New cars/Jeep Grand Cherokee/Chicago

2027 Jeep Grand Cherokee in Chicago

1,021 new Jeep Grand Cherokee are for sale at 24 dealers within 40 miles of downtown Chicago. The median advertised price for the 2027 is $49,767.

1,021For sale
$49,767Median price, 2027
10%Under market
24Dealers
14In transit

Ranked among 764 priced 2027 Jeep Grand Cherokee

Best deals in Chicago

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Great deal #1 of 764

$47,843 $4,417 under market (8.5%) 2027 Jeep Grand Cherokee Limited Reserve Sting-Gray Clearcoat · 4x4 MSRP $55,315 · Score 75/100 At Napleton's River Oaks Chrysler Jeep Dodge

Great deal #1 of 764

$47,843 $4,417 under market (8.5%) 2027 Jeep Grand Cherokee Limited Reserve High Gloss Black · 4x4 MSRP $55,315 · Score 75/100 At Napleton's River Oaks Chrysler Jeep Dodge

Great deal #8 of 764

$43,015 $3,709 under market (7.9%) 2027 Jeep Grand Cherokee Laredo Altitude Bright White Clearcoat · 4WD MSRP $49,455 · Score 74/100 At Arlington Heights Chrysler Dodge Jeep Ram

Great deal #9 of 764

$43,545 $3,741 under market (7.9%) 2027 Jeep Grand Cherokee Laredo Altitude High Gloss Black · 4WD MSRP $50,050 · Score 74/100 At Arlington Heights Chrysler Dodge Jeep Ram

Good deal #63 of 764

$45,251 $2,247 under market (4.7%) 2027 Jeep Grand Cherokee Laredo Altitude Sting-Gray Clear Coat · 4WD MSRP $50,275 · Score 64/100 At Liberty Chrysler Dodge Jeep Ram

Good deal #64 of 764

$45,058 $2,228 under market (4.7%) 2027 Jeep Grand Cherokee Altitude Gray Clearcoat · 4WD MSRP $50,050 · Score 64/100 At Liberty Chrysler Dodge Jeep Ram

Deals against the market

About 8% under market

The best-ranked 2027 Jeep Grand Cherokee in Chicago this week is at Napleton's River Oaks Chrysler Jeep Dodge. 10% of the 764 priced 2027 Jeep Grand Cherokee here are advertised under market.

How a car is ranked

Market price is each car's MSRP times the typical advertised-to-MSRP ratio for the 2027 Jeep Grand Cherokee in Chicago, currently 5.5% under MSRP. Under market means advertised at least 3% below it. Every priced car gets a 0 to 100 score and a rank among the same model and year in this market. How we rank.

Prices by model year

Advertised price is the dealer's own figure, before tax, title and registration. 14 of the 1,021 are listed as in transit to the dealer.
Model year	For sale	Median advertised price	Price range	Median MSRP
2027 Jeep Grand Cherokee	821	$49,767	$38,915 to $69,816	$52,145
2026 Jeep Grand Cherokee	185	$44,643	$36,359 to $65,907	$51,135
2025 Jeep Grand Cherokee	15	$41,498	$34,090 to $46,995	$49,840

Dealers with the most Jeep Grand Cherokee

All Chicago dealers

Quick answers

How many new Jeep Grand Cherokee are for sale in Chicago?

1,021 new Jeep Grand Cherokee are advertised by 24 dealers within 40 miles of downtown Chicago, as of November 14, 2026.

What does a new 2027 Jeep Grand Cherokee cost in Chicago?

The median advertised price for a 2027 Jeep Grand Cherokee in Chicago is $49,767, from 819 advertised prices ranging from $38,915 to $69,816. Median MSRP is $52,145. Prices are before tax, title and registration.

Where is the best deal on a 2027 Jeep Grand Cherokee in Chicago?

The best-ranked 2027 Jeep Grand Cherokee in Chicago this week is at Napleton's River Oaks Chrysler Jeep Dodge, about 8% under market. 10% of the 764 priced cars are advertised at least 3% under market.

Which Chicago dealers have the most Jeep Grand Cherokee in stock?

Castle Chrysler Dodge Jeep Ram Naperville in Naperville (73), Elgin Chrysler Dodge Jeep Ram in Streamwood (73), Zeigler Chrysler Dodge Jeep Ram of Schaumburg in Schaumburg (62).

Carfinity reads each dealer's public website. A car listed on more than one site is counted once. Hybrid and plug-in versions count toward the nameplate. Dealer sites in this summary were last read between November 12, 2026 and November 14, 2026.