City Cast Chicago logo
Display Ad: Children play near Chicago's Cloud Gate. "Big plans. Coming right up." with pizza graphic on left; "Enjoy Illinois. Meet in the middle." on right.

Why Chicago's Taxi Wars Are Forgotten

Posted on March 21, 2024   |   Updated on September 30, 2025
Sidney Madden

Sidney Madden

Vintage postcard of State and Madison showing two first-generation Yellow Cabs around 1917

Vintage postcard of State and Madison showing two first-generation Yellow Cabs around 1917. (Public domain)

Even big Chicago history buffs might not know about the taxi wars of the 1920s, when the Yellow Cab Company and Checker Taxi Company were the biggest players vying for dominance on the streets of Chicago.

But writer Anne Morrisy grew up hearing about the taxi wars: Her great grandfather Charles W. Gray had worked his way up Yellow Cab from driver to president. Speculation around his mysterious death and curiosity about the era led Morrisy to write her new book, “Street Fight: The Chicago Taxi Wars of the 1920s.”

This interview has been edited for length and clarity.

Why don’t more Chicagoans know about the taxi wars?

“It was this period of time in Chicago when there was so much going on — various street battles happening around prohibition, organized crime, and Al Capone — that some of the other things that were going on got eclipsed, including the violence that was the taxi wars in Chicago.”

How did violence escalate from disputes over union membership and cab fare to “business-related terrorism and deadly violence?”

“The unions could be taken over by organized crime. … They would intimidate and terrorize the union membership so that they could have control and then use that control to engage in extortion or other illegal acts. When they came in and started taking over the Teamsters Union [the main taxi driver union], that's when the violence really ratchets up to the next level.”

In what ways did the taxi wars shape Chicago today, especially with Uber and Lyft in the last 10 years?

“A lot of that violence that was happening on the streets in the 1920s led to City Council developing all kinds of regulations around the taxi industry. They had mandatory background checks on drivers. They required you to identify what company you were driving for in your car.”

“Those are the regulations that when the rideshare companies came in, they said, ‘Well, we don't think we should have to abide by those. We don't think those are important or relevant or reflect our modern world.’”

“Part of me thinks: Is it that they didn't reflect our modern world anymore or is it that we didn't remember why they had been established in the first place? Because we had forgotten the history of violence that led to the regulation of the industry.”

Author Anne Morrisy

Author Anne Morrisy of “Street Fight: The Chicago Taxi Wars of the 1920s.” (Anna Urban Photography)

Meet Morrisy and learn more about the book at Madison Street Books in West Loop tonight and at The Book Stall in Winnetka June 20.

Share article

Hey Chicago

Stay connected to City Cast Chicago and get ready to join the local conversation.

Can't subscribe? Turn off your ad blocker and try again.
Advertisement image

3 Questions With

See All
3 Questions WithApril 14

3 Questions With Chicago’s Poet Laureate

It’s National Poetry Month, and while you can find a variety of workshops and open mics in April, poets call Chicago home all year round.

A woman smiling while sitting. There is a potted plant in the back
3 Questions WithNovember 10, 2025

3 Questions with Rosie Drumgoole of Deborah's Place

Deborah's Place has been helping women in Chicago find housing and stability for 40 years.

Deborah's Place event
3 Questions WithSeptember 22, 2025

3 Questions With the Guy Who Walked From Rogers Park to Indiana

What did Michael McColly learn in his 63-mile trek along Lake Michigan?

Michael McColly
3 Questions WithSeptember 18, 2025

3 Questions With Carmen — from ‘Carmen’

“Carmen” premieres tonight at the Joffrey Ballet — right in time for the dance company’s 70th anniversary.

“Carmen” rehearsal
3 Questions WithAugust 21, 2025

3 Questions with Chicago’s Youth Poet Laureate

Without poetry, Eila Kittikamron Mora says she would have “turned into a ball of obscurity.”

 Eila Kittikamron Mora
3 Questions WithAugust 12, 2025

3 Questions with ‘Eddington’ Actor — and Chicagoan — Matt Gomez Hidaka

Ari Aster's new film “Eddington” stars a few people you may have heard of, including a local who got his acting start on the North Side.

Matt Gomez Hidaka and Ari Aster
3 Questions WithNovember 12, 2024

Why Chicago's Downtown Needs Help

Downtown office vacancy remains high. So how can Chicago revitalize the Loop?

State Street empty in the spring 2020
3 Questions WithOctober 15, 2024

Will Chicago Actually Replace Lead Pipes?

Chicago now has 20 years to replace more than 400,000 lead lines after President Joe Biden imposed a new deadline last week.

A contractor fixes a leaking lead pipe ahead of service line replacement in Little Village in 2023

The latest in Chicago

Chicago's BestApril 24

Chicago Was — Is? — a Magic Town

The Hand & The Eye is a new venue marketing Chicago-style magic. But what is Chicago-style magic? And where can you find it around and th...

A self with memorabilia at the Chicago Magic Lounge.
Neighborhood GuidesApril 23

Where to Read in Chicago

It’s National Library Week through April 25 — which is coincidentally Independent Bookstore Day! There’s an official crawl across Chicago...

A white building with pillars, on the street there are cars parked in front of it
Chicago, ExplainedApril 22

The End of an Era For Lincolnwood Town Center

Lincolnwood Town Center shuts down April 30 — depending who you ask. I went to the mall to check things out for myself.

Emmi Mack at Lincolnwood mall
Neighborhood GuidesApril 20

Celebrate 420 at These Chicago Dispensaries

It’s been a little over 6 years since recreational marijuana was legalized in Illinois. At the time, Gov. JB Pritzker called it the “most...

Three people standing in a room. In the back is art work. There are 4 paintings across, and 3 paintings down
Chicago, ExplainedApril 17

Take This Week's Chicago News Trivia Quiz

How closely were you paying attention to this week's current events? Test yourself in our weekly trivia quiz.

A security officer and his dog at a CTA Blue Line Station
Chicago's BestApril 15

Chicago’s Splashiest Water Activities

As we mourn the Humboldt Park swan boats, there are still plenty of Chicago water and boat activities to enjoy as the season heats up.

Swan boats dot the Humboldt Park lagoon on a sunny day. (Courtesy of J E Koonce / Flickr)
Chicago HistoryApril 8

Who’s Preserving Chicago Family History?

If you are like me, all your family history lives within multiple photo albums and VHS tapes stored in your parents’ living room cabinets.

Group of adults and children sit in a circle around an infant lying down in a home
Chicago's BestApril 7

Celebrate Poetry in Chicago

Every month is Poetry Month in Chicago. But since April is actually National Poetry Month, consider diving in deeper.

Two level room with floor to ceiling bookshelves filled with books. On the floor level is a long table has computers on it.