Jerry works with 10 different insurance companies in the Old Line State, and this year alone we’ve helped 17,633 Maryland drivers get competitive quotes and switch their coverage.

We understand that every driver has different needs, and since we’ve helped thousands of MD drivers just like you, we understand what’s important. We can show you real choices made by real people, and how other drivers in your state are choosing their top car insurance coverage

Here’s what we’ve noticed:

• GEICO is the single most-chosen insurer among Jerry customers in Maryland.

• Progressive and Gainsco come in second and third place, with over a third of the total market share combined.

• The rest of our customers are spread across strong carriers like ROOT, National General and 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 Maryland

Insurer	Share of Jerry drivers	Jerry customer rating
GEICO	41%	4.7
Progressive	29%	4.5
Gainsco	9%	5.0
ROOT	9%	No Rating
National General	7%	5.0

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 Maryland car insurance by driver profile

Here are the categories we chose when selecting our best insurance companies for Maryland drivers, and which carriers get picked most often by our customers. Use this as a starting point, then let Jerry personalize the results for your exact details.

How Jerry helps Maryland drivers find their best insurance

There’s a reason Jerry doesn’t look like your typical insurance quote site. It’s because we are anything but typical.

For Maryland drivers, we don’t just find a low number, we find the right policy by:

• Using real data from 17,633 recent Maryland quotes to best compare your coverage options.

• Analyzing 10 top insurers in the state against our quality criteria and your specific needs.

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

• Explaining why each option makes sense for your situation.

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

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

What does that mean for MD drivers? An average annual savings of $720 and high satisfaction rates among drivers who switch with Jerry.

Ready to see what you could save? Answer a few quick questions and we’ll show you the top options, fast.

Best car insurance for most MD drivers

Maryland 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 Maryland

In general, good drivers in Maryland 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: GEICO, Progressive and Gainsco. 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. GEICO

Recent quotes for MD 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 Maryland 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.

2. Progressive

Recent quotes for MD 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:

  • Strong digital experience with easy online and app-based quotes, policy management and claims filing.
  • Snapshot® can reward safe driving with additional discounts over time.
  • Flexible coverage and bundling options, so many drivers can keep auto, home, and extras under one roof without headaches.
  • Beyond price, Jerry customers most frequently praise Progressive for its robust app and variety of discounts.

3. Gainsco

Recent quotes for MD 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 Gainsco:

  • Non-standard focus that fits drivers with tickets, accidents or credit-related hurdles.
  • Payment plans make it easier to stay insured month to month.
  • Simple coverage focus that keeps the policy from getting overly complicated.
  • Jerry drivers who switched praise Gainsco for its pricing, customer service and robust mobile app.

Best MD car insurance for bundling home and auto

Auto insurance is one of the few things standing between an at-fault accident and a big hit to your finances. For homeowners, that matters even more because you have more to lose, from home equity to savings and other assets. That’s why many homeowner drivers look at bundling auto and home insurance to keep coverage straightforward and tap into discounts that can make a real difference.

Still, bundling isn’t required to get homeowner-friendly perks. Some carriers consider homeownership on its own and may offer special discounts or higher coverage limits even if your home policy stays with another insurance company.

In Maryland, Jerry sees most home-owning customers choosing GEICO, Progressive and Safeco for their auto coverage, with or without bundling those policies. Here’s what each top carrier offers and why Jerry customers pick them most often.

1. 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 on auto and home, renters or condo.
  • Highly rated app for payments, ID cards, vehicle changes and claim filing.
  • A++ AM Best financial strength rating for claims support.
  • Jerry customers most frequently praise GEICO for its helpful mobile app, but also enjoy this carrier’s pricing and customer service.

2. 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:

  • Robust legal and claims teams equipped for major accidents and lawsuits.
  • High liability and umbrella coverage that integrates smoothly with homeowners policies.
  • Extensive experience handling complex coverage needs for higher-asset, higher-net-worth households.
  • Beyond price, Jerry customers most frequently praise Progressive for its robust app and variety of discounts.

3. Safeco

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 Safeco:

  • Digital documents make lender and renewal paperwork easier to pull quickly.
  • RightTrack telematics rewards steady driving with behavior-based pricing during the program window.
  • Bundling reduces account sprawl for households juggling multiple policies.
  • Aside from price, Jerry customers highly rate Safeco’s available discounts and mobile app.

Best value for budget-focused MD drivers

If you’re watching your monthly cost but refuse to trim your coverage, our data show that GEICO, Progressive and Gainsco often deliver the strongest value for Maryland drivers. This doesn’t necessarily mean the cheapest car insurance in Maryland, but rather the best balance of price and protection.

Over the past 12 months, Jerry has helped 5,254 Maryland drivers find coverage under $100/month, without dropping to bare-minimum limits.

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

1. 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:

  • Broad discount menu that can include good driver, defensive driving and driver education, varies by state.
  • Flexible payment setup in-app with multiple payment methods and adjustable payment amounts.
  • Optional roadside assistance coverage to help manage towing and lockout costs.
  • Jerry customers most frequently praise GEICO for its helpful mobile app, but also enjoy this carrier’s pricing and customer service.

2. 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:

  • Lots of discount paths like multi-car, bundling, safe driver and continuous coverage.
  • Strong self-serve experience for policy changes and claims in the app.
  • Flexible coverage limits and deductibles so you can right-size cost.
  • Beyond price, Jerry customers most frequently praise Progressive for its robust app and variety of discounts.

3. Gainsco

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 Gainsco:

  • Multiple payment methods that fit uneven income weeks.
  • Add-only-what-matters approach that avoids paying for extras.
  • Better fit for drivers who don’t qualify for clean-record pricing.
  • Jerry drivers who switched praise Gainsco for its pricing, customer service and robust mobile app.

Best car insurance for MD families with teen drivers

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

In Maryland, 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.

In the last year, Jerry has helped 319 MDfamilies with teen drivers save an average of $320 annually, most often with Progressive, Gainsco and Elephant.

1. 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 they share the same coverages and limits.
  • Snapshot telematics program may include an upfront participation discount, then adjust pricing at renewal.
  • Good student discount available for full-time students with a B average or better.
  • Beyond price, Jerry customers most frequently praise Progressive for its robust app and variety of discounts.

2. Gainsco

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

• Why we recommend Gainsco:

  • Options to keep coverage lean on secondary vehicles.
  • Payment flexibility that supports staying insured through tight months.
  • SR-22 support available when required.
  • Jerry drivers who switched praise Gainsco for its pricing, customer service and robust mobile app.

3. Elephant

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

• Why we recommend Elephant:

  • Offline ID cards reduce friction when a teen or spouse needs proof fast.
  • Repair and maintenance discounts can help lower the real cost of keeping cars on the road.
  • Multi-policy discounts for bundling auto with home, renters and more.
  • Beyond competitive pricing, Jerry customers who switch to Elephant say they enjoy the carrier’s available discounts.

Best car insurance for MD 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.

Over the last 12 months, Jerry has helped 1,641 college students in Maryland find affordable coverage that still protects them on and off campus. GEICO, Progressive and ROOT are frequent winners in this group. Here’s why.

1. 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:

  • Claim Forgiveness can be earned or purchased in many states.
  • DriveEasy Dashboard shows trips, driving stats and safety tips.
  • Good student discount for eligible full-time students.
  • Jerry customers most frequently praise GEICO for its helpful mobile app, but also enjoy this carrier’s pricing 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:

  • Snapshot telematics via app or plug-in device offers pricing based on driving behavior.
  • Good student discounts for full-time, under 23 and B average or better drivers.
  • Top-rated app supports policy changes, digital ID cards and claims filing.
  • Beyond price, Jerry customers most frequently praise Progressive for its robust app and variety of discounts.

3. 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:

  • Easy adjustments in the app for changing mileage, vehicles or address details.
  • Roadside assistance included with many policies.
  • Bundling available with renters insurance in certain markets.
  • Jerry ROOT customers primarily like the carrier’s pricing, but also praise its mobile app and customer service.

Best MD car insurance for drivers with violations

One mistake on the road can change your insurance pricing for years. Tickets, at-fault accidents and DUIs often trigger “high-risk” rates and can narrow the list of carriers willing to write your policy. Still, you have options, and you don’t have to overpay just because your record isn’t spotless.

Jerry has helped 1,165 Maryland drivers with violations find coverage this past year at affordable prices. We also monitor rates and flag the right time to shop again once those violations age out, so you can potentially save even more.

In fact, many Jerry drivers with violations end up with Progressive, GEICO and Gainsco — carriers that are often more flexible with Maryland drivers who have violations 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:

  • Strong option for drivers with tickets and at-fault accidents who need SR-22.
  • App supports quick policy changes, ID cards and claims filing.
  • Small Accident Forgiveness can limit impact from a first claim under $500.
  • Beyond price, Jerry customers most frequently praise Progressive for its robust app and variety of discounts.

2. GEICO

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

• Why we recommend GEICO:

  • Claim Forgiveness can be added or earned in states where offered.
  • Fast self-serve access to proof of insurance and ID cards through the app or online account.
  • Support options through app, chat and phone during the policy or after a claim.
  • Jerry customers most frequently praise GEICO for its helpful mobile app, but also enjoy this carrier’s pricing and customer service.

3. Gainsco

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

• Why we recommend Gainsco:

  • Coverage and payment options to match tighter budgets.
  • Good option for drivers with past violations and accidents.
  • SR-22 support available as needed.
  • Jerry drivers who switched praise Gainsco for its pricing, customer service and robust mobile app.

Car insurance options for MD military families

Active-duty, reserve, guard or veteran, military life can change your driving patterns fast, from long stretches off the road to sudden moves across state lines. Jerry has helped Maryland military families find coverage that works for deployments, PCS moves and the in-between months.

If you qualify for military-focused insurers, start there. Then widen the search, many standard insurers also offer strong military discounts and flexible policy options, and Jerry can compare them for you.

Here’s how to think about your options.

Option A: Military-only insurers to check directly

Some insurers are built specifically for military members and their families, including USAA, Navy Federal, Armed Forces Insurance and similar providers.

If you’re eligible, they belong on your short list. They’re designed around deployments, PCS orders and frequent moves, and often offer storage or reduced-use options when a car sits on base or at home during deployment. Their service teams also tend to understand military pay, orders and timelines in a way civilian-focused insurers sometimes don’t.

Because of how these insurers operate, Jerry can’t always show live quotes or internal ratings for them. If you qualify, the smart move is to:

1. Use Jerry to see how strong your options are with standard insurers, then
2. Get a direct quote from one or more military-only insurers and compare.

That way, you’re not guessing. You’re benchmarking their offer against real market pricing.

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 well and are already integrated with Jerry’s quoting and switching flow.

For many MD military families, GEICO, State Farm and Progressive are often in the mix.

1. GEICO

Best for: Deployment-friendly flexibility 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 access for proof of insurance, claims or mid-duty changes.

2. State Farm

Best for: Families moving between bases and states

Why it often works well:

• Large nationwide agent network, helpful if you PCS and want continuity.

• Local agents near many bases and military communities.

• Straightforward bundling if you buy a home or condo near base and want coverage in one place.

3. Progressive

Best for: Digital-first households with frequent changes

Why it could be a good fit:

• Competitive pricing across many driver profiles, including frequent movers.

• Strong tools for updating address, mileage and garaging as life shifts.

• Useful add-ons like rental and roadside 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 Maryland.

Best car insurance for senior drivers in Maryland

For Maryland drivers 65 and older, the goal is usually simple: reliable coverage from a carrier that won’t make you fight for basic support. That’s why Jerry drivers most often choose GEICO, Progressive and Safeco for seniors who value stability, service, and straightforward claims handling.

In the last 12 months, we’ve helped 580 MD seniors find coverage that reflects their years of experience behind the wheel and how they actually drive today.

1. 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.

2. 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.

3. Safeco

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 Safeco:

  • Accident forgiveness prevents a premium spike after a first qualifying at-fault accident.
  • Rental reimbursement covers transportation after a covered loss.
  • Deductible controls help seniors fit coverage to a fixed budget.
  • Aside from price, Jerry customers highly rate Safeco’s available discounts and mobile app.

How Jerry picks the best insurers in Maryland

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 Maryland 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.