$45 Car Rental Chester, CT

Search and Compare from Car Companies in Chester

Photo by Annette Babek
I have a discount code

Featured car rental suppliers

Compare from agencies

car suppliers logo

Change your mind: penalty-free cancellation on many/select car rentals

Treat yourself: One Key members save 10% or more on over 1 million car rentals

Shop Smart: Compare car suppliers and package your flight, hotel, and car to save

Top Car Deals in Chester

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

Mon, Aug 4 to Tue, Aug 5

Economy

Nissan Versa or similar
  • 5 people
  • Unlimited mileage
East Haven, Connecticut, USA
Nissan Versa

$45

includes taxes & fees
$45 per day
found 6 hours ago
Economy Nissan Versa
Mon, Aug 4 to Tue, Aug 5

Compact

Hyundai Accent or similar
  • 4 people
  • Unlimited mileage
East Haven, Connecticut, USA
Hyundai Accent

$45

includes taxes & fees
$45 per day
found 6 hours ago
Compact Hyundai Accent
Mon, Aug 4 to Tue, Aug 5

Midsize

Nissan Sentra or similar
  • 5 people
  • Unlimited mileage
East Haven, Connecticut, USA
Nissan Sentra

$50

includes taxes & fees
$50 per day
found 6 hours ago
Midsize Nissan Sentra
Mon, Aug 4 to Tue, Aug 5

Standard

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

$54

includes taxes & fees
$54 per day
found 6 hours ago
Standard Volkswagen Jetta
Mon, Aug 4 to Tue, Aug 5

Standard Elite Special

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

$87

includes taxes & fees
$62 per day
found 6 hours ago
Standard Elite Special Ford Mustang Mach-E
Mon, Aug 4 to Tue, Aug 5

Fullsize

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

$93

includes taxes & fees
$67 per day
found 6 hours ago
Fullsize Toyota Camry
Mon, Aug 4 to Tue, Aug 5

Premium

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

$116

includes taxes & fees
$86 per day
found 6 hours ago
Premium Toyota Crown
Mon, Aug 4 to Tue, Aug 5

Luxury

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

$145

includes taxes & fees
$110 per day
found 6 hours ago
Luxury Genesis G70
Mon, Aug 4 to Tue, Aug 5

Mini Van

Dodge Grand Caravan or similar
  • 4 people
  • Unlimited mileage
East Haven, Connecticut, USA
Dodge Grand Caravan

$139

includes taxes & fees
$139 per day
found 6 hours ago
Mini Van Dodge Grand Caravan

Don't see what you're looking for?

See all car rentals in Chester
View all cars
Lowest prices found within the past 6 hours. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is a rental car per day in Chester?
Unforgettable road trip adventures in Chester await, with daily car rental rates starting from as little as $45. That's based on prices found within the past seven days.
Can I rent a car from Tweed - New Haven Regional Airport (HVN)?
Land at Tweed - New Haven Regional Airport (HVN) and then head to Hertz or Budget, a quick commute away. You'll be exploring the sights and sounds of Chester in your own set of wheels in no time at all.
What happens if I need to cancel my Chester car reservation?
You should receive a complete refund on your prepaid reservation if you notify us at least six hours prior to pickup. Check your car rental agreement for all the info. Our Customer Service Portal may have what you need too.
What types of cars can I rent in Chester?
Crowded city streets and cramped parking spaces are no sweat for an economy car — the most in-demand type of rental in Chester. Slide behind the wheel of one of these and maneuver around traffic effortlessly. Affordable, reliable and with terrific mileage, these small cars pack plenty of punch. But Chester can be explored in almost any sort of rental you like. Compact, mid-size and full-size vehicles are other options to consider.
Where can I go on a road trip from Chester?
Chester is full of surprises, but don't limit yourself to just one place. Organize a set of wheels and hit the open road to explore the wider region. Here are some ideas:

  • Head off to New York for a fantastic sightseeing adventure. Around 90 mi from Chester, it has tons of great attractions like Times Square.
  • Approximately 100 mi away, Boston is also a favorite with travelers. Make sure you take in Fenway Park while you're in town. It's one of the reasons people love this vibrant city.
  • Venture into nature and appreciate the serenity at Mount Washington State Park. You'll find it about 210 mi from Chester.

Why should I rent a Chester car with Expedia?
With our member discounts, exclusive offers and extensive range of rental companies, finding the best ride at the perfect price is a piece of cake with Expedia. Compare vehicles from up to suppliers in Chester. Plus, when you bundle your rental car with your hotel and flights, you'll save even more with our convenient package deals.
How do I find the best car rental deals in Chester with Expedia?
Scoring the best deal on your Chester rental car is a piece of cake with Expedia. Choose your preferred car class, add some details and compare prices across major suppliers. Why not add flights and hotels to your booking? You'll get access to terrific discounts when you create a vacation package.
How old do you have to be to rent a car in Chester?
Rental car rules in Chester require drivers to be at least 21. Are you a younger driver? Some surcharges and restrictions could apply. Rental providers impose what is known as a young driver surcharge, which is an additional fee to the cost of the rental car. Restrictions usually apply to the classes of cars young drivers can rent as well. Age limits may differ between outlets, so check before booking.
What do you need to rent a car in Chester?
Before you can hit the road in Chester, you'll need a valid driver's license and a credit card in the same name. If you don't take out the company's insurance plan, you may also have to provide proof of your own coverage. Rules may vary, so understand the policy terms and conditions before you choose a rental provider.
What is the cheapest car rental in Chester?
The cheapest price for a car rental in Chester within the past seven days was $45 per day. The next best deal to be had was $50. 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. Expedia partners with reputable companies that offer long-term rentals for many categories of cars. Reserve one of our long-term car rental deals and explore every turn of Chester — or far beyond!
Where can I find a Chester car rental if I am younger than 25?
Age policies are different between rental suppliers, so you'll have to do a little research. Found a Chester outlet that does rent to drivers under 25 years of age? Awesome! Just keep in mind that extra charges often apply to drivers between the ages of 21 and 24. The terms and conditions of each rental car you're considering should have all the details you need.
What insurance should I choose for my car rental in Chester?
For a safe, stress-free adventure, add Expedia's collision damage protection to your rental car booking. This insurance covers your vehicle against theft, vandalism and collision damage. It also offers customers 24/7 emergency support in times of need. Opt in to this insurance while finalizing your Chester ride with Expedia and save money and time at the rental desk.

Car Rental Information

 
Popular car types
SUV, Full Size, Economy
 
Car suppliers available
 
Our best deal of the day
$45
 
Our second best deal of the day
$50
 
Our third best deal of the day
$54
 
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 $45.

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.

We all love being rewarded

One Key members save 10% or more on select hotels, cars, activities and vacation rentals. Not only that, earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands: Expedia, Hotels.com and VRBO. Learn more and join today.

Car classes available from Expedia in 2025

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