OttoQuest
DATA NOV 11, 2026Pro ✦Sign in

Milwaukee, WI · 50-mile radius

Used Jeep Wrangler deals near Milwaukee, WI

The median asking price is $24,299 across 396 used vehicles within 50 miles of Milwaukee, WI. 111 are priced 5–30% below OttoQuest’s estimate for a comparable car.

Inventory checked over 7 days ending · Latest sighting

Browse matching inventory
Median asking price
$24,299
Middle half of asking prices
$18,486 – $29,998
First seen in the past 7 days
157

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Featured listings near Milwaukee, WI. Pins mark approximate areas.

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Best deals near Milwaukee, WI

Ranked by how far each asking price is below its own estimated value.

  1. 2008 Jeep Wrangler Unlimited Sahara

    Waukegan, IL · 142,829 mi

    97 comparable cars · Accident reported

    $6,999▼ 29% belowEst. $9,875
  2. 2015 Jeep Wrangler Unlimited Rubicon

    Waukegan, IL · 81,912 mi

    8 comparable cars

    $15,422▼ 26% belowEst. $20,857
  3. 2013 Jeep Wrangler Unlimited Sahara

    Milwaukee, WI · 150,653 mi

    450 comparable cars

    $9,995▼ 24% belowEst. $13,211
  4. 2022 Jeep Wrangler Unlimited Rubicon 392

    Milwaukee, WI · 14,813 mi

    13 comparable cars · History unreported

    $55,129▼ 23% belowEst. $71,800
  5. 2006 Jeep Wrangler X

    Waukegan, IL · 91,564 mi

    17 comparable cars

    $7,999▼ 23% belowEst. $10,402
  6. 2024 Jeep Wrangler Unlimited Rubicon 4xe

    Sheboygan, WI · 17,290 mi

    24 comparable cars

    $28,750▼ 22% belowEst. $37,006
Browse below-market matches →

Recently spotted near Milwaukee, WI

Matching cars we first saw in the past 7 days, newest sightings first.

  1. 2024 Jeep Wrangler Rubicon

    Gurnee, IL · 55,036 mi

    First seen

    $32,105
  2. 2017 Jeep Wrangler Sport

    Milwaukee, WI · 57,612 mi

    First seen

    $18,926
  3. 2026 Jeep Wrangler Sahara

    Racine, WI · 20,792 mi

    First seen

    $36,625
  4. 2024 Jeep Wrangler Rubicon 392

    Racine, WI · 11,203 mi

    First seen

    $67,985
  5. 2018 Jeep Wrangler Sport

    Kenosha, WI · 38,093 mi

    First seen

    $24,998

Asking prices by model year

The most listed model years in this search. Mileage helps explain some of the difference in asking prices.

YearCarsMedian askMedian miles
202460$29,46632,513
202340$29,38836,735
202231$27,49249,593
202142$23,97760,020
201832$20,79676,818
201727$18,47193,984

Other used cars near Milwaukee, WI

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How these numbers are calculated

What do the prices represent?

These are advertised asking prices for used and certified pre-owned vehicles, before taxes and registration. We use the lowest qualifying asking price per vehicle within 50 straight-line miles of the city center. The middle half is the range from the 25th to the 75th percentile. The median is a benchmark for this search; trim, mileage and condition affect what an individual car is worth.

What qualifies as a deal?

The price has to be 5–30% below our estimate, based on at least eight comparables for the same trim and model year. The estimate accounts for mileage where available, reported history and state. We leave out known modified cars from the deal ranking and exclude reported title issues from this search. Missing history doesn’t mean a car is clean. Confirm availability, vehicle history and the out-the-door price before visiting.

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