant
Jul
17
6:00 PM18:00

Wolf Lake, Gravel Variant

Departs at 6pm SHARP

Route: South to Wolf Lake and back. Gravel detour possible! Rain does not cancel this ride.

Pace: intermediate. 16-20mph, faster if the group allows it.

Familiarity with basic group ride protocols and full self sufficiency is required. Classic chain gang paceline style.

🍕🍕🍕🍕 POSSIBLE ROUTE 66 PIZZA STOP 🍕🍕🍕🍕

Channel your inner Shakira and come ride!

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Wolf Lake
Jul
15
6:00 PM18:00

Wolf Lake

Departs at 6pm SHARP

Route: South to Wolf Lake and back.

Pace: intermediate. 16-20mph, faster if the group allows it.

Familiarity with basic group ride protocols and full self sufficiency is required. Classic chain gang paceline style.

🍕🍕🍕🍕 POSSIBLE ROUTE 66 PIZZA STOP 🍕🍕🍕🍕

Channel your inner Shakira and come ride!

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Oak Park
Jul
13
9:00 AM09:00

Oak Park

Departure: 9am

Join us on this longish NOVICE-FRIENDLY ride to the Oak Park neighborhood. (32mi total) We will roll through some famous architecture before arriving at PUBLICAN QUALITY BREAD for brunch.

BONUS: Let’s check out some Frank Lloyd Wright buildings!

Then it’s on to the OAK PARK CONSERVATORY, before dawdling home. If it’s hot, we may need to stop for ice cream in Chinatown.

Bring water, sun protection, and a helmet!

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Wicker Park
Jul
10
5:30 PM17:30

Wicker Park

Departure: 530pm

Join us for a NOVICE-FRIENDLY ride to the Wicker Park neighborhood! If you are new to Chicago, here’s a great chance to explore the city at night in a safe environment with new cycling friends. We’ll stop at Happy Belated (vintage Japanese clothing) before arriving at the outdoor courtyard in front of Big Star Tacos.

Bring your bike, some water, and lights if you have them.

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Big Marsh
Jul
9
5:00 PM17:00

Big Marsh

Departure: 5pm

Join us for a ride down to Big Marsh Park for the weekly Short Track race series! This is a great introduction to off-road racing - gravel, cyclocross, MTB - in a controlled and safe environment. There are heats for riders of all abilities, and even if you choose not to race Big Marsh is a hoot to explore.

Bonus: We’ll stop for pizza at Route 66 on the way home!

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Loba + Pride Parade
Jun
29
9:00 AM09:00

Loba + Pride Parade

Departure: 9am

Join us for an easy spin north along the lake, stopping at LOBA, located in Roscoe Village, just west of Wrigley Field. This weekend’s menu features asparagus + swiss croissants, strawberry rhubarb espresso danishes & sesame buns from one of our city’s finest and most innovative bakeries.

After Loba, we’ll check out the PRIDE PARADE!

28 miles round trip, and the pace is casual & social.

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Afterglow at Big Marsh
Jun
22
9:30 AM09:30

Afterglow at Big Marsh

Departure: 930am

AFTERGLOW is a fundraiser, a party, and a cyclocross race located at BIG MARSH PARK here on the south side!

We will ride south to CALUMET FISHERIES and grab to-go lunches, then continue to Big Marsh for a picnic and an opportunity to try out the trails. Races begin at noon, and be sure to cheer on your friends, or participate! (There is a novice-level event at 1pm) Registration here.

The pace to and from the park will be casual and easy, totallying 24 miles round trip. Any type of bicycle will be fine, but an MTB, cross or gravel bike, or even a hybrid will be ideal to get the most out of Big Marsh.

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Milwaukee
Jun
21
6:00 AM06:00

Milwaukee

Group One: Semi-fast century to Milwaukee! Depart at 6am, arriving around noon.

Group Two: Departs HP at 7am. Train from the loop (w/ bikes) in the morning, coffee & exploration around Public Market.

Both: Meet up for lunch, then over to the Calatrava-designed art museum. Train home.

RSVP if interested!

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Chicago Botanic Garden
Jun
19
8:00 AM08:00

Chicago Botanic Garden

Departure: 9am

Join us for a journey north: across the city, through Evanston, along the Skokie lagoons, to visit the CHICAGO BOTANICAL GARDENS. Entrance is FREE (save $25!) and we will stop for lunch along the way.

The full distance of this ride approaches 70 miles, but there will be several stops along the way, and the pace will be a casual 13-15mph.

RSVP required.

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Wolf Lake Ride
Jun
16
7:00 AM07:00

Wolf Lake Ride

Departs at 7am SHARP

Route: South to Wolf Lake and back.

Pace: intermediate. 16-20mph, faster if the group allows it.

Familiarity with basic group ride protocols and full self sufficiency is required. Classic chain gang paceline style.

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Crown Point Ride
Jun
7
8:00 AM08:00

Crown Point Ride

Departs at 8am SHARP

Route: South to Crown Point with a coffee stop at the surprisingly impressive microroaster Smalltown Coffee. 70mi.

Pace: Novice/intermediate. 15-18mph, faster if the group allows it. If you are interested in this ride, but unsure about the speed or your endurance, please reach out and we’ll see about truncated options!

Familiarity with basic group ride protocols and full self sufficiency is required. Classic chain gang paceline style.

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Northerly Island Ride
May
27
8:00 AM08:00

Northerly Island Ride

Departs at 8am

Route: North to Northerly Island and back.

Pace: Beginner. 12-14mph. All novices are welcome, even if you are unfamiliar with group riding. 13mi total.

While the wildflowers of Northerly Island have not yet bloomed, there’s never a bad time of the year to visit this jewel of the Chicago waterfront. We’ll toodle up the lakefront path for a quick exploration of the former Meig’s Field. And if we’re lucky, maybe see a cormorant or two and take in one of the very best views of the Loop.

For those of you new to group cycling, gentle instruction will be provided to ensure a safe and low stress journey.

We’ll return south and show newcomers a couple of hidden special garden sculptures along the way. Bring your friends! Loaner bikes & e-bikes are available for this ride.

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