4.9/5 rating on Google
Statutory insurance protects you
Built by real travelers
We have your back 24/7
Add Flexible Booking
32,000 followers on Instagram
Show more
4.9/5 rating on Google
Statutory insurance protects you
Built by real travelers
We have your back 24/7
Add Flexible Booking
32,000 followers on Instagram
More
From
Where
Where
Worldee logo
From
Where
Where
Trips
United States of America

Chicago - The Home of Skyscrapers

Worldee logo
From
Where
Where
common/star-emptycommon/star-emptycommon/star-emptycommon/star-emptycommon/star-empty
common/star-filledcommon/star-filledcommon/star-filledcommon/star-filledcommon/star-filled
4.6/ 5
(Worldee•Accommodation•Places)
1979249
1827178
1827187
1829372
1829364
Dominika Eliasova

itinerary by Dominika Eliasova

City

The adventure awaits

custom/phone_filled
On my own
without a group, at your own pace
custom/calendar_filled
8 Days
(6 Nights)
custom/location_filled
15 places
visited

Chicago is an amazing city on the shores of Lake Michigan, where elevated trains rumble above the sidewalk and you can have a local specialty for lunch - deep dish pizza. Or would you rather have a drink on the riverbank surrounded by skyscrapers? And do you know what skyscrapers and a birdcage have in common? You can find the answer in Chicago, whose modern-looking skyline of glass, concrete and steel towers is interwoven with history. 

Chicago is an amazing city on the shores of Lake Michigan, where elevated trains rumble above the sidewalk and you can have a local specialty for lunch - deep dish pizza. Or would you rather have a drink on the riverbank surrounded by skyscrapers? And do you know what skyscrapers and a birdcage have in common? You can find the answer in Chicago, whose modern-looking skyline of glass, concrete and steel towers is interwoven with history. 

Included in the price
included
ItineraryPrepared by someone who has actually been to the destination.
Accommodation
Flights
Accommodation
Flights
In-app guideGuides you day by day. Important documents, audio guide, and navigation all in one place.
from1.213,00 €
/ person
Selected date
24.11. - 1.12.20266 Nights
Change date
Travelers2 travelers
Change number
Departure airportHamburg
Total trip price
2.426,00 €
for 2 people
Deposit
1.204,00 €
Your money is protected by our statutory insurance.

Deposit

1.204 €
2 people
24.11. - 1.12.2026
Total trip price:2.426 €
Worldee Guarantee
Best price guarantee
Option to cancel or modify
100% Satisfaction Guarantee
24/7 Support
Secure payment via Stripe:
custom/visa_chipcustom/mastercard_chipcustom/apple_pay_chipcustom/google_pay_chip

Your itinerary - Easy to personalize
included

Dominika Eliasova
Dominika Eliasova created the itinerary based on personal experience to help you enjoy the trip to the fullest.
No unnecessary transfers
Well-organized days
Top spots and hidden gems
7 days
10 places
Worldee logo
Chicago - The Home of Skyscrapers
Day 1–3 / 7
1

Day 1
Welcome to Chicago

1 place
30 km(1 h 05 min)
644 m(10 min)

The first day will be a lahar - you will arrive, check in and if you have the energy, walk around the area.

2

Day 2
Take to the skies

5 places
6.84 km(1 h 39 min)

Today you will see the world from a bird's eye view.

3

Day 3
Overground and skyscrapers

2 places
17 km(47 min)
14 km(3 h 23 min)

You have to take a ride on the 'L'. You just have to. It's an integral part of Chicago, and if you don't ride it at least once, it's like you've never been to Chicago. And while you're at it, go sightseeing. 

Accommodation where you'll rest easy
included

6 Nights
1 accommodation
Accommodation for night 1 - 6
Recommended
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Arlo Chicago
Booking.com8.9 / 10
No food
6 Nights
Located in Chicago, less than a 5-minute walk from Millennium Park and Cloud Gate. The Bean, Arlo Chicago offers a fitness center and an on-site restaurant. The hotel is within walking distance of the CIBC Theatre, Bank of America Theatre and the Art Institute of Chicago. The Chicago Symphony Orchestra and the Shops at Northbridge Mall are less than a 10-minute walk from the hotel. All rooms are equipped with a desk, a flat-screen TV and a private bathroom. All rooms will have a refrigerator. An American breakfast is served every morning at Arlo Chicago. The hotel's About Last Knife steakhouse offers American, seafood and local cuisine. If guests need advice on where to go, the front desk will be happy to provide information. DePaul University is less than 1 km away and the Chicago Board of Trade Building is a 12-minute walk away. The nearest airport is Midway International Airport, 15 km away.
Accommodation with 2 Queen beds

Flights that get you there
included

13 h 55 min
•
1 stop
Tue 24.11. 09:5016:45
HAM
ORD
HamburgChicago
12 h 30 min
•
1 stop
Mon 30.11. 19:15Tue 1.12. 14:45
ORD
HAM
ChicagoHamburg

In-app guide
included

common/cursor
NavigationTo all places in the itinerary
common/headphones
Audio guideWith stories of each location
common/document
Documents in one placeAll your tickets and vouchers

Select your travel group

Choose the dates that work best for you

Includes:
Itinerary
Flights
Accommodation
In-app guide

Just pay a deposit of 1.204 € today and pay the balance by 25.10.2026

Worldee Guarantee
Best price guarantee
Option to cancel or modify
100% Satisfaction Guarantee
24/7 Support
What happens after your order?
Show timeline
Confirmation by email
Info about the app and documents
Balance payment reminder
Check-in on time
Order
Right after completion
Confirmation of your trip order.
Deposit payment
No later than 2 days after placing the order
Your spot on the trip is secured.
What happens next
Within 2 days after ordering
We'll send you an email with an overview of all the next steps.
Mobile app
7 days after ordering
Why is the Worldee app an essential buddy for your trip?
Balance payment
No later than 30 days before the trip
If you paid a deposit, we'll remind you about the balance payment.
Pre-trip summary + documents
14 days before the trip starts
We'll send you all the important information and vouchers for your services.
Checked-in boarding passes
No later than 8 hours before your outbound and return flights
We'll handle check-in for you and send you your boarding passes.
We have a 4.9/5 rating on GoogleRead over a thousand reviews from our travelers on Worldee and Google.
You are protected by statutory insuranceWe have statutory insurance against insolvency valid within the EU. The insurer is Euroins, insurance policy number 03700100006396.
Every itinerary is designed by real travelersEvery trip is personally designed and tested by our own travel experts, not generated by an algorithm.
We have your back 24/7If something goes wrong on your trip, our support team is available around the clock. A real person, no AI, no automation.
Upgrade to Flexible BookingAdd Flexible Booking to your trip and change your dates or services up to a month before departure.
Tens of thousands of people follow usOver 32,000 people follow us on Instagram and over 8,000 on Facebook. Come see what's new. Our app has been downloaded by more than 120,000 travelers.

Overall trip rating

4.6/5
common/star-emptycommon/star-emptycommon/star-emptycommon/star-emptycommon/star-empty
common/star-filledcommon/star-filledcommon/star-filledcommon/star-filledcommon/star-filled
A summary of experiences from travelers who completed this trip and the quality of the offerings included in the journey.
Worldee
4.9/5
Accommodation
4.2/5
Places
4.5/5

Trip creator

Dominika Eliasova
Verified traveler
Dominika Eliasova
More from Dominika Eliasova
3 trips on Worldee
Guaranteed itinerary quality
More from Dominika Eliasova

You travel with confidence

custom/location_filled
Itineraries verified by expertsEvery trip is reviewed so your experience is flawless.
common/document
You are covered by statutory insuranceWe carry statutory insolvency insurance valid across the EU.
common/headphones
We have your back 24/7Our customer support is available to you 24/7.
4.9/5 rating on Google
Statutory insurance protects you
Built by real travelers
We have your back 24/7
Add Flexible Booking
32,000 followers on Instagram
Show more
4.9/5 rating on Google
Statutory insurance protects you
Built by real travelers
We have your back 24/7
Add Flexible Booking
32,000 followers on Instagram
More
Chicago Riverwalk
Willis Tower
201 E Randolph St
Chicago Loop
Chicago Riverwalk
Historic Begin Route 66 Sign
Tribune Tower
875 North Michigan Avenue
CTA Brown Line Kimball Parking Lot
McCormick Bridgehouse & Chicago River Museum
Chicago
Worldee logo
From
Where
Where
Dominika Eliasova

itinerary by Dominika Eliasova

City
Trips
United States of America

Chicago - The Home of Skyscrapers

Worldee logo
From
Where
Where
common/star-emptycommon/star-emptycommon/star-emptycommon/star-emptycommon/star-empty
common/star-filledcommon/star-filledcommon/star-filledcommon/star-filledcommon/star-filled
4.6/ 5
(Worldee•Accommodation•Places)

The adventure awaits

custom/phone_filled
On my own
without a group, at your own pace
custom/calendar_filled
8 Days
(6 Nights)
custom/location_filled
15 places
visited

Chicago is an amazing city on the shores of Lake Michigan, where elevated trains rumble above the sidewalk and you can have a local specialty for lunch - deep dish pizza. Or would you rather have a drink on the riverbank surrounded by skyscrapers? And do you know what skyscrapers and a birdcage have in common? You can find the answer in Chicago, whose modern-looking skyline of glass, concrete and steel towers is interwoven with history. 

Chicago is an amazing city on the shores of Lake Michigan, where elevated trains rumble above the sidewalk and you can have a local specialty for lunch - deep dish pizza. Or would you rather have a drink on the riverbank surrounded by skyscrapers? And do you know what skyscrapers and a birdcage have in common? You can find the answer in Chicago, whose modern-looking skyline of glass, concrete and steel towers is interwoven with history. 

Included in the price
included
ItineraryPrepared by someone who has actually been to the destination.
Accommodation
Flights
Accommodation
Flights
In-app guideGuides you day by day. Important documents, audio guide, and navigation all in one place.
from1.213,00 €
/ person
Selected date
24.11. - 1.12.20266 Nights
Change date
Travelers2 travelers
Change number
Departure airportHamburg
Total trip price
2.426,00 €
for 2 people
Deposit
1.204,00 €
Your money is protected by our statutory insurance.

Deposit

1.204 €
2 people
24.11. - 1.12.2026
Total trip price:2.426 €
Worldee Guarantee
Best price guarantee
Option to cancel or modify
100% Satisfaction Guarantee
24/7 Support
Secure payment via Stripe:
custom/visa_chipcustom/mastercard_chipcustom/apple_pay_chipcustom/google_pay_chip

Your itinerary - Easy to personalize
included

Dominika Eliasova
Dominika Eliasova created the itinerary based on personal experience to help you enjoy the trip to the fullest.
No unnecessary transfers
Well-organized days
Top spots and hidden gems
7 days
10 places
Worldee logo
Chicago - The Home of Skyscrapers
Day 1–3 / 7
1

Day 1
Welcome to Chicago

1 place
30 km(1 h 05 min)
644 m(10 min)

The first day will be a lahar - you will arrive, check in and if you have the energy, walk around the area.

2

Day 2
Take to the skies

5 places
6.84 km(1 h 39 min)

Today you will see the world from a bird's eye view.

3

Day 3
Overground and skyscrapers

2 places
17 km(47 min)
14 km(3 h 23 min)

You have to take a ride on the 'L'. You just have to. It's an integral part of Chicago, and if you don't ride it at least once, it's like you've never been to Chicago. And while you're at it, go sightseeing. 

Accommodation where you'll rest easy
included

6 Nights
1 accommodation
Accommodation for night 1 - 6
Recommended
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
37
38
39
40
41
42
43
44
45
46
47
Arlo Chicago
Booking.com8.9 / 10
No food
6 Nights
Located in Chicago, less than a 5-minute walk from Millennium Park and Cloud Gate. The Bean, Arlo Chicago offers a fitness center and an on-site restaurant. The hotel is within walking distance of the CIBC Theatre, Bank of America Theatre and the Art Institute of Chicago. The Chicago Symphony Orchestra and the Shops at Northbridge Mall are less than a 10-minute walk from the hotel. All rooms are equipped with a desk, a flat-screen TV and a private bathroom. All rooms will have a refrigerator. An American breakfast is served every morning at Arlo Chicago. The hotel's About Last Knife steakhouse offers American, seafood and local cuisine. If guests need advice on where to go, the front desk will be happy to provide information. DePaul University is less than 1 km away and the Chicago Board of Trade Building is a 12-minute walk away. The nearest airport is Midway International Airport, 15 km away.
Accommodation with 2 Queen beds

Flights that get you there
included

13 h 55 min
•
1 stop
Tue 24.11. 09:5016:45
HAM
ORD
HamburgChicago
12 h 30 min
•
1 stop
Mon 30.11. 19:15Tue 1.12. 14:45
ORD
HAM
ChicagoHamburg

In-app guide
included

common/cursor
NavigationTo all places in the itinerary
common/headphones
Audio guideWith stories of each location
common/document
Documents in one placeAll your tickets and vouchers

Select your travel group

Choose the dates that work best for you

Includes:
Itinerary
Flights
Accommodation
In-app guide

Just pay a deposit of 1.204 € today and pay the balance by 25.10.2026

Worldee Guarantee
Best price guarantee
Option to cancel or modify
100% Satisfaction Guarantee
24/7 Support
What happens after your order?
Show timeline
Confirmation by email
Info about the app and documents
Balance payment reminder
Check-in on time
Order
Right after completion
Confirmation of your trip order.
Deposit payment
No later than 2 days after placing the order
Your spot on the trip is secured.
What happens next
Within 2 days after ordering
We'll send you an email with an overview of all the next steps.
Mobile app
7 days after ordering
Why is the Worldee app an essential buddy for your trip?
Balance payment
No later than 30 days before the trip
If you paid a deposit, we'll remind you about the balance payment.
Pre-trip summary + documents
14 days before the trip starts
We'll send you all the important information and vouchers for your services.
Checked-in boarding passes
No later than 8 hours before your outbound and return flights
We'll handle check-in for you and send you your boarding passes.
We have a 4.9/5 rating on GoogleRead over a thousand reviews from our travelers on Worldee and Google.
You are protected by statutory insuranceWe have statutory insurance against insolvency valid within the EU. The insurer is Euroins, insurance policy number 03700100006396.
Every itinerary is designed by real travelersEvery trip is personally designed and tested by our own travel experts, not generated by an algorithm.
We have your back 24/7If something goes wrong on your trip, our support team is available around the clock. A real person, no AI, no automation.
Upgrade to Flexible BookingAdd Flexible Booking to your trip and change your dates or services up to a month before departure.
Tens of thousands of people follow usOver 32,000 people follow us on Instagram and over 8,000 on Facebook. Come see what's new. Our app has been downloaded by more than 120,000 travelers.

Overall trip rating

4.6/5
common/star-emptycommon/star-emptycommon/star-emptycommon/star-emptycommon/star-empty
common/star-filledcommon/star-filledcommon/star-filledcommon/star-filledcommon/star-filled
A summary of experiences from travelers who completed this trip and the quality of the offerings included in the journey.
Worldee
4.9/5
Accommodation
4.2/5
Places
4.5/5

Trip creator

Dominika Eliasova
Verified traveler
Dominika Eliasova
More from Dominika Eliasova
3 trips on Worldee
Guaranteed itinerary quality
More from Dominika Eliasova

You travel with confidence

custom/location_filled
Itineraries verified by expertsEvery trip is reviewed so your experience is flawless.
common/document
You are covered by statutory insuranceWe carry statutory insolvency insurance valid across the EU.
common/headphones
We have your back 24/7Our customer support is available to you 24/7.
Price
from1.213 €
/ person
Mit Worldee reist ihr smarter
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Average rating 4.9/5 from
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Average rating 4.9/5 from
200 reviews
Trusted by:custom/logo_kiwi_smallcustom/logo_booking_smallcustom/logo_tripadvisor_smallcustom/logo_rentalcars_small
Secure payment via Stripe:
custom/visa_chipcustom/mastercard_chipcustom/apple_pay_chipcustom/google_pay_chip
Worldee logo
Average rating 4.9/5 from
custom/socials_google_text-black
Average rating 4.9/5 from
200 reviews
Trusted by:custom/logo_kiwi_smallcustom/logo_booking_smallcustom/logo_tripadvisor_smallcustom/logo_rentalcars_small
Secure payment via Stripe:
custom/visa_chipcustom/mastercard_chipcustom/apple_pay_chipcustom/google_pay_chip