Book now, cancel later
We clearly highlight car and van rental options in Chicago that have free cancellation. This way, you can score the best deal with total flexibility to change your plans if you need to.
Rent a car in Chicago for a whole month
Want to rent a car for almost a month? Often, car rental companies in Chicago avoid costly admin in between pickups by renting out cars for longer periods. So see if monthly car rental is cheaper than the three weeks you need it for by selecting 30 days. Try it now.
Book 2 weeks in advance
We crunched some numbers and found that most travelers score the lowest daily rate when they book 2 weeks in advance. The cheapest month to rent a car in Chicago is November.
Compare fuel policies
To save money on topping up the tank as you take off in Chicago, look out for deals with a "full to full" fuel policy, as opposed to a "half-full to full" one.
Skip the lines
We call out keyless pickup when you search for cars with us. No keys to pick up means no lines. Just show up at your preferred Chicago car rental location, hop in, and hit the road.
