Skip to content
ContractorsRanked

Best Gutter Installers in Chicago, IL (2026)

424 gutter installers ranked by CR ScoreUpdated 0 paid placements in this rankingHow we rank →

The short answer

  1. 1

    Best overall in Chicago: Gutter Santiago Inc. Gutters & Siding Installation and Repair, CR Score 92/100; 5.0★ from 587 Google reviews; open 7 days a week.

  2. 2

    Best for emergencies (open 24/7): On Point Exterior Care, posts 24/7 hours; ranked #2 of 424.

  3. 29

    Most-reviewed: Prime Time Window Cleaning, 1,418 Google reviews at 4.4★, the most of 424 ranked; ranked #29.

Rankings can't be bought. Contractors can't pay to change their rank or score. How we rank

424 Chicago gutter installers are ranked here by CR Score, from 8 published factors. 57 are open 24/7, 337 open Saturdays and 148 open Sundays, based on posted hours. The median Google rating is 5.0★ across 424 rated businesses.

Top 10 gutter installers in Chicago at a glance

Top 10 gutter installers in Chicago at a glance
RankBusinessCR ScoreGoogle ratingBased inHoursBest for
1Gutter Santiago Inc. Gutters & Siding Installation and Repair925.0★ (587)ChicagoSat · Sun · EveningsOverall
2On Point Exterior Care915.0★ (74)Chicago24/7Emergencies
3Gutters Delivery - Seamless Gutter Services915.0★ (92)Franklin Park, 4 mi away24/7—
4Gutter Repair & Replacement Chicago – Adrian’s914.9★ (379)ChicagoSat · Sun—
5Jose's Tree Service904.8★ (91)Chicago24/7—
6Jerry Cleans Gutters Windows & More904.9★ (323)ChicagoSat · Sun—
7Leaf Gutter Solution904.9★ (48)Chicago24/7—
8Gutter Jhostin - Gutter replacement & cleaning905.0★ (157)ChicagoSat · Sun · Evenings—
9Gutters & Roofing Encalada INC - Installation & Repair Services.894.9★ (141)ChicagoSat · Sun—
10Guaranteed Gutters Inc874.9★ (375)ChicagoSat—

The 424 best gutter installers in Chicago, ranked

Ordered by CR Score, a 0–100 score from 8 published factors. Paid placement never changes the order.

  1. Ranked #1 in Chicago

    #1 Gutter Santiago Inc. Gutters & Siding Installation and Repair

    Based in Chicago

    92/100CR Score

    Ranked #1 because of its Google rating and trade focus: 5.0★ from 587 Google reviews, listed on Google as “Gutter cleaning service”.

    Based on 6 of 8 factors; credentials and recency not yet collected.

    • 5.0★ from 587 Google reviews
    Hours
    Mon–Fri 6 AM–6:30 PM · Sat 7 AM–6:30 PM · Sun 9 AM–5 PM
    Address
    1401 N Mayfield Ave, Chicago, IL 60651
    View profile for Gutter Santiago Inc. Gutters & Siding Installation and Repair(312) 545-4909

  2. #2 On Point Exterior Care

    Based in Chicago

    91/100CR Score

    Ranked #2 because of its Google rating and availability: 5.0★ from 74 Google reviews, open 24/7.

    Based on 6 of 8 factors; credentials and recency not yet collected.

    • 5.0★ from 74 Google reviews
    • Open 24/7
    Hours
    Open 24 hours, 7 days
    Address
    6215 N Natoma Ave, Chicago, IL 60631
    View profile for On Point Exterior Care(312) 536-9494

  5. #5 Jose's Tree Service

    Based in Chicago

    90/100CR Score

    Ranked #5 because of its Google rating and availability: 4.8★ from 91 Google reviews, open 24/7.

    Based on 6 of 8 factors; credentials and recency not yet collected.

    • 4.8★ from 91 Google reviews
    • Open 24/7
    Hours
    Open 24 hours, 7 days
    Address
    1900 N Austin Ave, Chicago, IL 60639
    View profile for Jose's Tree Service(773) 889-5446

  7. #7 Leaf Gutter Solution

    Based in Chicago

    90/100CR Score

    Ranked #7 because of its Google rating and availability: 4.9★ from 48 Google reviews, open 24/7.

    Based on 6 of 8 factors; credentials and recency not yet collected.

    • 4.9★ from 48 Google reviews
    • Open 24/7
    Hours
    Open 24 hours, 7 days
    Address
    2066 N Western Ave, Chicago, IL 60647
    View profile for Leaf Gutter Solution(512) 770-7594

  9. #9 Gutters & Roofing Encalada INC - Installation & Repair Services.

    Based in Chicago

    89/100CR Score

    Ranked #9 because of its Google rating and trade focus: 4.9★ from 141 Google reviews, listed on Google as “Gutter cleaning service”.

    Based on 6 of 8 factors; credentials and recency not yet collected.

    • 4.9★ from 141 Google reviews
    Hours
    Mon–Fri 7 AM–6 PM · Sat 7 AM–5:30 PM · Sun 7:30 AM–3:30 PM
    Address
    5327 S Hermitage Ave, Chicago, IL 60609
    View profile for Gutters & Roofing Encalada INC - Installation & Repair Services.(312) 479-1723

  10. #10 Guaranteed Gutters Inc

    Based in Chicago

    87/100CR Score

    Ranked #10 because of its Google rating and trade focus: 4.9★ from 375 Google reviews, listed on Google as “Gutter cleaning service”.

    Based on 6 of 8 factors; credentials and recency not yet collected.

    • 4.9★ from 375 Google reviews
    Hours
    Mon–Sat 8 AM–5 PM · Sun closed
    Address
    5900 W Eastwood Ave, Chicago, IL 60630
    View profile for Guaranteed Gutters Inc(773) 685-9556

  14. #14 Gutter Chicago

    Based in Brookfield, 11 mi away

    86/100CR Score

    Ranked #14 because of its Google rating and trade focus: 5.0★ from 139 Google reviews, listed on Google as “Gutter cleaning service”.

    Based on 6 of 8 factors; credentials and recency not yet collected.

    • 5.0★ from 139 Google reviews
    Hours
    Mon–Sat 6 AM–6 PM · Sun 7 AM–3 PM
    Address
    4320 Deyo Ave, Brookfield, IL 60513
    View profile for Gutter Chicago(312) 823-7349

  17. #17 Sparkle Service Windows and Gutters

    Based in Chicago

    86/100CR Score

    Ranked #17 because of its Google rating and trade focus: 4.9★ from 223 Google reviews, listed on Google as “Gutter cleaning service”.

    Based on 6 of 8 factors; credentials and recency not yet collected.

    • 4.9★ from 223 Google reviews
    Hours
    Mon–Tue 8 AM–8 PM · Wed 8:30 AM–8 PM · Thu–Fri 8 AM–8 PM · Sat 8 AM–3:30 PM · Sun closed
    Address
    3136 W North Ave, Chicago, IL 60647
    View profile for Sparkle Service Windows and Gutters(847) 230-7447

  20. #20 American Home Power Wash

    Based in Skokie, 13 mi away

    86/100CR Score

    Ranked #20 because of its Google rating and trade focus: 5.0★ from 151 Google reviews, listed on Google as “Gutter cleaning service”.

    Based on 6 of 8 factors; credentials and recency not yet collected.

    • 5.0★ from 151 Google reviews
    Hours
    Mon–Sat 7 AM–7 PM · Sun 7 AM–7:30 PM
    Address
    8106 Kenton Ave, Skokie, IL 60076
    View profile for American Home Power Wash(847) 737-9274

  21. #21 M&A washing

    Based in Darien, 18 mi away

    86/100CR Score

    Ranked #21 because of its Google rating and trade focus: 5.0★ from 284 Google reviews, listed on Google as “Gutter cleaning service”.

    Based on 6 of 8 factors; credentials and recency not yet collected.

    • 5.0★ from 284 Google reviews
    Hours
    Mon–Sun 7 AM–5 PM
    Address
    1106 Chalet Dr, Darien, IL 60561
    View profile for M&A washing(331) 282-5239

  22. #22 VMC CONSTRUCTION GROUP

    Based in Chicago

    86/100CR Score

    Ranked #22 because of its Google rating and availability: 5.0★ from 132 Google reviews, open 24/7.

    Based on 6 of 8 factors; credentials and recency not yet collected.

    • 5.0★ from 132 Google reviews
    • Open 24/7
    Hours
    Open 24 hours, 7 days
    Address
    4469 W Lawrence Ave, Chicago, IL 60630
    View profile for VMC CONSTRUCTION GROUP(847) 921-5808

  23. #23 Gutters Green

    Based in Cicero, 4 mi away

    86/100CR Score

    Ranked #23 because of its Google rating and trade focus: 5.0★ from 47 Google reviews, listed on Google as “Gutter service”.

    Based on 6 of 8 factors; credentials and recency not yet collected.

    • 5.0★ from 47 Google reviews
    Hours
    Mon–Fri 7 AM–6 PM · Sat–Sun 7 AM–5 PM
    View profile for Gutters Green(312) 885-2950

  24. #24 Gutter Pros

    Based in Chicago

    85/100CR Score

    Ranked #24 because of its Google rating and trade focus: 5.0★ from 26 Google reviews, listed on Google as “Gutter cleaning service”.

    Based on 6 of 8 factors; credentials and recency not yet collected.

    • 5.0★ from 26 Google reviews
    Hours
    Mon–Fri 7 AM–7 PM · Sat 7 AM–5 PM · Sun 9 AM–5 PM
    Address
    625 W Division St, Chicago, IL 60610
    View profile for Gutter Pros(866) 488-7776

Gutter installers ranked #26 to #50

#1 to #25 are shown in full above. Here are #26 to #50, in CR Score order; each links to its profile. We publish the top 50 of 424 ranked gutter installers here; the rest are on their profiles.

gutter installers in Chicago, ranks 26 to 50
RankBusinessCR ScoreGoogle ratingDistance
26Chicago Siding, Soffit & Fascia Pros – Gutter Repair Experts855.0★ (33)In Chicago
27Holiday Prestige855.0★ (91)24 mi
28OnDemand Painters855.0★ (104)In Chicago
29Prime Time Window Cleaning854.4★ (1,418)In Chicago
30Twice As Brite854.9★ (155)In Chicago
31Gutter Installation Roof Repair Soffit & fascia.855.0★ (46)In Chicago
32Citywide Window Cleaning854.8★ (9)In Chicago
33Dan The Gutter Man & Roof Repair855.0★ (168)18 mi
34L.A. McMahon Window Washing, Inc.855.0★ (805)17 mi
35All Bright Service Co854.7★ (50)16 mi
36BLU Commercial Cleaning854.9★ (108)In Chicago
37C&M Group Inc855.0★ (3)In Chicago
38Windy City Exterior Softwash855.0★ (32)17 mi
39Bevel Chimney & Granite Pressure Washer854.9★ (99)12 mi
40Paul’s Gutters & Exterior Solutions LLC855.0★ (104)In Chicago
41JL Services Group, Inc.855.0★ (117)16 mi
42Apollo Professional845.0★ (52)10 mi
43Gutter Lake City - Gutters Installation & Repair845.0★ (16)In Chicago
44America Home Services – Window Cleaning – Gutter Cleaning845.0★ (61)21 mi
45Leafguard Gutter Protection844.5★ (464)15 mi
46Andrew's Roof and Gutters Maintenance Inc.844.9★ (132)3 mi
47Property Refresh844.9★ (61)In Chicago
48Gutters German Inc: Professional Soffit - Fascia, siding & Gutter Service835.0★ (42)In Chicago
49SHACK SHINE Glenview834.9★ (253)25 mi
50Chicago Gutter Guards Installation835.0★ (43)In Chicago

Also serving Chicago

20 more gutter installers within 25 mi that we can't rank yet: too few reviews, or a trade we couldn't confirm. Listed A to Z.

Unranked gutter installers serving Chicago
BusinessGoogle ratingDistance
A Grade Construction Inc. Roofing & Masonry4.9★ (67)In Chicago
Apex Plumbing & Sewer Inc.4.6★ (226)In Chicago
Big City Construction Inc.4.5★ (83)In Chicago
Bubba, Wayne & Tim Sewer Service Inc4.9★ (115)In Chicago
Chicago Building Group Inc5.0★ (119)In Chicago
Chicago Roofing School and Contractors Network & Training Center4.9★ (137)In Chicago
Chicago Roofing Solutions4.6★ (160)In Chicago
Chimney USA Inc.4.6★ (170)In Chicago
Done Right Roofing4.7★ (89)In Chicago
Forever-Dry Basement Waterproofing4.9★ (118)In Chicago
Fresh Cutz Lawn Care LLC5.0★ (76)In Chicago
Ignite Chimney and Fireplace Company5.0★ (202)In Chicago
Improovy Painters Chicago4.8★ (358)In Chicago
LawnStarter Landscaping4.7★ (113)In Chicago
Lazer Adjusters4.9★ (70)In Chicago
Matthews Roofing3.8★ (61)In Chicago
Midwest Windows Direct4.5★ (248)In Chicago
OPTIROOF Roofing Company4.9★ (69)In Chicago
Second City Roofing & Exteriors4.3★ (90)In Chicago
TAR Roofing Inc4.9★ (212)In Chicago

How much do gutter installers cost in Chicago?

National price ranges in USD, not adjusted for Chicago. Each row names its basis and the month we checked it.

How much do gutter installers cost in Chicago?
JobLowTypicalHighBasisChecked
Gutter installation$600$3,200$5,800Per house: a typical 2,000 sq ft home (about 200 linear feet of gutter). US national rangeOctober 2026

When to hire a gutter installer in Illinois

In Illinois, fall is the busiest season, after leaves drop and before freezing weather. Clear gutters help prevent ice dams in winter.

How we ranked Chicago gutter installers

We scored 424 Chicago gutter installers on 8 factors, weighted as shown. A business is ranked when its trade is confirmed and it has 3 or more Google reviews or a claimed profile. Unknown factors are left out of the score, not counted as zero. Scores last refreshed October 22, 2026.

Paid placement never changes a rank or score. Featured businesses are paid, labelled, limited to 3 and shown above the ranking, outside it.

Read the full method: formula, sources and exclusions

CR Score factors and weights
FactorWeightComputed fromIn Chicago data
Reputation35%Bayesian-adjusted Google star ratingMeasured
Credentials15%Active state license 0.6, bond 0.2, workers’ comp 0.2Not yet collected
Review volume10%log10(reviews + 1) against the list maximumMeasured
Recency10%Share of reviews from the last 12 monthsNot yet collected
Availability10%Weekly open hours, Saturday, Sunday, 24/7 or same-dayMeasured
Trade focus10%Google main category 1.0, business name 0.7, additional category 0.5Measured
Proximity5%1.0 when based in the city, falling to 0 at the trade’s radiusMeasured
Completeness5%Website, photos, description, hours, claimed profile (0.2 each)Measured

Gutter installers in Chicago: frequently asked questions

Who is the best gutter installer in Chicago?

By CR Score, the highest-ranked gutter installer in Chicago, IL is Gutter Santiago Inc. Gutters & Siding Installation and Repair with a CR Score of 92/100. It has 5.0★ from 587 Google reviews. It is open 7 days a week. On Point Exterior Care (#2) and Gutters Delivery - Seamless Gutter Services (#3) follow. We ranked 424 gutter installers on 8 factors, last updated October 22, 2026.

How many gutter installers are there in Chicago?

ContractorsRanked ranks 424 gutter installers serving Chicago, IL. 30 of them are based in Chicago; the rest serve it from nearby towns. Another 20 within 25 mi are listed but not ranked yet. Counts are as of October 2026.

Which gutter installers in Chicago are open 24/7?

57 ranked gutter installers in Chicago post 24/7 hours. The highest-ranked are On Point Exterior Care (#2), Gutters Delivery - Seamless Gutter Services (#3) and Jose's Tree Service (#5). Hours come from each business's Google listing as of October 2026, so call to confirm.

Which gutter installers in Chicago work on weekends?

337 of 424 ranked gutter installers post Saturday hours and 148 post Sunday hours. The highest-ranked open Saturdays are Gutter Santiago Inc. Gutters & Siding Installation and Repair (#1), On Point Exterior Care (#2) and Gutters Delivery - Seamless Gutter Services (#3). Posted hours are office hours; crews may book weekend jobs separately.

How much does gutter installation cost in Chicago?

Gutter installation typically costs $600 to $5,800, with $3,200 typical (Per house: a typical 2,000 sq ft home (about 200 linear feet of gutter). US national range). This is a national range, not adjusted for Chicago. Prices were last checked October 2026. Get at least two written quotes before you hire.

What Google rating do Chicago gutter installers have?

The median Google rating among 424 rated gutter installers in Chicago is 5.0★, with a median of 28 reviews. Prime Time Window Cleaning has the most, 1,418 reviews, and ranks #29. We adjust ratings for review count, so a few five-star reviews cannot top the list.

When is the best time to hire a gutter installer in Chicago?

In Illinois, fall is the busiest season, after leaves drop and before freezing weather. Clear gutters help prevent ice dams in winter.

How does ContractorsRanked rank gutter installers?

Each gutter installer gets a 0–100 CR Score from 8 published factors, led by reputation (35%), credentials (15%), review volume (10%) and recency (10%). Factors we cannot measure are left out, not scored as zero. Only businesses with a confirmed trade and 3 or more reviews, or a claimed profile, are ranked.

Update log for Chicago

  1. October 2026: CR Scores recalculated for 424 gutter installers serving Chicago.
  2. October 2026: 4 duplicate listings merged.

More gutter installers and Chicago pages

Other trades in Chicago