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The Chicago Drivers Guide to Rideshare Street Smarts: Quirky Roads/LaSalle Street

Updated on June 22, 2022
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James drives people from here to there with nary a care when he drives Chicago rideshare. 9,000 trips by the 2019 new year.

The Chicago Board of Trade, City Hall and Moody Bible Institute rub shoulders with LaSalle Street curbs. I point these out to out of town guest as we venture on LaSalle’s roadway. However, this isn’t what makes LaSalle so valuable to rideshare drivers.

LaSalle Street is LaSpeed Street compared to nearby avenues that pass north and/or south through Chicago’s city center. It’s a boulevard from its Lake Shore Drive interchange (1700 north) to its Financial District presence (300 south) in the Loop.

The streets parallel to LaSalle don’t match it. State Street has two lanes that travel north and south but it’s not a boulevard. Clark, Dearborn and Wells Streets largely run one way over the same distance. As a result, these streets don’t move like LaSalle.

Rider Street Smarts Tip

“Hail no”

Rideshare is on demand not at your demand. Calling out for a taxi on the street is acceptable. However, rideshare is a prearranged trip with built in assumptions about who’s driving and who’s riding. Happy riding!

35th Street Red Line station

Regional train in background rolling by city based Lou Jones, i.e. I.I.T./Chi-Sox, stop. Rock Island tracks parallel the Dan Ryan Expressway, 35th St. Red Line station and LaSalle Street.
Regional train in background rolling by city based Lou Jones, i.e. I.I.T./Chi-Sox, stop. Rock Island tracks parallel the Dan Ryan Expressway, 35th St. Red Line station and LaSalle Street. | Source

Hubs and...

LaSalle’s mile long Loop run provides access to five uber busy (pun intended) rail depots. LaSallesque C.T.A. (Chicago Transit Authority) color coded hubs include three elevated track stations and one subway stop. Together, these serve seven of the eight colors i.e. rail lines on the city’s train rainbow.

LaSalle Street’s named sake train station is a regional hub. The Metra Rock Island line takes commuters/potential Uber-Viamobile guest to a double digit dose of south side city stops en route to south and southwest suburban towns.


A mix of six multiple trip generating condo/rental buildings line LaSalle in the two mile tract between its north end and the Chicago River. LaSalle intersections are within a block of at least another eight such buildings in that same stretch. I often tell LaSalle Street rider/guest that “I’ve picked up/dropped off some of your neighbors.”

Highlight on the Hood- Old Town

The Village Theatre back in the day
The Village Theatre back in the day | Source

LaSalle Street access some of Chicago’s premier rideshare areas. North, it takes you by the Gold Coast and near Streeterville. It treks through Lincoln Park, Old Town and River North en route to the Loop. South, LaSalle’s 35th Street corner is a stroll away from Guaranteed Rate Field, home of the Chicago White-Sox.

I like Old Town. The chic enclave is ripe with rideshare business. However, my love for Old Town pre dates my rideshare tenure, and the emergence of rideshare in Chicago. In fact, I liked this place even before I purchased Sadie, my revered ’00 Chevy Cavalier of old.

Old Town, then and now:

Then-The original Village Theatre (pictured) adorned Clark Street.

Now- It’s been replaced.

Then- Old Town offered better amenities than my old south side haunts. Yet, it was “hood” enough to be affordable.

Now- It’s not reasonably priced for me.

Then- I leased my initial ubermobile from an Old Town dealership.

Now - That lease is over.

Back yard Chicago History Museum
Back yard Chicago History Museum

Old Town has its share of iconic locales. The Lincoln Hotel and Second City turn out scores of rideshare trips. Zanies and the Moody Church reside here as well. The Chicago History Museum lies just outside its edge.

All’s Well that Ends Wells Street. The Old Town section of Wells Street is less than ½ mile in length. Yet, it’s uber busy. Also, Wells is a two way street here.

A vibrant dining/bar/entertainment scene gives rise to several trip generating spots. Wells Street on a weekend night often looks like a block party that spills out over a couple of blocks. It’s always a good time to drive on Wells Street between North Avenue and Division Street.

Quirk Street Cred

LaSalle Street has a small part that runs east and west whereas the remainder goes north and south. The directional distinction contributes to its previously explained speed advantage. The east/west section provides a shortcut of sorts to travel north/south during heavy traffic.

The duo direction oddity leads to the street’s unique brush with the waters. It cuts across the Chicago River’s east/west flowing branch but collides with the lake front to the east. LaSalle enables passengers to drop off at the river walk, a pedestrian friendly pathway along the river, and the lake front’s North Ave Beach.

The directional split brings distinct benefits to highway expressway interaction. LaSalle has two River North intersections within three blocks of the Kennedy I-90 entrance exit ramps. It also has direct entrance exit ramps to (Rt.41) Lake Shore Drive. Escape onto LaSalle from “the Drive” is preferred when it’s not the ususal lake shore express but instead becomes a clogged lake front mess.

LaSalle Street near a Dan Ryan entrance.
LaSalle Street near a Dan Ryan entrance. | Source

LaSalle is a street of all types and a master of all forms. Though it’s a main street it’s not a through street. It is single family residential, or frontage road depending on its south side location. The Dan Ryan Express has four road way escape hatches (exits) when going towards the Loop in the morning peak period. LaSalle provides four entry ways onto the express in turn.

LaSalle moves and connects with the best of streets. The destinations in demand on or near this oddity among roads help make it a good street to drive.

This content reflects the personal opinions of the author. It is accurate and true to the best of the author’s knowledge and should not be substituted for impartial fact or advice in legal, political, or personal matters.

© 2019 James C Moore


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