Best hotels in Chicago | Visually Compare Top Stays Side-by-Side

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An Overview of the Boutique & Luxury Hotel Landscape in Chicago

Chicago takes its buildings personally. This is a city that invented the skyscraper, gave Louis Sullivan his laboratory, and has spent the century since debating whether architecture is a civic act or a commercial one. That inheritance shows up directly in where the best hotels sit and what they ask of you architecturally. The Gold Coast and Magnificent Mile remain the traditional concentration of serious money and serious square footage: the Waldorf Astoria occupies a 1991 Helmut Jahn tower whose postmodern gestures have aged into something almost charming, while the Four Seasons shares its vertical footprint with 900 North Michigan's retail base. The Peninsula Chicago, the neighborhood's most composed offering, commands the corner of Superior and Michigan with the kind of quiet authority that makes neighbors look effortful. Park Hyatt Chicago, in the Noel State Building site on Water Tower Square, keeps the Magnificent Mile end of things architecturally honest, its interiors carrying a restrained modernism that suits the address. The Loop and River North function as the city's second gravity field for hotels, drawn together by the density of civic institutions, the river, and the accumulated inventory of converted commercial buildings. The Chicago Athletic Association, a Romanesque Revival pile on Michigan Avenue facing Millennium Park, is the most satisfying of these conversions, its tiled lobby and game room intact enough to feel genuinely historical rather than theme-parked. LondonHouse occupies the old London Guarantee Building at the confluence of the river and Michigan Avenue, the view from its rooftop being one of the better architectural arguments the city makes for itself without even trying. The Langham, by contrast, is pure modernist inheritance, housed in Mies van der Rohe's IBM Building on the river, its interiors by Richmond International working carefully within a structure that was never meant to be deferential to anything. The more interesting recent moves have happened west and north of the traditional circuit. Soho House Chicago settled into the Fulton Market District before the neighborhood became the shorthand for everything developers wanted to signal about creative credibility, and The Hoxton followed the same corridor. The Robey in Wicker Park takes two 1929 Art Deco towers and lets the geometry do most of the work, the wedge-shaped footprint producing rooms that reward anyone paying attention to how a building meets a corner. Nobu Hotel in the West Loop and Sophy Hyde Park, out near the University of Chicago campus, round out a city whose hotel geography has finally started catching up to its architectural ambitions.

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Thompson Chicago — Standardized Hotel Image Sequence #1 — Exterior — Exterior · Thompson Chicago · PressBeyond hotel series

Thompson Chicago — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · Thompson Chicago · PressBeyond hotel series

Thompson Chicago — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · Thompson Chicago · PressBeyond hotel series

Thompson Chicago

Chicago • Gold Coast • SPLURGE

avg. $314 / night

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World of Hyatt property

At a glance

Thompson Chicago's grey granite facade and Simeone Deary interiors blend midcentury references with contemporary Gold Coast restraint.

Best for: Architecture enthusiasts exploring Chicago's Gold Coast

Highlight: Grey granite mid-rise with floor-to-ceiling glazing on Chestnut Street· +2 more

Midcentury-moderncomposed

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Pendry Chicago — Standardized Hotel Image Sequence #1 — Exterior — Exterior · Pendry Chicago · PressBeyond hotel series

Pendry Chicago — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · Pendry Chicago · PressBeyond hotel series

Pendry Chicago — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · Pendry Chicago · PressBeyond hotel series

Pendry Chicago

Chicago • Chicago Loop • SPLURGE

avg. $323 / night

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At a glance

Pendry occupies the landmark 1929 Carbide and Carbon Building, preserving Art Deco details alongside mid-century interiors.

Best for: Architecture enthusiasts and Art Deco collectors

Highlight: 1929 Carbide and Carbon Building with gold-leafed crown· +2 more

Art-Deco-contemporarysophisticated

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Hotel EMC2, Autograph Collection — Standardized Hotel Image Sequence #1 — Exterior — Exterior · Hotel EMC2, Autograph Collection · PressBeyond hotel series

Hotel EMC2, Autograph Collection — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · Hotel EMC2, Autograph Collection · PressBeyond hotel series

Hotel EMC2, Autograph Collection — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · Hotel EMC2, Autograph Collection · PressBeyond hotel series

Hotel EMC2, Autograph Collection

Chicago • Streeterville • SPLURGE

avg. $325 / night

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Marriott Bonvoy® property

At a glance

Chicago hotel named for Einstein's equation, designed by Hartshorne Plunkard with expressionist interiors and a library-lined restaurant.

Best for: Architecture enthusiasts and art collectors

Highlight: Hartshorne Plunkard-designed tower with geometric brass facade· +2 more

Art-meets-sciencearchitectural

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Viceroy Chicago — Standardized Hotel Image Sequence #1 — Exterior — Exterior · Viceroy Chicago · PressBeyond hotel series

Viceroy Chicago — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · Viceroy Chicago · PressBeyond hotel series

Viceroy Chicago — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · Viceroy Chicago · PressBeyond hotel series

Viceroy Chicago

Chicago • Gold Coast • SPLURGE

avg. $361 / night

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At a glance

A cobalt glass tower atop a 1920s landmark, with Roman and Williams interiors and rooftop views of Lake Michigan.

Best for: Architecture enthusiasts and collectors of mid-century design

Highlight: Hartshorne Plunkardt tower sits atop preserved 1920s terra-cotta base· +2 more

Mid-century-modernarchitectural

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The Ritz-Carlton, Chicago — Standardized Hotel Image Sequence #1 — Exterior — Exterior · The Ritz-Carlton, Chicago · PressBeyond hotel series

The Ritz-Carlton, Chicago — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · The Ritz-Carlton, Chicago · PressBeyond hotel series

The Ritz-Carlton, Chicago — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · The Ritz-Carlton, Chicago · PressBeyond hotel series

The Ritz-Carlton, Chicago

Chicago • Gold Coast • SPLURGE

avg. $464 / night

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Marriott Bonvoy® property

At a glance

A Ritz-Carlton within a 1975 brutalist tower, with lake views from the 12th floor and a richly detailed lobby bar.

Best for: Architecture enthusiasts and lakefront seekers

Highlight: Rooms on floors 12+ with Lake Michigan and skyline views· +2 more

Architectural-landmarkserene

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The Langham, Chicago — Standardized Hotel Image Sequence #1 — Exterior — Exterior · The Langham, Chicago · PressBeyond hotel series

The Langham, Chicago — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · The Langham, Chicago · PressBeyond hotel series

The Langham, Chicago — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · The Langham, Chicago · PressBeyond hotel series

The Langham, Chicago

Chicago • River North • SPLURGE

avg. $559 / night

Includes $29 / night in cash back

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At a glance

A Mies van der Rohe masterwork with warm Champalimaud interiors and a fiber-optic lit spa pool.

Best for: Architecture enthusiasts and modernism collectors

Highlight: Mies van der Rohe tower completed in 1972· +2 more

Modernist-luxerestrained

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Four Seasons Chicago — Standardized Hotel Image Sequence #1 — Exterior — Exterior · Four Seasons Chicago · PressBeyond hotel series

Four Seasons Chicago — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · Four Seasons Chicago · PressBeyond hotel series

Four Seasons Chicago — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · Four Seasons Chicago · PressBeyond hotel series

Four Seasons Chicago

Chicago • Gold Coast • SPLURGE

avg. $570 / night

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At a glance

A Helmut Jahn tower on Michigan Avenue with its lobby 30 floors above street level and an Edwardian-inspired spa pool.

Best for: Architecture enthusiasts and Magnificent Mile shoppers

Highlight: Helmut Jahn-designed 1989 tower with Art Deco crown· +2 more

Architectural-landmarkrefined

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The St. Regis Chicago — Standardized Hotel Image Sequence #1 — Exterior — Exterior · The St. Regis Chicago · PressBeyond hotel series

The St. Regis Chicago — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · The St. Regis Chicago · PressBeyond hotel series

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The St. Regis Chicago

Chicago • Lakeshore East • SPLURGE

avg. $572 / night

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Marriott Bonvoy® property

At a glance

Jeanne Gang's geometrically faceted tower with tilted windows framing Lake Michigan and Navy Pier views.

Best for: Architecture enthusiasts visiting Chicago's lakefront

Highlight: Jeanne Gang's faceted glass tower with angled curtain wall planes· +2 more

Architectural-dramawarm-modern

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Park Hyatt Chicago — Standardized Hotel Image Sequence #1 — Exterior — Exterior · Park Hyatt Chicago · PressBeyond hotel series

Park Hyatt Chicago — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · Park Hyatt Chicago · PressBeyond hotel series

Park Hyatt Chicago — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · Park Hyatt Chicago · PressBeyond hotel series

Park Hyatt Chicago

Chicago • Magnificent Mile • SPLURGE

avg. $594 / night

Includes $31 / night in cash back

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World of Hyatt property

At a glance

A Lucien Lagrange limestone tower on Michigan Avenue with lake views and a terrace overlooking downtown.

Best for: Architecture enthusiasts and lakefront seekers

Highlight: Lucien Lagrange limestone tower completed 2000· +2 more

Refined-classicalelevated

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Waldorf Astoria Chicago — Standardized Hotel Image Sequence #1 — Exterior — Exterior · Waldorf Astoria Chicago · PressBeyond hotel series

Waldorf Astoria Chicago — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · Waldorf Astoria Chicago · PressBeyond hotel series

Waldorf Astoria Chicago — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · Waldorf Astoria Chicago · PressBeyond hotel series

Waldorf Astoria Chicago

Chicago • Gold Coast • SPLURGE

avg. $599 / night

Includes $32 / night in cash back

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Hilton Honors™ property

At a glance

A 37-floor Haussmann-inspired tower with classical proportions, Beaux-Arts dining, and a sheltered limestone terrace.

Best for: Architecture enthusiasts and classical design collectors

Highlight: Haussmann-inspired limestone facade with pronounced rustication· +2 more

Parisian-classicalrestrained-grand

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The Peninsula Chicago — Standardized Hotel Image Sequence #1 — Exterior — Exterior · The Peninsula Chicago · PressBeyond hotel series

The Peninsula Chicago — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · The Peninsula Chicago · PressBeyond hotel series

The Peninsula Chicago — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · The Peninsula Chicago · PressBeyond hotel series

The Peninsula Chicago

Chicago • Magnificent Mile • OVER THE TOP

avg. $689 / night

Includes $36 / night in cash back

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At a glance

A 2001 Lucien Lagrange tower on Magnificent Mile with neoclassical limestone facade and a purple-lit rooftop bar.

Best for: Architecture enthusiasts and Magnificent Mile visitors

Highlight: Lucien Lagrange neoclassical tower completed 2001· +2 more

Neoclassical-contemporaryrefined

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Sports Illustrated Resorts Chicago — Standardized Hotel Image Sequence #1 — Exterior — Exterior · Sports Illustrated Resorts Chicago · PressBeyond hotel series

Sports Illustrated Resorts Chicago — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · Sports Illustrated Resorts Chicago · PressBeyond hotel series

Sports Illustrated Resorts Chicago — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · Sports Illustrated Resorts Chicago · PressBeyond hotel series

Sports Illustrated Resorts Chicago

Chicago • Chicago Loop • OPTIMIZE

avg. $233 / night

Includes $12 / night in cash back

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At a glance

A 1928 Chicago Commercial landmark converted into a hotel with preserved terra-cotta facade and sculptural lobby bar.

Best for: Architecture enthusiasts exploring Chicago's Loop

Highlight: 1928 Chicago Commercial terra-cotta tower with preserved brass-framed entrance· +2 more

Art-Deco-modernarchitectural

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Sophy Hyde Park — Standardized Hotel Image Sequence #1 — Exterior — Exterior · Sophy Hyde Park · PressBeyond hotel series

Sophy Hyde Park — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · Sophy Hyde Park · PressBeyond hotel series

Sophy Hyde Park — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · Sophy Hyde Park · PressBeyond hotel series

Sophy Hyde Park

Chicago • Hyde Park • OPTIMIZE

avg. $244 / night

Includes $13 / night in cash back

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I Prefer property

At a glance

A 2018 Hyde Park hotel with warehouse-inspired brick facade, art-forward rooms, and a palazzo-influenced restaurant.

Best for: Architecture enthusiasts and University of Chicago visitors

Highlight: Industrial warehouse aesthetic with steel-mullioned windows· +2 more

Intellectual-industrial

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Kimpton Gray Hotel — Standardized Hotel Image Sequence #1 — Exterior — Exterior · Kimpton Gray Hotel · PressBeyond hotel series

Kimpton Gray Hotel — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · Kimpton Gray Hotel · PressBeyond hotel series

Kimpton Gray Hotel — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · Kimpton Gray Hotel · PressBeyond hotel series

Kimpton Gray Hotel

Chicago • Chicago Loop • OPTIMIZE

avg. $276 / night

Includes $15 / night in cash back

Cash back is redeemable via Virtual Visa, Venmo, or bank transfer starting 24-48 hours after check-out

IHG® One Rewards property

At a glance

An 1894 Chicago Athletic Association building converted into a hotel with a library lounge and rooftop Latin bar.

Best for: Architecture enthusiasts visiting Chicago Loop

Highlight: 1894 Richardsonian Romanesque building with original limestone facade· +2 more

Historic-contemporaryliterary

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Chicago Athletic Association — Standardized Hotel Image Sequence #1 — Exterior — Exterior · Chicago Athletic Association · PressBeyond hotel series

Chicago Athletic Association — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · Chicago Athletic Association · PressBeyond hotel series

Chicago Athletic Association — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · Chicago Athletic Association · PressBeyond hotel series

Chicago Athletic Association

Chicago • Millennium Park • OPTIMIZE

avg. $277 / night

Includes $15 / night in cash back

Cash back is redeemable via Virtual Visa, Venmo, or bank transfer starting 24-48 hours after check-out

World of Hyatt property

At a glance

An 1893 Venetian Gothic landmark facing Millennium Park with original architectural details and a soaring Game Room bar.

Best for: Architecture enthusiasts and Chicago history buffs

Highlight: 1893 Venetian Gothic building by Henry Ives Cobb· +2 more

Historic-refinedclubhouse

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The Hoxton, Chicago — Standardized Hotel Image Sequence #1 — Exterior — Exterior · The Hoxton, Chicago · PressBeyond hotel series

The Hoxton, Chicago — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · The Hoxton, Chicago · PressBeyond hotel series

The Hoxton, Chicago — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · The Hoxton, Chicago · PressBeyond hotel series

The Hoxton, Chicago

Chicago • Fulton Market District • SPLURGE

avg. $339 / night

Includes $18 / night in cash back

Cash back is redeemable via Virtual Visa, Venmo, or bank transfer starting 24-48 hours after check-out

At a glance

Ennead-designed brick hotel in Fulton Market with Stephanie Izard's Cabra restaurant and a rooftop pool overlooking Chicago.

Best for: Architecture enthusiasts exploring Fulton Market

Highlight: Red brick facade with basketweave pattern, new construction mimicking converted lofts· +2 more

Industrial-warmlived-in

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The Gwen, A Luxury Collection Hotel — Standardized Hotel Image Sequence #1 — Exterior — Exterior · The Gwen, A Luxury Collection Hotel · PressBeyond hotel series

The Gwen, A Luxury Collection Hotel — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · The Gwen, A Luxury Collection Hotel · PressBeyond hotel series

The Gwen, A Luxury Collection Hotel — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · The Gwen, A Luxury Collection Hotel · PressBeyond hotel series

The Gwen, A Luxury Collection Hotel

Chicago • River North • SPLURGE

avg. $346 / night

Includes $18 / night in cash back

Cash back is redeemable via Virtual Visa, Venmo, or bank transfer starting 24-48 hours after check-out

Marriott Bonvoy® property

At a glance

A 1929 Art Deco landmark reimagined with contemporary interiors, rooftop views of the Wrigley Building, and custom botanical murals.

Best for: Architecture enthusiasts and collectors visiting Chicago

Highlight: 1929 Art Deco McGraw-Hill Building landmark by Thielbar and Fugard· +2 more

Art-Deco-modernurbane

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The Robey — Standardized Hotel Image Sequence #1 — Exterior — Exterior · The Robey · PressBeyond hotel series

The Robey — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · The Robey · PressBeyond hotel series

The Robey — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · The Robey · PressBeyond hotel series

The Robey

Chicago • Wicker Park • SPLURGE

avg. $348 / night

Includes $18 / night in cash back

Cash back is redeemable via Virtual Visa, Venmo, or bank transfer starting 24-48 hours after check-out

Marriott Bonvoy® property

At a glance

A 1929 Art Deco landmark converted into 69 rooms with Bauhaus interiors and a rooftop pool.

Best for: Architecture enthusiasts and modernism collectors

Highlight: 1929 Art Deco tower with stepped crown by Perkins, Chatten & Hammond· +2 more

Modernist-minimalneighborhood-rooted

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Soho House Chicago — Standardized Hotel Image Sequence #1 — Exterior — Exterior · Soho House Chicago · PressBeyond hotel series

Soho House Chicago — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · Soho House Chicago · PressBeyond hotel series

Soho House Chicago — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · Soho House Chicago · PressBeyond hotel series

Soho House Chicago

Chicago • West Loop • SPLURGE

avg. $352 / night

Includes $19 / night in cash back

Cash back is redeemable via Virtual Visa, Venmo, or bank transfer starting 24-48 hours after check-out

At a glance

Soho House Chicago occupies a 1920s warehouse with exposed brick, concrete ceilings, and a rooftop pool facing the skyline.

Best for: Architecture enthusiasts and members club seekers

Highlight: 1920s Red Bull Building with exposed brick and steel-frame windows· +2 more

Industrial-refinedmembers-only

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LondonHouse Chicago, Curio Collection by Hilton — Standardized Hotel Image Sequence #1 — Exterior — Exterior · LondonHouse Chicago, Curio Collection by Hilton · PressBeyond hotel series

LondonHouse Chicago, Curio Collection by Hilton — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · LondonHouse Chicago, Curio Collection by Hilton · PressBeyond hotel series

LondonHouse Chicago, Curio Collection by Hilton — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · LondonHouse Chicago, Curio Collection by Hilton · PressBeyond hotel series

LondonHouse Chicago, Curio Collection by Hilton

Chicago • Chicago Loop • SPLURGE

avg. $375 / night

Includes $20 / night in cash back

Cash back is redeemable via Virtual Visa, Venmo, or bank transfer starting 24-48 hours after check-out

Hilton Honors™ property

At a glance

A 1923 Beaux-Arts landmark with contemporary interiors, rooftop skyline views, and Marina City sightlines across the Chicago River.

Best for: Architecture enthusiasts and Chicago skyline collectors

Highlight: 1923 Beaux-Arts tower by Holabird & Roche with colonnaded crown· +2 more

Civic-modernriver-facing

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The LaSalle Chicago, Autograph Collection — Standardized Hotel Image Sequence #1 — Exterior — Exterior · The LaSalle Chicago, Autograph Collection · PressBeyond hotel series

The LaSalle Chicago, Autograph Collection — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · The LaSalle Chicago, Autograph Collection · PressBeyond hotel series

The LaSalle Chicago, Autograph Collection — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · The LaSalle Chicago, Autograph Collection · PressBeyond hotel series

The LaSalle Chicago, Autograph Collection

Chicago • Chicago Loop • SPLURGE

avg. $380 / night

Includes $20 / night in cash back

Cash back is redeemable via Virtual Visa, Venmo, or bank transfer starting 24-48 hours after check-out

Marriott Bonvoy® property

At a glance

A 1914 banking landmark converted into a mid-century-inflected hotel with original Corinthian columns and Art Deco details.

Best for: Architecture enthusiasts and Chicago history travelers

Highlight: 1914 Continental Illinois Bank building with Corinthian colonnade· +2 more

Historic-refinedArt Deco

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Nobu Hotel Chicago — Standardized Hotel Image Sequence #1 — Exterior — Exterior · Nobu Hotel Chicago · PressBeyond hotel series

Nobu Hotel Chicago — Standardized Hotel Image Sequence #2 — Primary Guest Room — Primary Guest Room · Nobu Hotel Chicago · PressBeyond hotel series

Nobu Hotel Chicago — Standardized Hotel Image Sequence #3 — Primary Common Area — Primary Common Area · Nobu Hotel Chicago · PressBeyond hotel series

Nobu Hotel Chicago

Chicago • West Loop • SPLURGE

avg. $478 / night

Includes $25 / night in cash back

Cash back is redeemable via Virtual Visa, Venmo, or bank transfer starting 24-48 hours after check-out

At a glance

Rockwell Group's purpose-built West Loop hotel with Nobu Restaurant and concrete-and-oak guest rooms overlooking Willis Tower.

Best for: Architecture enthusiasts and Nobu restaurant devotees

Highlight: Rockwell Group–designed warehouse conversion with punched-brick facade· +2 more

Industrial-Japaneseurban-refined