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2026

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2027

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2028

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Who is travelling?

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
From
US $617 per person

Chicago - The Home of Skyscrapers

7 days
Start and end in Chicago
4.2
13 traveler reviews
From
US $617 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select Date

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Save and compare this adventure

Best price guarantee Learn More

Plan your adventure:
Self-guided
Independent exploration, backed by expert advice and support
Low Intensity
Travelers can expect some light physical activities
Guided in English
All Ages Welcome

Itinerary

  1. Day 1

    Chicago

    Accommodation
    Hotel (Sonder by Marriott Bonvoy The Burnham Apartments Loop), Hotel (Arlo Chicago)

    Optional Activities

    • Stroll along the Chicago Riverwalk
    Landmarks
    O'Hare Airport
    Clark/Lake Station
    Chicago Riverwalk
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  2. Day 2

    Chicago

    Accommodation
    Hotel (Sonder by Marriott Bonvoy The Burnham Apartments Loop), Hotel (Arlo Chicago)

    Optional Activities

    • Step onto the glass terraces of Willis Tower Skydeck (412 meters above the city)
    • Discover the start of Route 66 on Adams Street with its historic sign
    • Marvel at Cloud Gate ('The Bean')
    • Admire the neo-Gothic Tribune Tower
    • Experience the 'Tilt' at John Hancock Tower (360 Chicago) with a drink and evening views
    Landmarks
    Willis Tower Skydeck
    Route 66 Historic Sign
    Cloud Gate
    Tribune Tower
    John Hancock Tower (360 Chicago)
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  3. Day 3

    Chicago

    Accommodation
    Hotel (Sonder by Marriott Bonvoy The Burnham Apartments Loop), Hotel (Arlo Chicago)

    Optional Activities

    • Enjoy a scenic ride on the Elevated Brown Line
    • Wander through the streets of the Chicago Loop
    • Visit the corner of La Salle and Adams Street (former site of the world's first steel-framed skyscraper)
    • Admire the Monadnock Building on Jackson Boulevard
    • Explore the Sullivan Center (Target on State Street)
    Landmarks
    Elevated Brown Line
    Chicago Loop
    La Salle and Adams Street
    Monadnock Building
    Sullivan Center (Target on State Street)
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  4. Day 4

    Chicago

    Accommodation
    Hotel (Sonder by Marriott Bonvoy The Burnham Apartments Loop), Hotel (Arlo Chicago)

    Optional Activities

    • Immerse yourself in scientific discovery and historical innovation at the Museum of Science and Industry
    • Explore world-class collections and masterpieces at the Art Institute of Chicago
    Landmarks
    Museum of Science and Industry
    Art Institute of Chicago
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  5. Day 5

    Chicago

    Accommodation
    Hotel (Sonder by Marriott Bonvoy The Burnham Apartments Loop), Hotel (Arlo Chicago)

    Optional Activities

    • Uncover the fascinating and sometimes graphic history of medicine at the International Museum of Surgical Science
    • Delve into the engineering marvels of Chicago's famous movable bridges at the McCormick Bridgehouse & Chicago River Museum
    Landmarks
    International Museum of Surgical Science
    McCormick Bridgehouse & Chicago River Museum
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  6. Day 6

    Chicago

    Accommodation
    Hotel (Sonder by Marriott Bonvoy The Burnham Apartments Loop), Hotel (Arlo Chicago)

    Optional Activities

    • Take a leisurely stroll through the Chicago Loop
    • Find a peaceful spot along the Chicago Riverwalk
    • Walk along the Lake Michigan shoreline
    Landmarks
    Chicago Loop
    Chicago Riverwalk
    Lake Michigan Shoreline
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  7. Day 7

    Chicago to O'Hare

    Meals
    Breakfast
    Landmarks
    Chicago Riverwalk
    O'Hare Airport
    Itinerary Image 1Itinerary Image 2Itinerary Image 3

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What's Included

Expand All
  • Accommodation
  • Guide
  • Additional Services

What's Not Included

  • Flights

Where You'll Stay

All accommodations are subject to change

Operated by

Worldee

Rating
4.2(13 reviews)
Response time
within 3 days
Response rate
92%
Cancellation policy

Reviews from other tours by Worldee

  • Peter
    February 2nd, 2026
    Booked a Las Vegas trip by Worldee. Everything worked as expected, no issues at all. The plan was clear and the trip...
    Show more

Dates & Availability

Select departure month and travellers

Select Date

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
  • Instant Confirmation
    From Monday
    1 Jun, 2026
    To Sunday
    7 Jun, 2026
    English
    From:
    US $2,447 per person
  • Instant Confirmation
    From Tuesday
    2 Jun, 2026
    To Monday
    8 Jun, 2026
    English
    From:
    US $1,966 per person
  • Instant Confirmation
    From Wednesday
    3 Jun, 2026
    To Tuesday
    9 Jun, 2026
    English
    From:
    US $2,019 per person
  • Instant Confirmation
    From Thursday
    4 Jun, 2026
    To Wednesday
    10 Jun, 2026
    English
    From:
    US $2,377 per person
  • Instant Confirmation
    From Friday
    5 Jun, 2026
    To Thursday
    11 Jun, 2026
    English
    From:
    US $2,542 per person
  • Instant Confirmation
    From Saturday
    6 Jun, 2026
    To Friday
    12 Jun, 2026
    English
    From:
    US $2,273 per person
  • Instant Confirmation
    From Sunday
    7 Jun, 2026
    To Saturday
    13 Jun, 2026
    English
    From:
    US $2,234 per person
  • Instant Confirmation
    From Monday
    8 Jun, 2026
    To Sunday
    14 Jun, 2026
    English
    From:
    US $2,192 per person
  • Instant Confirmation
    From Tuesday
    9 Jun, 2026
    To Monday
    15 Jun, 2026
    English
    From:
    US $2,142 per person
  • Instant Confirmation
    From Wednesday
    10 Jun, 2026
    To Tuesday
    16 Jun, 2026
    English
    From:
    US $2,022 per person

Want to read it later?

Download this tour’s PDF brochure and start tour planning offline

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More benefits
Can’t find the answer to your question?
From
US $617 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select Date

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Save and compare this adventure

Best price guarantee Learn More

Plan your adventure:

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Good to Know

Tour ID: 319603

  • Currency
    $
    US Dollar
    USA
  • Plugs & Adapters

  • Visa
    • Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
    • Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
  • Payment information
    • For any tour departing before August 27th, 2026 a full payment is necessary. For tours departing after August 27th, 2026, a minimum payment of 40% is required to confirm your booking with Worldee. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 95 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
    • Some departure dates and prices may vary and Worldee will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Worldee" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
  • Cancellation Policy
  • Accessibility
    Some tours are not suitable for mobility-restricted traveler, however, some operators may be able to accommodate special requests. For any enquiries, you can contact our customer support team, who are ready and waiting to help you.

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec