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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 $841 per person

Chicago - The Home of Skyscrapers

7 days
Start and end in Chicago
4.3 (23 reviews)
From
US $841 per person
+ $2,488 Double room with a queen-size bed

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Booking needs min. 2 travelers

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

Best price guarantee Learn More

Plan your adventure:
City & Culture
Immerse yourself in rich history and local traditions
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. Intro

    Introduction

  2. Day 1

    Chicago

    Chicago
    Accommodation
    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
  3. Day 2

    Chicago

    Chicago
    Accommodation
    Hotel (Arlo Chicago)

    Optional Activities

    • Step onto the glass terraces of Willis Tower Skydeck, perched 412 meters above the city
    • Discover the start of America's iconic Route 66 on Adams Street
    • Marvel at Cloud Gate, affectionately known as 'The Bean'
    • Admire the neo-Gothic Tribune Tower
    • Experience the 'Tilt' at John Hancock Tower (360 Chicago) with an evening drink
    Landmarks
    Willis Tower Skydeck
    Route 66 Historic Sign
    Cloud Gate
    Tribune Tower
    John Hancock Tower (360 Chicago)
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  4. Day 3

    Chicago

    Chicago
    Accommodation
    Hotel (Arlo Chicago)

    Optional Activities

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

    Chicago

    Chicago
    Accommodation
    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
  6. Day 5

    Chicago

    Chicago
    Accommodation
    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
  7. Day 6

    Chicago

    Chicago
    Accommodation
    Hotel (Arlo Chicago)

    Optional Activities

    • Take a leisurely stroll through the dynamic Chicago Loop
    • Find a peaceful spot along the scenic Chicago Riverwalk to reflect on your journey
    • Walk along the picturesque Lake Michigan shoreline
    Landmarks
    Chicago Loop
    Chicago Riverwalk
    Lake Michigan
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  8. Day 7

    Chicago to O'Hare Airport

    Chicago to O'Hare Airport
    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
4.3 (23 reviews)
Response time
within 1 day
Response rate
100%
Cancellation policy
Learn more

Reviews from other tours by Worldee

  • Peter5.0February 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

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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
Hurry, deals only available for a limited time!
Ends on 16 Sep, 2026
  • From Thursday
    17 Sep, 2026
    To Wednesday
    23 Sep, 2026
    English
    From:
    US$2,488 per person
    Price based on Private Double Room
    Double room with a queen-size bed
    $2,488
  • Instant Confirmation
    From Friday
    18 Sep, 2026
    To Thursday
    24 Sep, 2026
    English
    From:
    US$2,279 per person
    Price based on Private Double Room
    Double room with a queen-size bed
    $2,279
  • Instant Confirmation
    From Saturday
    19 Sep, 2026
    To Friday
    25 Sep, 2026
    English
    From:
    US$2,173 per person
    Price based on Private Double Room
    City accommodation with a King size double bed
    $2,173
  • Instant Confirmation
    From Sunday
    20 Sep, 2026
    To Saturday
    26 Sep, 2026
    English
    From:
    US$2,036 per person
    Price based on Private Double Room
    Accommodation with 2 Queen beds
    $2,036
  • Instant Confirmation
    From Monday
    21 Sep, 2026
    To Sunday
    27 Sep, 2026
    English
    From:
    US$2,366 per person
    Price based on Private Double Room
    Accommodation with 2 Queen beds
    $2,366
  • Instant Confirmation
    From Tuesday
    22 Sep, 2026
    To Monday
    28 Sep, 2026
    English
    From:
    US$2,221 per person
    Price based on Private Double Room
    Accommodation with 2 Queen beds
    $2,221
  • Instant Confirmation
    From Wednesday
    23 Sep, 2026
    To Tuesday
    29 Sep, 2026
    English
    From:
    US$2,382 per person
    Price based on Private Double Room
    Accommodation with 2 Queen beds
    $2,382
  • Instant Confirmation
    From Thursday
    24 Sep, 2026
    To Wednesday
    30 Sep, 2026
    English
    From:
    US$1,669 per person
    Price based on Private Double Room
    Accommodation with 2 Queen beds
    $1,669
  • Instant Confirmation
    From Friday
    25 Sep, 2026
    To Thursday
    1 Oct, 2026
    English
    From:
    US$2,125 per person
    Price based on Private Double Room
    Accommodation with 2 Queen beds
    $2,125
  • Instant Confirmation
    From Saturday
    26 Sep, 2026
    To Friday
    2 Oct, 2026
    English
    From:
    US$2,103 per person
    Price based on Private Double Room
    King
    $2,103

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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?
Reach out to the experts at Worldee with your enquiry, they usually respond within 1 day.
From
US $841 per person
+ $2,488 Double room with a queen-size bed

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Booking needs min. 2 travelers

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

Best price guarantee Learn More

Plan your adventure:

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Good to Know

Tour ID: 319603

  • Currency
    $
    US Dollar
    USA
  • Plugs & Adapters

    As a traveler from England, Australia, New Zealand, South Africa you will need an adaptor for types A, B.

    Type A
    USA
    Type B
    USA
  • 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 December 14th, 2026 a full payment is necessary. For tours departing after December 14th, 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
    • Flexible options if your plans change. We hope you won't need to, but if you have to cancel, here's exactly what you get back, no surprises. Your refund depends on how close to departure you cancel. You can find the full cancellation policy here.
    • Your money is protected.
      TourRadar is an authorized agent of Worldee, and we handle payments so you don't have to. Payment is securely transferred to the Operator based on your departure date.
  • Insurance

    Our travel protection from our award-winning partner, XCover, means you and your travel companions can book with peace of mind knowing there’s protection available in case your trip doesn’t go to plan. At checkout you will be able to select between different options in case you or the tour are eligible for insurance. In case no option is available, you are always able to purchase travel insurance outside of TourRadar.

    Checking which travel protection options are available for you…
  • 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