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Worried about driving in Chicago during your upcoming trip? It’s a common anxiety – Chicago is a big bustling city with tons of traffic and driving nuances, after all!

Driving here can be a challenge, but there are many options. Many visitors elect to exclusively use public transportation and taxis, but there are advantages to having your own vehicle. In my five years of living in Chicago, I’ve picked up some tips and tricks to make driving in Chicago way easier – and I’m here to spill the beans!

Of course, your experience driving in the city will heavily depend on where you’re staying, so bookmark my guide to where to stay in Chicago while you’re at it.

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Driving in Chicago can be challenging; you’ll find many other drivers aggressive, some to the point of road rage. I recommend practicing defensive driving to protect yourself from other cars.

You must have a valid United States driver’s license to drive in the state of Illinois. Illinois does not recognize the official International Driver’s License, although you can use a driver’s license from another state or country for up to 90 days if you do not plan on becoming a permanent resident of Illinois.

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Using Discover Cars is a great way to rent a car in Chicago – they offer reviews and prices from multiple distributors to help you find the best rental deal possible.

Discover Cars is a lesser know, but incredible, car rental search engine. It often finds cheaper fares than other websites. Plus, we love how easy it is to compare reviews of different rental agencies & that they don't hide any fees.

I recommend booking a car rental as far in advance as possible – prices go up as you approach the date. When doing so, choose a car that fits your requirements, and know exactly what is required for the rental process to avoid surprises.

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Regardless of where you’re from, drivers in Illinois need to have liability coverage at the minimum, which will cover any injuries and damages for which you are at fault.

Drivers in Illinois need $25, 000 of bodily injury liability coverage per person and $50, 000 per accident. These same limits are required for uninsured motorist coverage, in addition to $20, 000 of property damage coverage per accident.

The big city of Chicago is notorious for traffic jams. Drivers should avoid the central business district downtown (The Loop) and major city highways, such as the Dan Ryan Expressway, during rush hour (6 a.m. to 8 a.m. and 4 p.m. to 6 p.m.).

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Also remember that this is a major sports town. Baseball, basketball, football, and hockey games significantly increase traffic. Being close to Wrigley Field after the Chicago Cubs have played a home game will almost guarantee that you get stuck in traffic.

Always watch out for construction zones as well. Getting trapped in construction zone traffic can be incredibly frustrating, especially during rush hour. Have an alternate route planned to be able to steer clear of this traffic.

It’s important to be extra alert when you drive in Chicago during the winter. You’ll need to drive more slowly and be aware that there could be black ice anywhere. Don’t drive unless it’s absolutely necessary – I actually recommend using public transit if you can.

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If you have a smaller vehicle, there is a higher risk of getting stuck in the snow. Avoid driving on roads with a lot of visible snow. Traffic is often worse than usual.

Also, keep windows rolled up to stay warm, and make sure that you have a cell phone and a car charger at all times in case of emergency.

📚 Related Reading: Check out my guide on the best time to visit Chicago to see what the Windy City has to offer at all times of the year!

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Parking is often a challenge in Chicago. In the suburban areas, you will generally be able to utilize parking lots, however, this is rarely going to be the case in The Loop.

You’ll often have to pay to park in a garage when visiting popular Chicago attractions, such as the Millennium Lakeside Garages if you’re going to an event in Millennium Park, or the Grant Park North or Grant Park South Garages.

Sometimes, you’ll have to look at different garages to see which one is the cheapest. Though garage parking is the most common option in the city center, meter parking exists as well.

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👉 Pro Tip: In some areas, you’ll have to pay attention to parking signs for street parking – if you’re parked there outside of certain hours without the proper permit, you’ll get a ticket.

Driving in Chicago can be unpredictable. For example, an unexpected accident could close off your planned route – leaving you to re-route yourself.

Though using a maps app on your phone is great for navigation, it’s good to have a general idea of the orientation of the roads (knowing that Sheridan is north of Addison, for example). Knowing that you’re going in the right general direction is essential until you get back on track.

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📚 Related Reading: This epic Chicago packing list will help you prep with all the items you need for a comfortable trip!

There are many one-way streets in Chicago. Make sure that you look out for street signs that signal these streets, as it can be difficult (and scary!) if you end up going the wrong way on one of them. This is particularly important to remember if you don’t have GPS to tell you where to turn.

There are many pedestrians and cyclists in the city of Chicago. When you see people walking on a crosswalk, you are required to yield to them.

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Bicycle rentals are very common here. There are visible areas where people are picking them up and dropping them off – so be particularly careful at these locations to make sure you don’t hit anyone. E-scooters are also common in the Windy City.

Driving here is more difficult than in most cities – especially in The Loop with all the traffic, one-way streets, pedestrians/cyclists, and the bridges over the Chicago River. Some find it overwhelming.

Chicago’s public transportation options here are quite extensive – many easily live here without a car. Familiarize yourself with the buses and trains (as well as taxis/rideshare options) that service your planned destinations, even just as a backup plan.

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If possible, reroute your GPS to avoid toll roads as you enter the city. If you can’t do this, you’ll have to make sure to pay the toll.

If you can’t pay your toll in cash at the lane on the Chicago Skyway, then an automated payment machine or toll collector in your lane can issue you a toll violation notice with payment instructions. You’ll have up to seven days to pay before additional fees are issued.

It is relatively difficult to drive in Chicago, particularly with the heavy traffic of rush hour and after sporting events. Also, there are pedestrians, cyclists, and many streets where you can only drive in one direction – particularly in The Loop. It gets easier as you drive away from downtown Chicago.

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As long as you watch your surroundings, driving in Chicago is safe. That being said, there’s a relatively high number of car crashes; in fact, it’s 25.2% more likely here than elsewhere. For most, it gets safer as they leave the heavy traffic of the city center and move into rural areas.

The best times to drive here are during the slowest traffic – before 5 a.m., between 11 a.m. and 12 p.m., between 2 p.m. and 3 p.m., and after 7 p.m. Also, darker skies can cause you to miss things, so daytime may be better.

The L train is generally safe. This is particularly true since the Chicago Transit Authority has spent the past five years installing 3, 600 surveillance cameras on platforms and in train cars. However, if you can, you should avoid certain stops and riding the train late at night.

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Driving in Chicago can be challenging, as it’s one of the world’s biggest cities. But it’s definitely doable for anyone who can be aware and vigilant behind the wheel.

And if you want a break from the Windy City roads during your vacation, feel free to look at our guide to the best day trips from Chicago!

Nilani Thiyagarajah is a freelance writer and editor in Chicago, Illinois. Nilani enjoys exploring the Windy City whenever she has free time. Having grown up in Cincinnati, Ohio, she enjoys seeking and finding all of the best-kept secrets that any area has to offer. Nilani loves traveling and learning about new cultures and plans to do a lot more of it in the coming years!

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