Jerry works with 6 different insurance companies in the First State, and in the past year alone we’ve helped 4,155 Delaware drivers compare competitive quotes and make the switch.

Every driver’s situation is different, but because we’ve helped thousands of DE drivers like you, we know what matters most. We can show you real choices made by real people, including how other drivers in your state are picking their car insurance coverage.

Here’s what we’ve noticed:

• ROOT is the single most-chosen insurer among Jerry customers in Delaware.

• Progressive and GEICO come in second and third place, making up about half of the total market share combined.

• The rest of our customers are spread across strong carriers like National General and Liberty Mutual, among others.

What this shows is that there’s no single “best” company for every driver. But there is a best fit for you, based on your driving profile, coverage needs and risk tolerance.

Most popular insurers in Delaware

Insurer	Share of Jerry drivers	Jerry customer rating
ROOT	35%	4.0
Progressive	33%	4.8
GEICO	21%	No Rating
National General	15%	5.0
Liberty Mutual	6%	No Rating

Based on the most frequently chosen carriers by Jerry customers in this state. Customer rating based on average rating by Jerry customers in this state.

Quick picks: Best Delaware car insurance by driver profile

Here are the categories we chose when selecting our best insurance companies for Delaware drivers, and why. Use this as a starting point, then let Jerry personalize the results for your exact details.

How Jerry helps Delaware drivers find their best insurance

Most quote sites stop at “here’s the cheapest.” Jerry goes further.

For Delaware drivers, this is what happens when you shop with us:

• Use real data from 4,155 recent Delaware quotes to best compare your coverage options.

• Analyze 6 top insurers in the state against our quality criteria and your specific needs.

• Show you highly-rated options that balance coverage, claims and cost.

• Explain why each option makes sense for your situation.

• Handle all the paperwork — including cancellation and refund requests — and help you switch, so you never have a coverage gap.

• Continue monitoring market rates so you always know when it’s time to shop for better pricing.

What does that mean for DE drivers? An average annual savings of $1,095 and high satisfaction rates among drivers who switch with Jerry.

Skip the quote chaos. Answer a few quick questions and we’ll do the heavy lifting, fast.

Best car insurance for most DE drivers

Delaware drivers have many different insurance companies to choose from when shopping for coverage through Jerry. Each carrier brings a different mix of coverages, features, benefits and pricing to the table, so customers can compare real options and land on the best balance of price and protection.

Here are some of the most recent quotes that drivers have received in the state:

Recent quotes in Delaware

In general, good drivers in Delaware are looking for full coverage at a fair price with strong claims support if and when they need it. For this category of drivers, three companies consistently stand out as customer favorites: ROOT, Progressive and GEICO. Jerry can help you compare them (and more) side-by-side in just minutes, so you can see which one truly fits your needs.

Here’s a look at what they each offer and why customers say they’re a top pick.

1. ROOT

Recent quotes for DE drivers

Based on Jerry customers with clean driving records who found savings in the past 12 months. Savings depend on coverage and other factors. Potential savings will vary.

Customer rating based on average rating by Jerry customers in this state.

• Why we recommend ROOT:

  • Strong fit for consistently safe drivers who want pricing tied to driving behavior.
  • Claims can be started and managed through the app.
  • Rental reimbursement available as an add-on for drivers who want a backup plan.
  • Jerry ROOT customers primarily like the carrier’s pricing, but also praise its mobile app and customer service.

2. Progressive

Recent quotes for DE drivers

Based on Jerry customers with clean driving records who found savings in the past 12 months. Savings depend on coverage and other factors. Potential savings will vary.

Customer rating based on average rating by Jerry customers in this state.

• Why we recommend Progressive:

  • Competitive rates for many driver profiles, especially when comparing full coverage.
  • Easy online and app-based payments, policy management, and claims filing.
  • Solid coverage choices for drivers who want more control over deductibles and add-ons.
  • Beyond price, Jerry customers most frequently praise Progressive for its robust app and variety of discounts.

3. GEICO

Recent quotes for DE drivers

Based on Jerry customers with clean driving records who found savings in the past 12 months. Savings depend on coverage and other factors. Potential savings will vary.

Customer rating based on average rating by Jerry customers in this state.

• Why we recommend GEICO:

  • Convenient online and in-app quoting, policy updates and claims submission.
  • Competitive pricing for full coverage for a wide range of Delaware drivers.
  • Snapshot® can unlock extra discounts as safe driving continues.
  • Jerry customers most frequently praise GEICO for its helpful mobile app, but also enjoy this carrier’s pricing and customer service.

Best DE car insurance for bundling home and auto

When you own a home, your car insurance isn’t just about dents and fender benders. It’s also there to help protect your savings and assets if you’re found responsible for an accident, as paying for someone else’s medical bills or property damage gets expensive fast.

For many homeowner drivers, bundling auto and home insurance is a simple way to keep coverage in one place and qualify for discounts that can lower your bill. But bundling isn’t the only way homeowners can benefit. Even with separate insurers, some carriers still factor in homeownership with added discounts or coverage limits that line up better with what you’re protecting.

In Delaware, Jerry sees most home-owning customers choosing Progressive, ROOT and GEICO for their auto coverage, including those who do and don’t bundle those policies together. Here’s what each top carrier offers and why Jerry customers pick them most often.

1. Progressive

Recent quotes for homeowners

Based on Jerry customers with clean driving records, who own a home and found savings in the past 12 months. Savings depend on coverage and other factors. Potential savings will vary.

Customer rating based average rating by Jerry customers that are homeowners in the past 12 months.

• Why we recommend Progressive:

  • Strong legal and claims teams for major accidents and lawsuits.
  • High liability and umbrella options that fit smoothly with homeowners policies.
  • Deep experience with complex coverage needs for households with higher assets and net worths.
  • Beyond price, Jerry customers most frequently praise Progressive for its robust app and variety of discounts.

2. ROOT

Recent quotes for homeowners

Based on Jerry customers with clean driving records, who own a home and found savings in the past 12 months. Savings depend on coverage and other factors. Potential savings will vary.

Customer rating based average rating by Jerry customers that are homeowners in the past 12 months.

• Why we recommend ROOT:

  • N/A

3. GEICO

Recent quotes for homeowners

Based on Jerry customers with clean driving records, who own a home and found savings in the past 12 months. Savings depend on coverage and other factors. Potential savings will vary.

Customer rating based average rating by Jerry customers that are homeowners in the past 12 months.

• Why we recommend GEICO:

  • Multi-policy savings when you combine auto with home, renters or condo.
  • Highly rated app for payments, digital ID cards, vehicle updates and claims.
  • A++ AM Best financial strength rating for dependable claim payments.
  • Jerry customers most frequently praise GEICO for its helpful mobile app, but also enjoy this carrier’s pricing and customer service.

Best value for budget-focused DE drivers

If you’re trying to keep your monthly payment in check without watering down your coverage, carrier choice matters a lot more than most people think. In Delaware, our data show that Progressive, GEICO and ROOT often deliver the strongest value for for drivers who want solid protection at a manageable price. That’s not always the absolute cheapest insurance in Delaware, but it’s usually the best balance of cost and coverage.

Over the past 12 months, Jerry has helped 1,469 Delaware drivers find coverage under $150/month, without dropping to bare-minimum limits.Here’s a look at what each top carrier offers and why Jerry customers say they’re a top pick.

1. Progressive

Recent price-friendly quotes

Based on Jerry customers with clean driving records who found savings in the past 12 months. Savings depend on coverage and other factors. Potential savings will vary.

Customer rating based on average rating by Jerry customers with below-average credit profiles in the past 12 months.

• Why we recommend Progressive:

  • Budget-friendly quotes for many driver profiles, including minimum coverage shoppers.
  • Flexible coverage limits and deductibles so you can right-size cost.
  • Optional add-ons that can protect your budget after a claim, like accident forgiveness and deductible savings features.
  • Beyond price, Jerry customers most frequently praise Progressive for its robust app and variety of discounts.

2. GEICO

Recent price-friendly quotes

Based on Jerry customers with clean driving records who found savings in the past 12 months. Savings depend on coverage and other factors. Potential savings will vary.

Customer rating based on average rating by Jerry customers with below-average credit profiles in the past 12 months.

• Why we recommend GEICO:

  • Multi-vehicle and multi-policy discounts to stack savings.
  • Claim Forgiveness can be earned or purchased in states where available.
  • Flexible payment setup in-app with multiple payment methods and adjustable payment amounts.
  • Jerry customers most frequently praise GEICO for its helpful mobile app, but also enjoy this carrier’s pricing and customer service.

3. ROOT

Recent price-friendly quotes

Based on Jerry customers with clean driving records who found savings in the past 12 months. Savings depend on coverage and other factors. Potential savings will vary.

Customer rating based on average rating by Jerry customers with below-average credit profiles in the past 12 months.

• Why we recommend ROOT:

  • Behavior-based pricing can lower cost for safer drivers without chasing discounts.
  • Ability to adjust deductibles and limits in the app to hit your target price.
  • Same-day coverage for eligible drivers, which can help avoid a costly lapse.
  • ROOT Jerry cut primarily like the carrier’s pricing, but also praise its mobile app and customer service.

Best car insurance for DE families with teen drivers

The day your teen gets their license is exciting. The first insurance bill after that? A bit less so.

In Delaware, adding a teen driver to your policy can push premiums up quickly, and the increase often catches families off guard because it doesn’t always reflect your own history as a safe driver. But you can help mitigate this increase by shopping around and comparing all of your coverage options.

Jerry has helped DE families with teen drivers save an average of $1,400 annually, most often with ROOT, Progressive and National General.

1. ROOT

Customer rating based on average rating by Jerry customers that have children of driving age in the past 12 months.

• Why we recommend ROOT:

  • App-first account access that helps when multiple drivers need documents quickly.
  • Roadside assistance included with many policies.
  • Pricing based on driving behavior, which can reward steady household drivers.
  • Jerry ROOT customers primarily like the carrier’s pricing, but also praise its mobile app and customer service.

2. Progressive

Customer rating based on average rating by Jerry customers that have children of driving age in the past 12 months.

• Why we recommend Progressive:

  • Adding a teen to a household policy usually means the same coverages and limits apply.
  • Good student discount for full-time students with a B average or better, starts at 5% and varies by state.
  • Accident forgiveness options, including smaller claims under $500 and larger forgiveness after longer tenure.
  • Beyond price, Jerry customers most frequently praise Progressive for its robust app and variety of discounts.

3. National General

Customer rating based on average rating by Jerry customers that have children of driving age in the past 12 months.

• Why we recommend National General:

  • Bundling across products for fewer renewals and less admin.
  • Roadside-style add-on that can reduce downtime across multiple drivers.
  • Coverage levels that scale as the family and vehicle mix change.
  • Jerry customers most often choose National General for its competitive pricing, but also praise the carrier’s mobile app and customer service.

Best car insurance for DE college students

College can change your insurance setup overnight, especially when a driver is bouncing between home and campus, driving less or taking a car out of town.

Jerry has helped 1,638 college students in Delaware find affordable coverage that still protects them on and off campus. ROOT, Progressive and GEICO are frequent winners in this group. Here’s why.

1. ROOT

Recent college driver quotes

Based on Jerry customers with clean driving records, between ages 17-24, who found savings in the past 12 months. Savings depend on coverage and other factors. Potential savings will vary.

Customer rating based on average rating by Jerry customers that have children of driving age in the past 12 months.

• Why we recommend ROOT:

  • App-based driver testing rewards careful student drivers, versus making age-based assumptions.
  • Digital proof of insurance in-app is helpful for campus parking and registration.
  • Roadside assistance included with many policies, useful for older cars and long drives home.
  • Jerry ROOT customers primarily like the carrier’s pricing, but also praise its mobile app and customer service.

2. Progressive

Recent college driver quotes

Based on Jerry customers with clean driving records, between ages 17-24, who found savings in the past 12 months. Savings depend on coverage and other factors. Potential savings will vary.

Customer rating based on average rating by Jerry customers that have children of driving age in the past 12 months.

• Why we recommend Progressive:

  • Good student discount available in most states.
  • No age limit on a parent policy if living at home or in full-time college.
  • College-focused discounts and telematics options.
  • Beyond price, Jerry customers most frequently praise Progressive for its robust app and variety of discounts.

3. GEICO

Recent college driver quotes

Based on Jerry customers with clean driving records, between ages 17-24, who found savings in the past 12 months. Savings depend on coverage and other factors. Potential savings will vary.

Customer rating based on average rating by Jerry customers that have children of driving age in the past 12 months.

• Why we recommend GEICO:

  • Good student discount for eligible full-time students.
  • DriveEasy tracks braking, cornering and phone use to create a driving score that influences rates.
  • Strong mobile app for payments, ID cards and claims tracking.
  • Jerry customers most frequently praise GEICO for its helpful mobile app, but also enjoy this carrier’s pricing and customer service.

Best DE car insurance for drivers with violations

If you’ve got a ticket, at-fault accident or DUI, you’ve probably already felt the insurance penalty. Insurers often treat violations as an instant high-risk label, which can drive up premiums and shrink your coverage choices. But high-risk doesn’t mean “no good options.”

Jerry has helped 1,166 Delaware drivers with violations find coverage this past year at affordable prices, and we keep an eye on your rates so you’ll know when it makes sense to shop again after violations fall off your record and you can potentially save even more.

For many Jerry drivers with violations, the most common coverage wins come from Progressive, National General and ROOT — carriers that tend to be more open to Delaware drivers with dings on their record.

1. Progressive

Recent quotes post-violation

Based on Jerry customers with one or more accidents and violations on their records who found savings in the past 18 months. Savings depend on coverage and other factors. Potential savings will vary.

Customer rating based on average rating by Jerry customers with violations in the past 12 months.

• Why we recommend Progressive:

  • SR-22 support for DUIs, repeat tickets and reinstatement needs.
  • Optional add-on accident forgiveness for an eligible accident per policy period.
  • Snapshot can reflect current driving behavior, discounts vary by state.
  • Beyond price, Jerry customers most frequently praise Progressive for its robust app and variety of discounts.

2. National General

Recent quotes post-violation

Based on Jerry customers with one or more accidents and violations on their records who found savings in the past 18 months. Savings depend on coverage and other factors. Potential savings will vary.

Customer rating based on average rating by Jerry customers with violations in the past 12 months.

• Why we recommend National General:

  • Liability-first setups for drivers who need to get covered quickly while keeping costs controlled.
  • Clear claims guidance can help you document details after an accident, which matters when fault is disputed.
  • Payment options that can help maintain continuous coverage, which is often important after violations.
  • Jerry customers most often choose National General for its competitive pricing, but also praise the carrier’s mobile app and customer service.

3. ROOT

Recent quotes post-violation

Based on Jerry customers with one or more accidents and violations on their records who found savings in the past 18 months. Savings depend on coverage and other factors. Potential savings will vary.

Customer rating based on average rating by Jerry customers with violations in the past 12 months.

• Why we recommend ROOT:

  • SR-22 support in many states when required.
  • Test drive pricing can help a driver show they currently drive safely.
  • App-first proof of insurance, useful for reinstatement and compliance needs.
  • Jerry ROOT customers primarily like the carrier’s pricing, but also praise its mobile app and customer service.

Car insurance options for DE military families

Whether active-duty, reservist, guard, or veteran, military life changes the way you drive, store your car and move across states. Jerry has helped Delaware military families find coverage that fits deployments, PCS moves and everything in between.

If you qualify for military-focused insurers, they should always be part of the conversation. At the same time, many standard insurers offer strong military discounts and flexible policies that Jerry can quote and compare for you.

Here’s how to think about your options.

Option A: Military-only insurers to check directly

A few companies are built specifically for military households, including USAA, Navy Federal, Armed Forces Insurance and similar providers.

If you’re eligible, start by including them on your shortlist. These insurers are structured for deployments, PCS orders and frequent relocations, and often include storage or reduced-use options when your car is parked on base or at home during deployment. Their support teams also tend to be fluent in military pay, orders and timing, which can make the process smoother.

Because these insurers run differently, Jerry can’t always provide live quotes or internal ratings for them. If you qualify, a practical approach is:

1. Use Jerry to compare strong standard-insurer options, then
2. Request a direct quote from one or more military-only insurers and compare.

This keeps the decision grounded in real numbers, not assumptions.

Option B: Standard insurers with strong military benefits (that Jerry can quote)

On top of military-only providers, there are national insurers that offer military discounts, handle deployments and out-of-state moves, and are already deeply integrated with Jerry’s quoting and switching flow.

For many DE military families, GEICO, State Farm and Progressive are often in the conversation.

1. GEICO

Best for: Flexible deployment-friendly coverage and strong discounts

Why it often works well for service members:

• Military discounts and options to adjust coverage when you deploy or your mileage drops.

• 24/7 support that works across time zones when you’re OCONUS or on irregular schedules.

• Easy app-based policy access for quick proof of insurance, claims or changes between duties.

2. State Farm

Best for: Families moving between bases and states

Why it often works well for service members:

• Massive nationwide agent network, useful if you PCS and want continuity of service.

• Familiar, local agents near many bases and military communities.

• Simple bundling if you buy a home or condo near base and want to protect everything under one roof.

3. Progressive

Best for: Tech-forward, frequently changing situations

Why it often works well for service members:

• Competitive pricing across a wide range of driver profiles, including frequent movers.

• Strong digital tools for updating addresses, mileage and garaging as life changes.

• Good add-ons (like rental and roadside) that matter when you’re far from home support.

Jerry can’t claim to “rank” USAA or Navy Federal against these carriers, but we can show you in minutes how GEICO, State Farm, Progressive and other standard insurers price your situation in Delaware.

Best car insurance for senior drivers in Delaware

For many Delaware drivers over 65, the best policy is the one that feels boring in the best way: It works, it’s clear, and it’s backed by a carrier that’s easy to deal with. Jerry recommends Progressive, GEICO and ROOT for seniors who care about service, stability and long-term value.

In the last 12 months, we’ve helped 234 Delaware seniors find coverage that aligns with how they drive now and the protection they want.

1. Progressive

Recent senior driver quotes

Based on Jerry customers 65+ with clean driving records who found savings in the past 12 months. Savings depend on coverage and other factors. Potential savings will vary.

Customer rating based on average rating by Jerry customers of age 65+ in the past 12 months.

• Why we recommend Progressive:

  • Roadside assistance option for towing, lockouts, flat tires and fuel delivery.
  • Defensive driving course discount in states where it applies.
  • Large Accident Forgiveness after 5 years with an accident-free and violation-free period in most states.
  • Beyond price, Jerry customers most frequently praise Progressive for its robust app and variety of discounts.

2. GEICO

Recent senior driver quotes

Based on Jerry customers 65+ with clean driving records who found savings in the past 12 months. Savings depend on coverage and other factors. Potential savings will vary.

Customer rating based on average rating by Jerry customers of age 65+ in the past 12 months.

• Why we recommend GEICO:

  • DriveEasy telematics reward safer habits and lower-risk driving.
  • Paid-in-full, autopay and paperless discounts can help reduce your total bill.
  • Mechanical Breakdown Insurance option for newer cars, eligibility rules apply.
  • Jerry customers most frequently praise GEICO for its helpful mobile app, but also enjoy this carrier’s pricing and customer service.

3. ROOT

Recent senior driver quotes

Based on Jerry customers 65+ with clean driving records who found savings in the past 12 months. Savings depend on coverage and other factors. Potential savings will vary.

Customer rating based on average rating by Jerry customers of age 65+ in the past 12 months.

• Why we recommend ROOT:

  • Good fit for lower-mileage drivers who want pricing tied to real driving habits.
  • Optional rental coverage after a covered loss.
  • Same-day coverage for eligible drivers.
  • Jerry ROOT customers primarily like the carrier’s pricing, but also praise its mobile app and customer service.

How Jerry picks the best insurers in Delaware

Most sites just sort companies by price. Jerry does more. 

No one wants to overpay for insurance, but Jerry knows that other factors matter, too. We use our own proprietary Jerry Score to grade each insurance company. Built from real Delaware driver data, this score evaluates insurers on:

The result? We show you a short list of options tailored to how you actually drive and what you actually own.