chicago

chicago

pick a budget or a base below — we'll quote your dates.

room budget, per nightup to ₹20k

our favourites

the stays we’d put our own family in first.

four seasons chicago
three teddies — worth the journey

chicago

four seasons chicago

This is a premier choice for travelers wanting the best of Chicago.

typically

₹71.5kper night

the peninsula chicago
three teddies — worth the journey

chicago

the peninsula chicago

The definitive Chicago splurge.

typically

₹73kper night

the langham chicago
three teddies — worth the journey

chicago

the langham chicago

A gold-standard choice for Chicago.

typically

₹75.5kper night

viceroy chicago
two teddies — a family favourite

chicago

viceroy chicago

A standout choice for travelers wanting a stylish, central Chicago experience.

typically

₹48.5kper night

waldorf astoria chicago
two teddies — a family favourite

chicago

waldorf astoria chicago

A reliable, high-end choice for travelers wanting the best of Chicago.

typically

₹67kper night

by budget

the icons and the grand resorts

four seasons chicago
three teddies — worth the journey

chicago

four seasons chicago

This is a premier choice for travelers wanting the best of Chicago.

typically

₹71.5kper night

the peninsula chicago
three teddies — worth the journey

chicago

the peninsula chicago

The definitive Chicago splurge.

typically

₹73kper night

the langham chicago
three teddies — worth the journey

chicago

the langham chicago

A gold-standard choice for Chicago.

typically

₹75.5kper night

viceroy chicago
two teddies — a family favourite

chicago

viceroy chicago

A standout choice for travelers wanting a stylish, central Chicago experience.

typically

₹48.5kper night

waldorf astoria chicago
two teddies — a family favourite

chicago

waldorf astoria chicago

A reliable, high-end choice for travelers wanting the best of Chicago.

typically

₹67kper night

by teddies

worth the detour — we’d go out of our way for it

viceroy chicago
two teddies — a family favourite

chicago

viceroy chicago

A standout choice for travelers wanting a stylish, central Chicago experience.

typically

₹48.5kper night

waldorf astoria chicago
two teddies — a family favourite

chicago

waldorf astoria chicago

A reliable, high-end choice for travelers wanting the best of Chicago.

typically

₹67kper night

park hyatt chicago
two teddies — a family favourite

chicago

park hyatt chicago

A top-tier city hotel that delivers exactly what you expect from the brand.

typically

₹69.5kper night

the st. regis chicago
two teddies — a family favourite

chicago

the st. regis chicago

A top-tier choice for travelers wanting to experience the modern face of Chicago.

typically

₹96.5kper night

best for the younglings

quiet floors, a cot that actually arrives, and a kitchen for the bottles.

four seasons chicago
three teddies — worth the journey

chicago

four seasons chicago

This is a premier choice for travelers wanting the best of Chicago.

typically

₹71.5kper night

the peninsula chicago
three teddies — worth the journey

chicago

the peninsula chicago

The definitive Chicago splurge.

typically

₹73kper night

the langham chicago
three teddies — worth the journey

chicago

the langham chicago

A gold-standard choice for Chicago.

typically

₹75.5kper night

waldorf astoria chicago
two teddies — a family favourite

chicago

waldorf astoria chicago

A reliable, high-end choice for travelers wanting the best of Chicago.

typically

₹67kper night

park hyatt chicago
two teddies — a family favourite

chicago

park hyatt chicago

A top-tier city hotel that delivers exactly what you expect from the brand.

typically

₹69.5kper night

on the map

1 stays, where they actually sit. tap a pin for the price.

know before you go

everything else, at a glance.

when to go

may–octsweet spot
jun–seppeak
nov–aproff-season

who loves it

young kids●●●●○
teens●●●●○
grandparents●●●○○

quick facts

direct flightsyes
veg & jainvery good
best monthsmay–oct
why chicago

birthplace of the skyscraper, dressed for the part. winters bite.

The first thing you notice is the sound—the metallic rumble of the 'L' train weaving between buildings overhead. Chicago makes you look up. This is where the skyscraper was born, and the city wears its architectural legacy like a bespoke suit. It's a place built on a grid, logical and confident, with the vast, freshwater sea of Lake Michigan serving as its stunning eastern edge.

Most visitors stick to the Magnificent Mile and Millennium Park to get their photo with the Bean. That's fine, but the real city lives in its neighbourhoods. Head to the West Loop for the country's best restaurant row, or Wicker Park for independent boutiques and a grittier creative energy. The Art Institute is non-negotiable; it houses more famous paintings per square foot than almost any museum in the world.

Let's be clear about the weather: it's not a joke. From November to April, the wind off the lake is genuinely brutal. This is a city that earns its glorious summer. That brief, perfect window from June to September is when Chicago truly comes alive, with the entire population spilling onto patios, beaches, and rooftops.

Forget what you've heard about deep-dish pizza—most locals rarely eat it. Instead, get an Italian beef sandwich, dipped. The city's food credentials are world-class. Pair it with a show at The Second City, the comedy club that launched a hundred careers. It's the perfect distillation of Chicago: smart, funny, and unpretentious.