Halloween Ride!
Oct
31
5:00 PM17:00

Halloween Ride!

Departure: 5pm

Costumes are recommended, but if you don’t have one - some helmet-friendly accessories will be provided! 27mi r/t at a casual pace.

We will ride north to the Haunted Halsted festival, eat some snacks & catch the beginning of the parade, before returning to Hyde Park with plenty of time for everyone to still make it to their respective local evening Halloween festivities.

Helmet-friendly LED cat ears:

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Hobart & Oak Savannah Trail
Nov
1
8:00 AM08:00

Hobart & Oak Savannah Trail

Departure: 8am

The full ride to Hobart and back is 70mi. Shorter options include: Griffith (45mi) and Whiting (25mi). If you are interested in the shorter routes, please let me know in advance. This is a casual & fun ride through some of the region’s most beautiful autumn trails. The pace is 14-16mph.

There will be several small stops along the ride out, with a full lunch stop at Sip Coffee in Hobart. (Yes, we will be getting paletas on the way home as usual!)

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Winter Cycling Clinic
Nov
3
6:00 PM18:00

Winter Cycling Clinic

Yes, you can ride a bike outside in Chicago over the winter months!

Join us for a one hour session covering all varieties of winter cycling topics. This clinic is appropriate for all types of riders: commuters, recreational, and those looking to train for events.

  • Wet & cold weather apparel

  • Mudguards & fenders

  • Route choice & safety

  • Handling your bike in slippery conditions

  • Cleaning your bike

  • Maintenance, lubrication, longevity

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Tamago Happy Hour
Nov
5
5:00 PM17:00

Tamago Happy Hour

Weekly Thursday Night Social Hour: come by to meet new friends, chat about bikes, and plan all sorts of adventures for the autumn season. Snacks and drinks provided.

New to Hyde Park and Chicago? Are you a new rider looking to extend your range and capabilities? Looking for inspiration and a new goal to tackle? Are you brand new and completely overwhelmed? Do you want to meet others without the pressure of joining an organization? This casual environment is ideal for you.

Here you will find commuting cyclists, rapid Europhile tifosi, youth cycling educators, delusional amateur bike racers, locked in triathletes, dirt bag Enduro boys, bored grad student cyclists, cargo bike parents, fixie kids, urban transit advocates, washed up roadies, and everything in between.

Don’t forget about the free wine tastings across the street @57th St Wines!

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Tamago Happy Hour
Nov
12
5:00 PM17:00

Tamago Happy Hour

Weekly Thursday Night Social Hour: come by to meet new friends, chat about bikes, and plan all sorts of adventures for the autumn season. Snacks and drinks provided.

New to Hyde Park and Chicago? Are you a new rider looking to extend your range and capabilities? Looking for inspiration and a new goal to tackle? Are you brand new and completely overwhelmed? Do you want to meet others without the pressure of joining an organization? This casual environment is ideal for you.

Here you will find commuting cyclists, rapid Europhile tifosi, youth cycling educators, delusional amateur bike racers, locked in triathletes, dirt bag Enduro boys, bored grad student cyclists, cargo bike parents, fixie kids, urban transit advocates, washed up roadies, and everything in between.

Don’t forget about the free wine tastings across the street @57th St Wines!

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Tamago Happy Hour
Nov
19
5:00 PM17:00

Tamago Happy Hour

Weekly Thursday Night Social Hour: come by to meet new friends, chat about bikes, and plan all sorts of adventures for the autumn season. Snacks and drinks provided.

New to Hyde Park and Chicago? Are you a new rider looking to extend your range and capabilities? Looking for inspiration and a new goal to tackle? Are you brand new and completely overwhelmed? Do you want to meet others without the pressure of joining an organization? This casual environment is ideal for you.

Here you will find commuting cyclists, rapid Europhile tifosi, youth cycling educators, delusional amateur bike racers, locked in triathletes, dirt bag Enduro boys, bored grad student cyclists, cargo bike parents, fixie kids, urban transit advocates, washed up roadies, and everything in between.

Don’t forget about the free wine tastings across the street @57th St Wines!

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Grindhouse
Oct
24
8:00 AM08:00

Grindhouse

Departs at 8am

Route: South to Grindhouse Cafe in Whiting, near Wolf Lake. This is a building block ride for those beginning the process of endurance cycling, but is also a great opportunity for more experienced riders to meet and ride with the next generation!

Pace: intermediate. 14-16 mph, faster if the group allows it. 22mi.

NOVICE FRIENDLY

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Tamago Happy Hour
Oct
22
5:00 PM17:00

Tamago Happy Hour

Weekly Thursday Night Social Hour: come by to meet new friends, chat about bikes, and plan all sorts of adventures for the autumn season. Snacks and drinks provided.

New to Hyde Park and Chicago? Are you a new rider looking to extend your range and capabilities? Looking for inspiration and a new goal to tackle? Are you brand new and completely overwhelmed? Do you want to meet others without the pressure of joining an organization? This casual environment is ideal for you.

Here you will find commuting cyclists, rapid Europhile tifosi, youth cycling educators, delusional amateur bike racers, locked in triathletes, dirt bag Enduro boys, bored grad student cyclists, cargo bike parents, fixie kids, urban transit advocates, washed up roadies, and everything in between.

Don’t forget about the free wine tastings across the street @57th St Wines!

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Fat Peach
Oct
17
8:00 AM08:00

Fat Peach

Departure: 8am

Join us for a casually paced ride through Kenwood, Bronzeville & Bridgeport en route to Fat Peach Bakery!

“It’s filled with people happily waiting to get their hands on choux buns stuffed with sweet raspberry and white chocolate, umami-packed mushroom torsades topped with tons of pecorino cheese, and TikTok-famous strawberry milk croissants. The fillings are fantastic, with sweet things never too sweet, and savory things never too salty. ”
— The Infatuation
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Tamago Happy Hour
Oct
15
5:00 PM17:00

Tamago Happy Hour

Weekly Thursday Night Social Hour: come by to meet new friends, chat about bikes, and plan all sorts of adventures for the autumn season. Snacks and drinks provided.

New to Hyde Park and Chicago? Are you a new rider looking to extend your range and capabilities? Looking for inspiration and a new goal to tackle? Are you brand new and completely overwhelmed? Do you want to meet others without the pressure of joining an organization? This casual environment is ideal for you.

Here you will find commuting cyclists, rapid Europhile tifosi, youth cycling educators, delusional amateur bike racers, locked in triathletes, dirt bag Enduro boys, bored grad student cyclists, cargo bike parents, fixie kids, urban transit advocates, washed up roadies, and everything in between.

Don’t forget about the free wine tastings across the street @57th St Wines!

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Apple Orchard + Indiana Dunes Century
Oct
11
8:00 AM08:00

Apple Orchard + Indiana Dunes Century

Departure: 8am

Join us for a casually paced ride to COUNTY LINE ORCHARD in Hobart where we’ll pick some apples, drink some apple cider, down some apple cider doughnuts, and waddle all the way home. The complete route is 70mi.

FASTER RIDER OPTION:

Departing at the same time, there will be a group heading past Hobart all the way to Chesterton Indiana, near the Dunes. This complete route is 100mi. If we time things properly, the faster group will intersect the main ride somewhere around Hobart, allowing the groups to reshuffle on the way home.

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Guillotine
Oct
10
8:00 AM08:00

Guillotine

Departure: 8a

Casual no-drop pace for pastries in West Town. Be prepared for a possible line. 24mi r/t

Guillotine

Eschewing French stereotypes and cliches was important. “This is a different take on what French culture is and what France looks like,” says Bikard, who has a background in business. She met Didry when he was working at the French Bastards boulangerie in Paris. “There’s not an Eiffel Tower on the wall or a ‘Oui, oui, we’re French’ vibe.’”

“And no fucking Emily in Paris,” adds Didry.

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Tamago Happy Hour
Oct
8
5:00 PM17:00

Tamago Happy Hour

Weekly Thursday Night Social Hour: come by to meet new friends, chat about bikes, and plan all sorts of adventures for the autumn season. Snacks and drinks provided.

New to Hyde Park and Chicago? Are you a new rider looking to extend your range and capabilities? Looking for inspiration and a new goal to tackle? Are you brand new and completely overwhelmed? Do you want to meet others without the pressure of joining an organization? This casual environment is ideal for you.

Here you will find commuting cyclists, rapid Europhile tifosi, youth cycling educators, delusional amateur bike racers, locked in triathletes, dirt bag Enduro boys, bored grad student cyclists, cargo bike parents, fixie kids, urban transit advocates, washed up roadies, and everything in between.

Don’t forget about the free wine tastings across the street @57th St Wines!

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Skills @Calumet Park
Oct
7
6:00 PM18:00

Skills @Calumet Park

Departure: 6pm

Join us for an easy ride south to Calumet Park, where we’ll go over the basics of group ride protocols, drafting, and stability. For those of you new to Chicago: Calumet Park is located 7mi from Hyde Park, and is an ideal and safe place to train. Its main road is a big oval, which is great for simply doing loops or structured internals.

What is a paceline?

Should I accelerate when I get to the front?

How do we handle obstacles like potholes and sticks?

Should I swerve?

Why is she yelling at me to Hold My Line?

Uchicago TRIATHLETES - this session is especially for you! Even if you don’t train often with others, this is an opportunity to network with neighborhood cyclsts and build your skills & confidence.

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Endurance Ride: Tala
Sep
27
8:00 AM08:00

Endurance Ride: Tala

Departure: 8am

15-16mph to Edgewater, 16-18mph further north.

This week, there are three distance options:

30mi r/t to Metropolis Coffee in Edgewater

50mi r/t to Tala in Winnetka (This is the primary ride/distance)

75 mi r/t to Tala in Highwood

Novices are welcome to join the ride to Metropolis, and return home along the lakefront path.

Once we pass Edgewater, rolling speed will pick up a bit.

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Skills Clinic: Balance & Bunny Hops
Sep
24
6:00 PM18:00

Skills Clinic: Balance & Bunny Hops

Departure: 6pm

In this one hour clinic, we will cover some fundamental cycling skills relevant to all riders - whether you’re aiming to commute more confidently, or get into racing.

Body symmetry, obstacle avoidance, center of balance, front end stability, wheel awareness, and yes: (very) small bunny hops!

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Pretty Cool Ice Cream
Sep
23
6:00 PM18:00

Pretty Cool Ice Cream

Casual pace north to Wicker Park + Logan Square. 28mi total.

Stop @Big Star for tacos, then Pretty Cool for ice cream bars.

The cream-cheese inside was decadent and flavorful while the lemon coating tasted like something you’d get in a dessert at a 5 star restaurant. Bonus points for the tiny sugar crystals dotting the exterior like little rock candy flavor bombs.

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Milk Bar
Sep
8
8:00 PM20:00

Milk Bar

8pm departure.

Late night dessert run to the West Loop. 20mi total, casual pace.

it was only a matter of time until Chicago got a version of this very popular bakery from the Momofuku family. At Milk Bar in Fulton Market, you can expect classics like a cereal milk soft serve and Compost cookies, as well as Chicago specials like a hot dog bomb with a poppyseed bun, tomato, relish, pepper, and mustard.

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Bike the Drive
Sep
6
8:00 AM08:00

Bike the Drive

8am departure

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.

We’ll ride north, exit for a quick coffee at Metropolis, then return home along the route.

Bike the Drive

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Mario's Italian Ice
Aug
26
6:00 PM18:00

Mario's Italian Ice

Departure: 6pm

Chill, no drop pace. 17mi total.

A Chicago staple since 1954, Mario’s on Taylor Street offers old fashioned Italian lemonade, and little else. The line stretches around the block most summer evenings, but the wait is part of the experience.

Ice first, then we’ll potentially add a stop at Ghareeb Nawaz on the way home.

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Argyle Night Market
Aug
20
6:00 PM18:00

Argyle Night Market

6pm departure. One of the city’s best summer food festivals!

“Started in 2013 by Uptown United, the Argyle Night Market is an annual event that features food from local Argyle restaurants plus live cultural and musical performances on Thursday evenings each summer. This free outdoor event draws an average of 5,000 visitors each week and continues to grow in popularity. Part market, part street festival, this vibrant and award-winning event is located on Argyle, the city’s first shared street.”
— Explore Uptown
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Millennium Park Music Series: Aterciopelados
Jul
27
6:00 PM18:00

Millennium Park Music Series: Aterciopelados

6pm departure, casual pace north to Millenium Park. Bring a bike lock and some water! We’ll stay for an hour or so and then stop for dinner/ice cream on the way home! 12mi r/t

Aterciopelados

Millennium Park Music Series

Aterciopelados championed Colombian rock during the height of the rock en español explosion. For more than a quarter-century, the now-legendary pair — comprised of frontwoman/guitarist Andrea Echeverri and bassist/producer Hector Buitrago — have continued to push the limits of Latin alternative music.

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Sawada Coffee
Jul
18
8:00 AM08:00

Sawada Coffee

Casual pace north to the West Loop. 14 mi r/t

Sawada

The first U.S. coffee shop of world renowned barista and latte art master Hiroshi Sawada. Those in the know line up outside the industrial style café, with a wall of windows facing Green Street. Guests can order from a curated menu of expertly crafted espresso and matcha-based drinks, including military lattes, cortados, and cappuccinos, paired with a selection of pastries and the legendary Doughnut Vault camouflage doughnut.

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Wolf Lake
Jun
18
7:00 AM07:00

Wolf Lake

Departs at 7am

Route: South to Wolf Lake and back.

Pace: intermediate. 16-18 mph, 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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