Toyota Grand Highlander for Sale in Illinois

Used 2024 Toyota Grand Highlander

XLE

$30,300

164,401 mi

Est. $445/mo*

32 days at this dealer

BlueprintBlack

Toyota of Downtown Chicago

Highland Park, IL

Used 2024 Toyota Grand Highlander

XLE

$39,390

59,197 mi

Est. $575/mo*

62 days at this dealer

Wind Chill PearlBlack

Castle Hyundai Oak Lawn

Oak Lawn, IL

Used 2024 Toyota Grand Highlander

XLE

$39,603

70,149 mi

Est. $578/mo*

14 days at this dealer

BlueprintBlack

Elgin Toyota

Streamwood, IL

Used 2024 Toyota Grand Highlander

Limited

$39,995

99,260 mi

Est. $583/mo*

25 days at this dealer

RedGray

Toyota of Danville

Tilton, IL

Used 2024 Toyota Grand Highlander

XLE

$40,107

53,238 mi

Est. $585/mo*

4 days at this dealer

Storm CloudLight Gray

Napleton's Toyota of Urbana

Urbana, IL

Certified 2024 Toyota Grand Highlander

XLE

$40,247

81,386 mi

Est. $587/mo*

12 days at this dealer

Wind Chill PearlBlack

Toyota of Naperville

Naperville, IL

Used 2024 Toyota Grand Highlander

XLE

$40,384

61,154 mi

Est. $589/mo*

42 days at this dealer

Wind Chill PearlBlack

Lexus of Naperville

Naperville, IL

Used 2024 Toyota Grand Highlander

Limited

$40,410

43,329 mi

Est. $589/mo*

51 days at this dealer

BlackBlack

McGrath Acura of Morton Grove

Morton Grove, IL

Used 2024 Toyota Grand Highlander

Platinum

$40,411

87,686 mi

Est. $589/mo*

84 days at this dealer

CreamLight Gray

Brilliance Honda in Crystal Lake

Crystal Lake, IL

Used 2024 Toyota Grand Highlander

XLE

$40,483

58,677 mi

Est. $590/mo*

84 days at this dealer

BlackBlack

McGrath City Mazda

Chicago, IL

Used 2024 Toyota Grand Highlander

XLE

$40,488

60,172 mi

Est. $590/mo*

3 days at this dealer

SilverBlack

Gregory INFINITI

Libertyville, IL

Used 2024 Toyota Grand Highlander

XLE

$41,067

39,799 mi

Est. $599/mo*

72 days at this dealer

WhiteWhite

Autos of Chicago

Arlington Heights, IL

Certified 2025 Toyota Grand Highlander

XLE

$41,500

56,099 mi

Est. $605/mo*

20 days at this dealer

SilverBlack

Oakbrook Toyota in Westmont

Westmont, IL

Used 2024 Toyota Grand Highlander

XLE

$41,531

37,383 mi

Est. $605/mo*

18 days at this dealer

Black

Peoria Toyota

Peoria, IL

Used 2024 Toyota Grand Highlander

XLE

$41,555

53,524 mi

Est. $606/mo*

20 days at this dealer

SilverBlack

Serra Honda O'Fallon

O'Fallon, IL

Used 2024 Toyota Grand Highlander

XLE

$41,622

22,317 mi

Est. $606/mo*

102 days at this dealer

BlueBlack

Peoria Toyota

Peoria, IL

Used 2024 Toyota Grand Highlander

XLE

$41,653

51,643 mi

Est. $607/mo*

103 days at this dealer

Red

Woodrum Automotive

Macomb, IL

Certified 2024 Toyota Grand Highlander

XLE

$41,867

26,306 mi

Est. $610/mo*

76 days at this dealer

Ruby Flare PearlBlack

Toyota on Edens

Northbrook, IL

Used 2025 Toyota Grand Highlander

XLE

$41,908

43,272 mi

Est. $611/mo*

6 days at this dealer

SilverBlack

Jidd Motors Mitsubishi

Des Plaines, IL

Used 2024 Toyota Grand Highlander

XLE

$42,078

18,145 mi

Est. $613/mo*

35 days at this dealer

BlueprintLight Gray

Berwyn KIA

Berwyn, IL

Certified 2024 Toyota Grand Highlander

XLE

$42,183

58,867 mi

Est. $614/mo*

94 days at this dealer

BlackBlack

Hawk Ford Saint Charles

Saint Charles, IL

Used 2024 Toyota Grand Highlander

XLE

$42,203

37,613 mi

Est. $615/mo*

18 days at this dealer

Coastal CreamBlack

Elgin Toyota

Streamwood, IL

Used 2025 Toyota Grand Highlander

XLE

$42,230

46,246 mi

Est. $615/mo*

59 days at this dealer

SilverBlack

Arlington Toyota

Palatine, IL

Used 2024 Toyota Grand Highlander

XLE

$42,272

54,190 mi

Est. $616/mo*

15 days at this dealer

BlackBlack

Fields Lexus

Glenview, IL

Used 2024 Toyota Grand Highlander

XLE

$42,279

28,557 mi

Est. $616/mo*

50 days at this dealer

GrayBlack

Peoria Toyota

Peoria, IL

Certified 2025 Toyota Grand Highlander

XLE

$42,375

40,003 mi

Est. $617/mo*

67 days at this dealer

BlackBlack

Advantage Toyota of River Oaks

Calumet City, IL

Used 2025 Toyota Grand Highlander

XLE

$42,375

31,056 mi

Est. $617/mo*

103 days at this dealer

SilverBlack

Heller Motors Inc.

Pontiac, IL

Used 2024 Toyota Grand Highlander

XLE

$42,617

31,205 mi

Est. $621/mo*

15 days at this dealer

PearlBlack

Toyota of Lincolnwood

Lincolnwood, IL

Used 2025 Toyota Grand Highlander

XLE

$42,691

41,066 mi

Est. $622/mo*

76 days at this dealer

SilverBlack

Arlington Toyota

Palatine, IL

Used 2024 Toyota Grand Highlander

XLE

$42,903

30,209 mi

Est. $625/mo*

10 days at this dealer

BlueprintLight Gray

Elgin Toyota

Streamwood, IL

Used 2025 Toyota Grand Highlander

XLE

$42,903

29,779 mi

Est. $625/mo*

26 days at this dealer

SilverBlack

Elgin Toyota

Streamwood, IL

Used 2025 Toyota Grand Highlander

XLE

$42,908

31,992 mi

Est. $625/mo*

12 days at this dealer

SilverBlack

Jidd Motors Mitsubishi

Des Plaines, IL

Used 2025 Toyota Grand Highlander

XLE

$42,908

39,801 mi

Est. $625/mo*

14 days at this dealer

BlackBlack

Countryside Mitsubishi

Countryside, IL

Used 2025 Toyota Grand Highlander

XLE

$42,918

41,825 mi

Est. $625/mo*

64 days at this dealer

Storm CloudBlack

Lombard Toyota

Lombard, IL

Certified 2025 Toyota Grand Highlander

XLE

$42,995

46,401 mi

Est. $626/mo*

35 days at this dealer

SilverBlack

Oakbrook Toyota in Westmont

Westmont, IL

Used 2024 Toyota Grand Highlander

XLE

$43,012

30,054 mi

Est. $626/mo*

10 days at this dealer

WhiteBlack

Peoria Toyota

Peoria, IL

Used 2025 Toyota Grand Highlander

XLE

$43,203

42,978 mi

Est. $629/mo*

6 days at this dealer

BlackBlack

Elgin Toyota

Streamwood, IL

Used 2025 Toyota Grand Highlander

XLE

$43,213

44,777 mi

Est. $629/mo*

12 days at this dealer

SilverBlack

Lombard Toyota

Lombard, IL

Used 2025 Toyota Grand Highlander

XLE

$43,213

48,361 mi

Est. $629/mo*

57 days at this dealer

BlackBlack

Lombard Toyota

Lombard, IL

Used 2025 Toyota Grand Highlander

XLE

$43,263

45,907 mi

Est. $630/mo*

40 days at this dealer

SilverBlack

Lombard Toyota

Lombard, IL

Used 2025 Toyota Grand Highlander

XLE

$43,313

45,397 mi

Est. $631/mo*

57 days at this dealer

BlackBlack

Lombard Toyota

Lombard, IL

Used 2024 Toyota Grand Highlander

XLE

$43,356

21,780 mi

Est. $631/mo*

62 days at this dealer

Peoria Toyota

Peoria, IL

Used 2024 Toyota Grand Highlander

XLE

$43,376

34,139 mi

Est. $631/mo*

26 days at this dealer

Black

Orland Toyota

Tinley Park, IL

Used 2024 Toyota Grand Highlander

XLE

$43,677

14,340 mi

Est. $636/mo*

81 days at this dealer

Storm CloudBlack

Guaranteed Motor Cars

Palos Hills, IL

Used 2024 Toyota Grand Highlander

XLE

$43,706

20,951 mi

Est. $636/mo*

50 days at this dealer

GrayBlack

Peoria Toyota

Peoria, IL

Certified 2024 Toyota Grand Highlander

XLE

$43,788

32,957 mi

Est. $637/mo*

60 days at this dealer

Wind Chill PearlBlack

Continental Toyota

Hodgkins, IL

Used 2025 Toyota Grand Highlander

XLE

$43,795

40,165 mi

Est. $637/mo*

24 days at this dealer

Storm CloudBlack

Baha Auto of Burbank

Burbank, IL

Used 2025 Toyota Grand Highlander

XLE

$43,979

41,243 mi

Est. $640/mo*

20 days at this dealer

Storm CloudBlack

Baha Auto Group - Palos Hills

Palos Hills, IL

Used 2024 Toyota Grand Highlander

Limited

$44,124

98,802 mi

Est. $642/mo*

10 days at this dealer

Ruby Flare PearlBlack

Napleton's Schaumburg Buick GMC

Schaumburg, IL

Used 2025 Toyota Grand Highlander

XLE

$44,213

30,807 mi

Est. $643/mo*

64 days at this dealer

BlackBlack

Lombard Toyota

Lombard, IL

Used 2025 Toyota Grand Highlander

XLE

$44,213

33,905 mi

Est. $643/mo*

69 days at this dealer

BlackBlack

Lombard Toyota

Lombard, IL

Used 2025 Toyota Grand Highlander

XLE

$44,403

30,605 mi

Est. $646/mo*

6 days at this dealer

SilverBlack

Elgin Toyota

Streamwood, IL

Used 2025 Toyota Grand Highlander

XLE

$44,403

26,502 mi

Est. $646/mo*

46 days at this dealer

BlackBlack

Chicago Northside Toyota

Chicago, IL

Used 2024 Toyota Grand Highlander

XLE

$44,411

15,910 mi

Est. $646/mo*

88 days at this dealer

GrayBlack

Peoria Toyota

Peoria, IL

Used 2026 Toyota Grand Highlander

Platinum

$44,999

11,886 mi

Est. $655/mo*

78 days at this dealer

Storm CloudBlack

Golden Motors Sale

Chicago, IL

Used 2025 Toyota Grand Highlander

XLE

$45,013

33,358 mi

Est. $655/mo*

75 days at this dealer

SilverBlack

Lombard Toyota

Lombard, IL

Used 2024 Toyota Grand Highlander

XLE

$45,300

44,500 mi

Est. $659/mo*

86 days at this dealer

BlueBlack

Crase Auto Connection

Channahon, IL

Used 2025 Toyota Grand Highlander

XLE

$45,309

28,190 mi

Est. $659/mo*

66 days at this dealer

WhiteGray

Crown Toyota of Decatur

Decatur, IL

Used 2024 Toyota Grand Highlander

Platinum

$45,445

42,172 mi

Est. $661/mo*

18 days at this dealer

Ruby Flare PearlBlack

Kunes Hyundai of Sycamore

Sycamore, IL

Used 2025 Toyota Grand Highlander

XLE

$45,473

38,435 mi

Est. $661/mo*

10 days at this dealer

SilverBlack

Fayetteville Automall

Shiloh, IL

Used 2025 Toyota Grand Highlander

XLE

$45,477

11,568 mi

Est. $661/mo*

1 day at this dealer

BlueprintBlack

Castle Mazda Downers Grove

Downers Grove, IL

Used 2024 Toyota Grand Highlander

Platinum

$45,711

42,241 mi

Est. $665/mo*

68 days at this dealer

GrayBlack

Peoria Toyota

Peoria, IL

Certified 2024 Toyota Grand Highlander

Limited

$45,911

41,424 mi

Est. $668/mo*

20 days at this dealer

Ruby Flare PearlBlack

Toyota of Downtown Chicago

Highland Park, IL

Used 2024 Toyota Grand Highlander

XLE

$45,995

15,826 mi

Est. $669/mo*

77 days at this dealer

OtherOther

Titan Auto Sales

Worth, IL

Used 2024 Toyota Grand Highlander

Limited

$46,212

45,206 mi

Est. $672/mo*

27 days at this dealer

SilverBlack

McGrath Acura of Westmont

Westmont, IL

Used 2024 Toyota Grand Highlander

Limited

$46,403

23,030 mi

Est. $675/mo*

61 days at this dealer

SilverBlack

Chicago Northside Toyota

Chicago, IL

New 2026 Toyota Grand Highlander

XLE

$46,595

MSRP: $48,7634.4% off

0 mi

Est. $677/mo*

39 days at this dealer

GrayGray

Elgin Toyota

Streamwood, IL

New 2026 Toyota Grand Highlander

XLE

$46,595

MSRP: $48,7634.4% off

0 mi

Est. $677/mo*

18 days at this dealer

GrayGray

Elgin Toyota

Streamwood, IL

New 2026 Toyota Grand Highlander

XLE

$47,018

MSRP: $49,2384.5% off

0 mi

Est. $683/mo*

18 days at this dealer

WhiteGray

Elgin Toyota

Streamwood, IL

Used 2024 Toyota Grand Highlander

Limited

$47,323

28,657 mi

Est. $688/mo*

27 days at this dealer

PearlBlack

Kunes Ford of Antioch

Antioch, IL

Used 2024 Toyota Grand Highlander

Limited

$47,597

13,661 mi

Est. $692/mo*

61 days at this dealer

Storm CloudBlack

Riverside Chevrolet

Chillicothe, IL

Used 2025 Toyota Grand Highlander

Limited

$47,890

20,373 mi

Est. $696/mo*

6 days at this dealer

BlueBlack

Garber Buick GMC of Fort Pierce

Joliet, IL

New 2024 Toyota Grand Highlander

XLE

$47,953

3 mi

Est. $697/mo*

857 days at this dealer

BlueprintBlack

Gerald Toyota of Matteson

Matteson, IL

New 2026 Toyota Grand Highlander

XLE

$48,154

MSRP: $49,8433.4% off

0 mi

Est. $700/mo*

3 days at this dealer

Wind Chill PearlBlack

Chicago Northside Toyota

Chicago, IL

Used 2024 Toyota Grand Highlander

Platinum

$48,271

49,257 mi

Est. $701/mo*

18 days at this dealer

Black

Pauly Toyota

Crystal Lake, IL

Used 2025 Toyota Grand Highlander

Limited

$48,412

22,340 mi

Est. $703/mo*

18 days at this dealer

WhiteGray

Pilson Pre-Owned Super Center

Charleston, IL

New 2026 Toyota Grand Highlander

XLE

$48,471

MSRP: $50,4714% off

0 mi

Est. $704/mo*

4 days at this dealer

Midnight BlackBlack

Toyota on Western

Chicago, IL

New 2026 Toyota Grand Highlander

XLE

$48,529

0 mi

Est. $705/mo*

GrayBlack

St. Charles Toyota

St Charles, IL

Used 2024 Toyota Grand Highlander

Limited

$48,772

18,584 mi

Est. $708/mo*

Wind Chill PearlGray

Oak Lawn Toyota

Oak Lawn, IL

New 2026 Toyota Grand Highlander

Platinum

$48,789

MSRP: $55,04511.4% off

0 mi

Est. $709/mo*

WhiteGray

St. Charles Toyota

St Charles, IL

New 2026 Toyota Grand Highlander

XLE

$49,004

0 mi

Est. $712/mo*

RedBlack

St. Charles Toyota

St Charles, IL

New 2026 Toyota Grand Highlander

XLE

$49,073

0 mi

Est. $713/mo*

GrayBlack

St. Charles Toyota

St Charles, IL

Certified 2025 Toyota Grand Highlander

Platinum

$49,237

28,367 mi

Est. $715/mo*

20 days at this dealer

Heavy MetalLight Gray

Toyota of Naperville

Naperville, IL

Certified 2024 Toyota Grand Highlander

Limited

$49,268

26,142 mi

Est. $715/mo*

12 days at this dealer

Wind Chill PearlBlack

Schaumburg Toyota

Schaumburg, IL

New 2026 Toyota Grand Highlander

XLE

$49,301

0 mi

Est. $716/mo*

BlackBlack

Pauly Toyota

Crystal Lake, IL

New 2026 Toyota Grand Highlander

Platinum

$49,322

MSRP: $50,9093.1% off

0 mi

Est. $716/mo*

6 days at this dealer

Wind Chill PearlLight Gray

Chicago Northside Toyota

Chicago, IL

New 2026 Toyota Grand Highlander

XLE

$49,346

0 mi

Est. $717/mo*

39 days at this dealer

BlueprintLight Gray

McGrath Elmhurst Toyota

Elmhurst, IL

Used 2024 Toyota Grand Highlander

XLE

$49,368

24,220 mi

Est. $717/mo*

White

Zimmerman Honda

Moline, IL

New 2026 Toyota Grand Highlander

Platinum

$49,400

MSRP: $50,9873.1% off

0 mi

Est. $717/mo*

6 days at this dealer

Storm CloudLight Gray

Chicago Northside Toyota

Chicago, IL

New 2026 Toyota Grand Highlander

XLE

$49,459

0 mi

Est. $718/mo*

Storm CloudBlack

St. Charles Toyota

St Charles, IL

New 2026 Toyota Grand Highlander

XLE

$49,781

0 mi

Est. $723/mo*

21 days at this dealer

BlackBlack

Chicago Northside Toyota

Chicago, IL

New 2026 Toyota Grand Highlander

XLE

$49,886

0 mi

Est. $724/mo*

6 days at this dealer

Storm CloudBlack

Chicago Northside Toyota

Chicago, IL

New 2026 Toyota Grand Highlander

XLE

$50,071

0 mi

Est. $727/mo*

6 days at this dealer

Storm CloudBlack

Chicago Northside Toyota

Chicago, IL

New 2026 Toyota Grand Highlander

XLE

$50,136

5 mi

Est. $728/mo*

37 days at this dealer

Ruby Flare PearlBlack

Romeoville Toyota

Romeoville, IL

New 2026 Toyota Grand Highlander

XLE

$50,158

0 mi

Est. $728/mo*

10 days at this dealer

BlackBlack

McGrath Elmhurst Toyota

Elmhurst, IL

New 2026 Toyota Grand Highlander

Platinum

$50,546

MSRP: $55,0458.2% off

5 mi

Est. $734/mo*

4 days at this dealer

Storm CloudBlack

Romeoville Toyota

Romeoville, IL

New 2026 Toyota Grand Highlander

Platinum

$50,691

0 mi

Est. $736/mo*

6 days at this dealer

Storm CloudBlack

McGrath Elmhurst Toyota

Elmhurst, IL

New 2026 Toyota Grand Highlander

XLE

$50,749

0 mi

Est. $737/mo*

39 days at this dealer

BlueprintLight Gray

McGrath Elmhurst Toyota

Elmhurst, IL

New 2026 Toyota Grand Highlander

XLE

$50,749

0 mi

Est. $737/mo*

39 days at this dealer

Storm CloudLight Gray

McGrath Elmhurst Toyota

Elmhurst, IL

Used 2026 Toyota Grand Highlander

Platinum

$50,830

16,167 mi

Est. $738/mo*

33 days at this dealer

BlackBlack

Schaumburg Toyota

Schaumburg, IL