5 Days trip in Chicago, Illinois, United States

Budget: 0 - 500 USD Beaches City sightseeing Outdoor adventures Festivals/events Food exploration Nightlife

Chicago is a vibrant metropolis known for its stunning architecture, world-class museums, and delicious deep-dish pizza.

Currency

USD

Best Travel Debit Card

Wise

Capital

Washington

Timezone

UTC-10:00

Electricity

Language

English

Spanish

Polish

Chinese

Weather

☁️ 29.76°C

Best Way to Get Around

Bus

Train

Taxi

Chicago

Millennium Park

Explore the iconic public park and take photos with The Bean sculpture

120 minutes city sightseeing outdoor adventures Google Maps
Chicago

Navy Pier
$ $ $ $

Take a ride on the Ferris wheel and enjoy the views of Lake Michigan

180 minutes city sightseeing outdoor adventures Google Maps
Chicago

Chicago Riverwalk
$ $ $ $

Walk along the Chicago River and enjoy the architecture of the city

150 minutes city sightseeing outdoor adventures Google Maps
Chicago

Pizzeria Uno
$ $ $ $

Taste the famous Chicago-style deep dish pizza

90 minutes food exploration Google Maps
Chicago

Kingston Mines
$ $ $ $

Listen to live blues music at one of Chicago's oldest blues clubs

180 minutes nightlife festivals/events Google Maps

Chicago

Lakefront Trail

Rent a bike and ride along the scenic Lake Michigan shoreline

120 minutes outdoor adventures Google Maps
Chicago

Art Institute of Chicago
$ $ $ $

Explore one of the oldest and largest art museums in the country

180 minutes city sightseeing culture Google Maps
Chicago

Lincoln Park Zoo

Visit the free zoo and see animals from around the world

120 minutes outdoor adventures Google Maps
Chicago

Eataly Chicago
$ $ $ $

Indulge in Italian cuisine and wine at this gourmet food emporium

150 minutes food exploration Google Maps
Chicago

Second City
$ $ $ $

Laugh out loud with Chicago's famous improv comedy troupe

120 minutes nightlife festivals/events Google Maps

Chicago

Chicago Architecture Boat Tour
$ $ $ $

Learn about Chicago's rich architectural history on a scenic boat ride

150 minutes city sightseeing outdoor adventures Google Maps
Chicago

Chicago History Museum
$ $ $ $

Explore the city's history and culture through interactive exhibits

180 minutes city sightseeing culture Google Maps
Chicago

Maggie Daley Park

Relax at this picturesque park with unique play structures and ice skating in winter

120 minutes outdoor adventures Google Maps
Chicago

Greek Islands Restaurant
$ $ $ $

Taste authentic Greek cuisine in the heart of Greektown

120 minutes food exploration Google Maps
Chicago

The Green Mill
$ $ $ $

Step into the roaring 20s and listen to jazz music at one of Al Capone's favorite spots

120 minutes nightlife festivals/events Google Maps

Glencoe

Chicago Botanic Garden
$ $ $ $

Discover beautiful gardens and nature trails in the suburbs of Chicago

180 minutes outdoor adventures Google Maps
Chicago

Chicago Cultural Center

Visit a landmark building filled with stunning mosaics, stained glass, and art exhibitions

120 minutes city sightseeing culture Google Maps
Chicago

The Magnificent Mile
$ $ $ $

Shop at high-end stores and dine at trendy restaurants on one of Chicago's most famous streets

180 minutes city sightseeing shopping Google Maps
Chicago

Alinea
$ $ $ $

Experience award-winning molecular gastronomy and culinary artistry at this three-Michelin-starred restaurant

180 minutes food exploration Google Maps
Chicago

The Second City e.t.c.
$ $ $ $

Catch a hilarious sketch comedy show at this sister theater of The Second City

90 minutes nightlife festivals/events Google Maps

Chicago

Museum of Science and Industry
$ $ $ $

Discover the wonders of science and technology through hands-on exhibits

180 minutes city sightseeing culture Google Maps
Chicago

ChinaTown Square
$ $ $ $

Experience the culture and cuisine of Chicago's vibrant Chinatown neighborhood

120 minutes city sightseeing culture food exploration Google Maps
Chicago

Wrigley Field
$ $ $ $

Take a tour of one of the country's most famous baseball stadiums

180 minutes city sightseeing outdoor adventures Google Maps
Chicago

The Chicago Theater
$ $ $ $

Experience the grandeur of one of Chicago's historic performing arts venues

150 minutes nightlife festivals/events Google Maps

Accommodation

Hostel

25-50 USD per night

Airbnb

60-100 USD per night

Budget Hotel

80-150 USD per night

Mid-range Hotel

150-250 USD per night

Luxury Hotel

300-500 USD per night

Transportation

Public Transit (CTA)

2.50 USD per ride (3 USD for Airport Express)

Taxi

3.25 USD for starting fare + 1.25-2.25 USD per mile

Uber/Lyft

20-40 USD for airport transfer, 10-30 USD for city rides

Bike rental

10-15 USD per hour

Car rental

40-80 USD per day

Food

Street food

5-10 USD per meal

Budget meal

10-20 USD per meal

Mid-range meal

20-30 USD per meal

Fine dining

50-100 USD per meal

Festivals/Events

5-20 USD per plate/dish

Activities

Museums

12-25 USD per person

Skydeck Chicago (Willis Tower)

25 USD per person

Chicago Architecture Boat Tour

40-50 USD per person

Festivals/events

varies, but often between 20-50 USD per ticket

Outdoor adventures (hiking, kayaking)

25-50 USD per person

5 Days trip in Chicago, Illinois, United States

General Infomation

Day 1

Millennium Park

Navy Pier
$ $ $ $

Chicago Riverwalk
$ $ $ $

Pizzeria Uno
$ $ $ $

Kingston Mines
$ $ $ $

Day 2

Lakefront Trail

Art Institute of Chicago
$ $ $ $

Lincoln Park Zoo

Eataly Chicago
$ $ $ $

Second City
$ $ $ $

Day 3

Chicago Architecture Boat Tour
$ $ $ $

Chicago History Museum
$ $ $ $

Maggie Daley Park

Greek Islands Restaurant
$ $ $ $

The Green Mill
$ $ $ $

Day 4

Chicago Botanic Garden
$ $ $ $

Chicago Cultural Center

The Magnificent Mile
$ $ $ $

Alinea
$ $ $ $

The Second City e.t.c.
$ $ $ $

Day 5

Museum of Science and Industry
$ $ $ $

ChinaTown Square
$ $ $ $

Wrigley Field
$ $ $ $

The Chicago Theater
$ $ $ $

Estimated Cost (USD)

Accommodation

Transportation

Food

Activities

5 Days trip in Chicago, Illinois, United States

General Infomation

Day 1

Millennium Park

Navy Pier $ $ $ $

Chicago Riverwalk $ $ $ $

Pizzeria Uno $ $ $ $

Kingston Mines $ $ $ $

Day 2

Lakefront Trail

Art Institute of Chicago $ $ $ $

Lincoln Park Zoo

Eataly Chicago $ $ $ $

Second City $ $ $ $

Day 3

Chicago Architecture Boat Tour $ $ $ $

Chicago History Museum $ $ $ $

Maggie Daley Park

Greek Islands Restaurant $ $ $ $

The Green Mill $ $ $ $

Day 4

Chicago Botanic Garden $ $ $ $

Chicago Cultural Center

The Magnificent Mile $ $ $ $

Alinea $ $ $ $

The Second City e.t.c. $ $ $ $

Day 5

Museum of Science and Industry $ $ $ $

ChinaTown Square $ $ $ $

Wrigley Field $ $ $ $

The Chicago Theater $ $ $ $

Estimated Cost (USD)

Accommodation

Transportation

Food

Activities

Let's Start with Wonderplan

Navy Pier
$ $ $ $

Chicago Riverwalk
$ $ $ $

Pizzeria Uno
$ $ $ $

Kingston Mines
$ $ $ $

Art Institute of Chicago
$ $ $ $

Eataly Chicago
$ $ $ $

Second City
$ $ $ $

Chicago Architecture Boat Tour
$ $ $ $

Chicago History Museum
$ $ $ $

Greek Islands Restaurant
$ $ $ $

The Green Mill
$ $ $ $

Chicago Botanic Garden
$ $ $ $

The Magnificent Mile
$ $ $ $

Alinea
$ $ $ $

The Second City e.t.c.
$ $ $ $

Museum of Science and Industry
$ $ $ $

ChinaTown Square
$ $ $ $

Wrigley Field
$ $ $ $

The Chicago Theater
$ $ $ $