# Used Bentley for sale in Chicago, IL [Home](https://www.luxurycardeals.com/) › [Used cars](https://www.luxurycardeals.com/used) › [Bentley](https://www.luxurycardeals.com/used/bentley) › [Illinois](https://www.luxurycardeals.com/used/bentley/in/illinois) › Chicago > Markdown copy of https://www.luxurycardeals.com/used/bentley/in/chicago-il for AI agents and assistants. Link and cite that URL, not this one. 7 live listings · Updated Nov 1, 2026 We're tracking 7 used Bentleys for sale in Chicago, IL right now, priced from $95,300 to $306,338 with a median asking price of $127,911. Model years range from 2019 to 2025 and the typical car shows 38,100 mi. That's 1% of the 775 used Bentleys we track nationwide. Comparing the same model, year and trim, the typical Bentley here is listed 8% below similar cars elsewhere in the US (7 cars compared). The lowest-priced one is a 2019 Bentley Bentayga V8 listed at $95,300 with 19,249 mi in Chicago, IL. **Median asking price: $127,911** (Across 7 live listings) - Asking prices: $95,300 to $306,338, middle half $112k to $133k - For sale: 7 - Lowest price: $95,300 - Median miles: 38,100 - vs. rest of US: −8% ## Best Bentley deals in Chicago, IL 3 deals priced below market right now, the best by about $30,519. Members get the VIN, dealer, listing link and a ready-to-send negotiation email for each one. - 2025 Bentley Continental, Gen III GTC Speed: asking $306,338 · $31k below market · 3,215 mi · Chicago, IL · deal score 96 of 100 - 2023 Bentley Bentayga, Gen II S V8: asking $127,911 · $13k below market · 38,100 mi · Chicago, IL · deal score 93 of 100 - 2021 Bentley Bentayga, Gen II V8: asking $97,868 · $10k below market · 39,605 mi · Chicago, IL · deal score 92 of 100 [Unlock all 3 deals](https://www.luxurycardeals.com/upgrade). Members see every deal's VIN, dealer and listing link, plus a negotiation email. [All Bentley deals](https://www.luxurycardeals.com/deals/bentley) ## Bentley models for sale in Chicago, IL | Model | For sale | Lowest price | Median price | | --- | --- | --- | --- | | [Bentley Bentayga](https://www.luxurycardeals.com/used/bentley/bentayga/in/chicago-il) | 5 | $95,300 | $127,911 | | [Bentley Continental](https://www.luxurycardeals.com/used/bentley/continental) | 2 | $125,418 | $215,878 | ## Latest used Bentleys in Chicago, IL - [2020 Bentley Continental, Gen III GT V8](https://www.luxurycardeals.com/cars/bentley-continental-gen-iii-v8-coupe): $125,418 · 56,280 mi · Chicago, IL - [2025 Bentley Continental, Gen III GTC Speed](https://www.luxurycardeals.com/cars/bentley-continental-gen-iii-gtc-speed): $306,338 · 3,215 mi · Chicago, IL - [2023 Bentley Bentayga, Gen II V8](https://www.luxurycardeals.com/cars/bentley-bentayga-gen-ii-v8): $131,991 · 44,969 mi · Chicago, IL - [2021 Bentley Bentayga, Gen II V8](https://www.luxurycardeals.com/cars/bentley-bentayga-gen-ii-v8): $97,868 · 39,605 mi · Chicago, IL - [2023 Bentley Bentayga, Gen II S V8](https://www.luxurycardeals.com/cars/bentley-bentayga-gen-ii-s-v8): $127,911 · 38,100 mi · Chicago, IL - [2023 Bentley Bentayga, Gen II Hybrid](https://www.luxurycardeals.com/cars/bentley-bentayga-gen-ii-hybrid): $134,447 · 20,077 mi · Chicago, IL - [2019 Bentley Bentayga, Gen I V8](https://www.luxurycardeals.com/cars/bentley-bentayga-gen-i-v8): $95,300 · 19,249 mi · Chicago, IL ## Chicago, IL vs. the rest of the US Comparing the same model, year and trim, the typical Bentley here is listed 8% below similar cars elsewhere. The medians below also reflect which years and trims are listed in each place. | Location | For sale | Median price | Lowest price | Median miles | | --- | --- | --- | --- | --- | | Chicago, IL | 7 | $127,911 | $95,300 | 38,100 | | Rest of the US | 768 | $149,889 | $20,149 | 21,543 | ## Other Illinois cities - [Used Bentleys in Downers Grove, IL](https://www.luxurycardeals.com/used/bentley/in/downers-grove-il) (9) - [Used Bentleys in Naperville, IL](https://www.luxurycardeals.com/used/bentley/in/naperville-il) (5) ## Keep exploring - [All used Bentleys](https://www.luxurycardeals.com/used/bentley) (775) - [Used Bentleys in Illinois](https://www.luxurycardeals.com/used/bentley/in/illinois) (43) - [Used luxury cars in Chicago, IL](https://www.luxurycardeals.com/used/in/chicago-il) (68) ## Used Bentleys in Chicago, IL: common questions ### How much does a used Bentley cost in Chicago, IL? Used Bentley asking prices in Chicago, IL currently range from $95,300 to $306,338, with a median of $127,911 across 7 listings. ### Are used Bentleys cheaper in Chicago, IL? Yes. Comparing the same model, year and trim, used Bentleys in Chicago, IL are listed a median 8% below similar cars elsewhere in the US, across 7 cars with matches. Mileage, options and condition still vary from car to car. ### Which Bentley models are for sale in Chicago, IL? The most listed are the Bentley Bentayga (5 cars, median $127,911) and the Bentley Continental (2 cars, median $215,878). ### What is the cheapest Bentley for sale right now in Chicago, IL? The lowest asking price in our latest scan is a 2019 Bentley Bentayga V8 listed at $95,300 with 19,249 mi in Chicago, IL. ### How many miles do used Bentleys for sale in Chicago, IL have? The median Bentley for sale in Chicago, IL shows 38,100 mi. 1 of 7 listings (14%) have under 15,000 miles. ### How long do Bentleys stay on the market in Chicago, IL? Current Bentley listings in Chicago, IL have been for sale for a median of 74 days. Cars that sit well beyond that are often the easiest to negotiate on. ### How current is this data? These numbers come from our latest scan of dealer listings on Nov 1, 2026. Luxury Car Deals rescans the market regularly and removes cars that have sold. --- Source: Luxury Car Deals, https://www.luxurycardeals.com/. Prices are live asking prices from US dealer listings in our latest scan, not sale prices. Cite as "Used Bentley for sale in Chicago, IL", Luxury Car Deals, https://www.luxurycardeals.com/used/bentley/in/chicago-il (updated Nov 1, 2026). Site map for assistants: https://www.luxurycardeals.com/llms.txt.