$42 Car Rental Chester, CT

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Top Car Deals in Chester

* Price found within the past 6 days. Click for updated prices.

Tue, Sep 30 to Wed, Oct 1

Economy

Chevrolet Spark or similar
  • 4 people
  • Unlimited mileage
East Haven, Connecticut, USA
Chevrolet Spark

$42

includes taxes & fees
$33 per day
found 3 days ago
Economy Chevrolet Spark
Tue, Sep 30 to Wed, Oct 1

Compact

Chevrolet Sonic or similar
  • 5 people
  • Unlimited mileage
East Haven, Connecticut, USA
Chevrolet Sonic

$42

includes taxes & fees
$33 per day
found 3 days ago
Compact Chevrolet Sonic
Tue, Sep 30 to Wed, Oct 1

Midsize

Chevrolet Cruze or similar
  • 5 people
  • Unlimited mileage
East Haven, Connecticut, USA
Chevrolet Cruze

$47

includes taxes & fees
$38 per day
found 3 days ago
Midsize Chevrolet Cruze
Tue, Sep 30 to Wed, Oct 1

Standard Elite Special

Ford Mustang Mach-E or similar
  • 5 people
  • Unlimited mileage
New Haven, Connecticut, USA
Ford Mustang Mach-E

$60

includes taxes & fees
$40 per day
found 3 days ago
Standard Elite Special Ford Mustang Mach-E
Tue, Sep 30 to Wed, Oct 1

Fullsize

Toyota Camry or similar
  • 5 people
  • Unlimited mileage
New Haven, Connecticut, USA
Toyota Camry

$60

includes taxes & fees
$40 per day
found 3 days ago
Fullsize Toyota Camry
Tue, Sep 30 to Wed, Oct 1

Standard

Volkswagen Jetta or similar
  • 5 people
  • Unlimited mileage
New Haven, Connecticut, USA
Volkswagen Jetta

$60

includes taxes & fees
$40 per day
found 3 days ago
Standard Volkswagen Jetta
Tue, Sep 30 to Wed, Oct 1

Luxury

Genesis G70 or similar
  • 5 people
  • Unlimited mileage
New Haven, Connecticut, USA
Genesis G70

$90

includes taxes & fees
$65 per day
found 3 days ago
Luxury Genesis G70
Tue, Sep 30 to Wed, Oct 1

Premium

Toyota Crown or similar
  • 5 people
  • Unlimited mileage
New Haven, Connecticut, USA
Toyota Crown

$96

includes taxes & fees
$70 per day
found 3 days ago
Premium Toyota Crown
Tue, Sep 30 to Wed, Oct 1

Mini Van

Chrysler Pacifica or similar
  • 7 people
  • Unlimited mileage
New Haven, Connecticut, USA
Chrysler Pacifica

$108

includes taxes & fees
$80 per day
found 3 days ago
Mini Van Chrysler Pacifica

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Lowest prices found within the past 3 days. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is a rental car per day in Chester?
The most affordable daily rate in Chester was $42 based on prices within the last seven days. Have a look at our impressive range of options, from small and affordable vehicles to classy, head-turning rides.
Can I rent a car from Tweed - New Haven Regional Airport (HVN)?
Touch down at Tweed - New Haven Regional Airport (HVN) and then head for Hertz or Budget, a short commute away. You'll be discovering the sights and sounds of Chester in your reliable rental before you know it.
What happens if I need to cancel my Chester car reservation?
There are always times when even the best-laid plans go wrong. That's why we provide your money back on many prepaid rentals if canceled at least six hours in advance of pickup. Don't forget to double-check your cancellation policy — sometimes it's not an option. Can't find the details there? Our Customer Service Portal is always here to help.
Where can I go on a road trip from Chester?
After you've checked out all of the well-known places in Chester, there's plenty more to explore in the region. Pick up the keys to a rental car, toss your luggage in the trunk and hit the open road. These are some drives we think you'll love:

  • Providence is 65 miles from Chester. Notable tourist attractions like Roger Williams Park Zoo should be high on your list here.
  • Your next pit stop? Albany, which is around 110 miles away. The Egg is one local highlight you won't want to miss.
  • Get out into nature and appreciate the serenity at Longwood Gardens. You'll find it around 200 miles from Chester.

How do I find the best car rental deals in Chester with Expedia?
Getting an amazing deal on your Chester rental car is a piece of cake with Expedia. Choose your preferred ride, add in a few more details and compare prices from leading brands. Why not add hotels and flights to your booking? You'll score even more savings when you combine your bookings into a package.
How old do you have to be to rent a car in Chester?
The minimum age to rent a vehicle in Chester is 21. A surcharge for young drivers applies, so check before booking and factor in any extra costs. There could also be restrictions on the categories of vehicles that can be rented by young drivers. For instance, some outlets will only rent out small and medium-sized cars to less-experienced motorists. Rules may vary between outlets, so read the fine print carefully.
What do you need to rent a car in Chester?
You'll need to present your driver's license and a credit card in your name at the rental counter. Prior to pickup, check with your rental provider whether other documentation is needed. For example, you may also need to show proof of insurance.
What is the cheapest car rental in Chester?
Chester has no doubt had some very happy car renters lately. The lowest daily rates recorded within the past seven days were $42 and $47. These rates were available on Expedia, with a rental starting date within the next year. Prices and availability are subject to change and additional terms apply.
Can I rent a car for a month or longer in Chester?
You can rent a car for a month or longer in Chester, so go on and extend your getaway! Just enter your trip details into our long-term car rental deals page and lock in your perfect ride.
Where can I find a Chester car rental if I am younger than 25?
Some Chester companies will rent cars to drivers under 25, and others won't. Age policies differ between suppliers, so you'll want to do your homework. Also, find out if there are extra costs. Some businesses will apply a surcharge to young customers between the ages of 21 and 24. Always look through the terms and conditions so you know what to expect.
What insurance should I choose for my car rental in Chester?
After meticulously planning your escape, don't scrimp on safety — add collision protection while booking your Chester car rental with Expedia. There are numerous benefits to this plan, including up to $35,000 in primary coverage for theft, vandalism and collision damage. Plus, with a zero-dollar deductible and 24/7 emergency help, you can breathe a little easier if the unexpected occurs.

Car Rental Information

 
Popular car types
SUV, Full Size, Economy
 
Car suppliers available
 
Our best deal of the day
$42
 
Our second best deal of the day
$47
 
Our third best deal of the day
$60
 
From the airport to your hotel
Airport Transportation
 
From popular domestic and international airports
Airport Car Rentals

Finding the cheapest car rentals in Chester

Using our Search Wizard

If the deals that are available on our page do not suit your needs, then enter Chester into the search wizard at the top of the page. We will compare all the best deals available for your car rental in Chester and provide you with a list of the cheapest options, with no added fees.

Renting a car in Chester

Pay at pickup is available, so you don’t have to worry about spending your money until you arrive at your vehicle in Chester. We partner with reliable partners that guarantee an enjoyable experience for solo travelers, couples, and families. Package your car with a flight or hotel to unlock even more savings from Expedia.

Expected prices in Chester

Prices are subject to seasonal change depending on when you decide to arrange your car rental but right now you can book from $42.

Flexibility & Cancellation

Most car suppliers offer penalty-free cancellations, so you don’t have to worry about losing money if your plans change. To cancel your booking log into your account through the Trips portal. Click manage booking and cancel this car. If you needed to alter your booking, then you can create a new one once you have canceled.

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Car classes available from Expedia in 2025

The classes of vehicles available will change depending on your chosen location.

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Explore a world of travel with Expedia