Navigating the Windy City: Your Guide to Chicago Rideshare Apps

Navigating the Windy City: Your Guide to Chicago Rideshare Apps

Chicago, also dubbed as the “Windy City,” is the home of legends. Some of the greatest names and icons, be it athletes or movie actors, have come from this great city, with the likes of Michael Jordan, Harrison Ford, Robin Williams, and Bill Murray, to name a few. However, the city also has many sights and historical landmarks that attract tourists from all around the world. Navigating the windy city requires a ride, and many opt for taxis rather than public transportation due to the freedom and convenience they provide. However, long gone are the days when people stood by the side of the road and whistled to get a taxi ride. Now, people simply pull-out phones from their pockets and use mobile apps to book taxis on the go; it’s that easy. That’s why the popularity of taxi apps is ever-so-high, and their app market value has skyrocketed.

According to research conducted by BusinessofApps, “More than 300 million people all over the world use taxi apps. Also, the taxi app market is set to reach a market value of more than US$283 billion by the end of 2028.”

Those numbers are a clear reflection of the popularity and usage of taxi apps. So, whether you are a Chicago resident or are planning to take a trip to the Windy City, you will need to install one or two Chicago rideshare apps to help you get around the city. But which Chicago rideshare app should you go for? To help you choose, we will list down the seven best Chicago rideshare apps in this blog. So, without wasting any time, let’s get straight down to business.

7 Best Rideshare Companies and Apps in Chicago City

Chicago is a crowded metropolis with many historical landmarks and great food restaurants that are crowd favorites. However, getting to those places requires a Chicago rideshare service that you can get from apps. There is seven Chicago rideshare apps that offer a convenient and comfortable transportation option for residents, travelers, and tourists alike. These are seven of the best rideshare apps you can use in the Windy City:


7 Best Rideshare Companies and Apps in Chicago City


1. Uber

The first Chicago rideshare app on this list is Uber, which is also the best one. Uber is, without a shadow of a doubt, the most used ridesharing app around the world. It is not only popular from a national perspective but is used internationally as well. Ever since its foundation in 2009, Uber has become the standard for booking rides online. Moreover, the app has a user-friendly interface that is much easier to use.

Also, Uber allows you to choose from a variety of rider vehicles, which are split into categories such as Uber Black, Uber X, Uber XL, and Uber Comfort Electric. The Uber Black is the most expensive and luxurious one as the ride fee is justified by luxurious vehicles that allow you to ride in style. On the other hand, Uber XL offers SUV rides, whereas Uber Comfort Electric offers electric vehicle rides and continues on its mission to go green and reduce emissions. Out of all official taxi apps, Uber is the best for rideshare in Chicago, thanks to its variety of vehicle options.

2. Curb

Next up is Curb, which was formerly known as TaxiMagic. Curb is one of the best rideshare options to get around Chicago with a lower fare. Moreover, the taxi drivers of Curb are quite aware of the Windy City routes. This along with the modern and comfortable vehicles that Curb offers, makes them among the best taxi companies in the city of Chicago, Illinois’. Users can choose to pay via the app, cash or credit card.

3. Lyft

Lyft is yet another great Chicago rideshare app. In many ways, Lyft is very similar to Uber. That is because Lyft also offers various ride options, including standard, shared, and luxury rides. The Lyft Plus offers rideshare for larger groups of people with SUV or Van rides. Whether you’re a resident of South Ave, Chicago, or a traveler wanting to explore the beautiful beaches and shore of the windy city, Lyft will get you to your destination in no time. The app’s standout feature is its friendly, pink-moustache car icons, which make it easy to spot your driver.

4. Cabify

Cabify is a popular rideshare option not just in Chicago but throughout Europe and Latin America as well. In fact, Cabify first started in those places and made its way to Chicago. This Chicago rideshare app offers quite a lot of ride options that allow users to book rides based on their needs. These options include standard, executive, and accessible vehicles. Cabify has earned people’s trust for its safety and insurance. The company also has a proven track record of providing the best customer service, which is also something that it prides itself on.

5. Grab

Grab is yet another app that has its roots in other parts of the world, mainly Southeast Asia. However, the popularity of Grab made its way over to the windy city of Chicago, and now it’s one of the most used rideshare apps in the city. Like many of the apps so far, Grab offers a variety of ride options, such as standard, premium, and large-vehicle options. Moreover, Grab is known for its competitive pricing and promotions. The affordable rides make Grab a favorite choice for budget-conscious travelers.

6. Via

The second-last name on this list is Via. This Chicago rideshare app is the one that focuses on shared rides more than any of the apps listed in this guide. The app is quite creative and advanced as it has an algorithm that matches passengers with others heading in the same direction. This functionality allows people to save money on fares and it enables carpooling at a low and efficient cost.

However, there are some restrictions to Via as it only operates in just a few neighborhoods in Chicago. But other than that, it offers travellers a cost-effective way to travel around the city. It is especially beneficial for Chicagoans who travel on a regular basis as they can save a lot of money on ride cost every month.


Last but not least is ARRO. ARRO is a rideshare app that teams up with local taxi companies in Chicago. This taxi app offers convenience at its best as it allows you to book a traditional taxi in the easiest way possible. Moreover, users can pay for rides through the app and track their ride’s progress. ARRO is the name of a traditional service that is served in a digital format. It is an excellent option for those who are used to the familiarity and reliability of traditional taxi services.


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Which Car Share Company to Choose From?

There are quite a handful of rideshare apps available in Chicago, Illinois, with each one offering its own benefits. You can choose the right option based on factors such as fare pricing, vehicle options, availability, and customer service. For pricing, ARRO and Curb take the cake, and for vehicle options, Uber is the clear winner with its wide range of vehicles. Moreover, we suggest you compare and calculate fare rates and estimated arrival times of each app. This way, you can determine which Chicago rideshare app provides you with the best deal for your specific journey. All of these factors can contribute to your decision to choose the rideshare app for your trips.


Which Car Share Company to Choose From?


Benefits of Choosing Chicago Rideshare Apps

There are a lot of benefits that come with using Chicago rideshare apps compared to using public transportation. Some of the benefits include the following:


Benefits of Choosing Chicago Rideshare Apps


You Plan the Trip, Not the Driver

Ridesharing is highly advantageous as riders can plan their journey in line with their likes. Traditional cabs are different from rideshare services in that the latter gives room for the rider to decide the pickup point where he or she will be picked from. This way, it allows a person to get to places in a more convenient way.

Choose Any Location for Pick and Drop

Ridesharing applications allow for rides to be requested from nearly any location within its service area. If you want to catch a ride home after a long day, get picked up for work in the morning, or even have it take you around so that you can explore while on vacation – there’s an app for that!

Fastest Way to Commute Straight from Airport

Rideshare apps are way easier for travelers coming into the airports of Chicago to get to their final destination. A rider does not have to go through the hassles associated with public transport systems such as taxis, which always have long queues. Instead, they just need to request for one at the gate and be gone before you know it.

Disadvantages of Taxi-Share Service

Not everything is great and all, as there are a few downsides to Chicago rideshare apps as well. Some of the disadvantages of these apps include:


Disadvantages of Taxi-Share Service


Peak Hours Affect Customer Waiting Times

Although rideshare apps offer convenient service, peak hours and high demand can still affect them. This way, it significantly extends ride wait times during rush hour or when popular events are taking place, which can lead to customer dissatisfaction due to delays. The waiting hours can count anywhere from 1.00 hours to a half hour.

Uber and Lyft have Higher Fare Compared to Public Transportation

Despite the convenience of ride-hailing apps, compared to buses and trains, their price rates usually tend to be more elevated. This might be a noticeable determinant for passengers with tight budgets or city dwellers who often have to travel around. Knowing the strengths and weaknesses of different ride sharing platforms in Chicago will help you make the right choice of the one that fits your requirements and preferences.

Final Thoughts

That is all that we have to talk about in this guide to Chicago rideshare apps. Chicago’s landscape is the perfect setting for a trip. These are the seven Chicago rideshare apps available at your disposal. With them, you can easily get by from one place to another. We hope our guide can help you choose the best Chicago rideshare app for your travel journey in the Windy City. If you enjoyed reading this guide, we suggest you check out guides similar to this one on our website.

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