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IDEAL DURATION4 nights
STARTING PRICE₹87,090
OUR EXPERTISE
Chicago Tour Packages
Let’s enrich ourselves in Chicago and explore its landmarks and cultural life with one of the luxurious Chicago holiday packages available on PickYourTrail. Through this package, tourists can visit some of the most famous attractions, such as Willis Tower, Millennium Park, and the Art Institute of Chicago.
Chicago could hardly be enumerated among the sights themselves, but it's worth mentioning its specialties like deep-dish pizza, jazz, and the lakefront. As one of the biggest cities in the United States, Chicago offers many things, from the best museums to amazing culinary experiences. All of it can be booked with the PickYourTrail Chicago luxury holiday package. Plan your wanderlust at PickYourTrail and explore more of the Windy City with our Chicago tour package.
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Incredible 10 night USA itinerary
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels5 activities
Shared transfer
24x7 concierge
₹87,089
10 nights / person- Macy's Center City History Tour in Philadelphia
+ 4 more
Honeymoon special: ideal 10 night trip to USA
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
₹87,912
10 nights / person- Macy's Center City History Tour in Philadelphia
+ 3 more
Relaxing United States of America Honeymoon trip
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
₹93,804
10 nights / person- Macy's Center City History Tour in Philadelphia
+ 3 more
Beautiful United States of America Tour Package for Couple
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
₹93,804
10 nights / person- Macy's Center City History Tour in Philadelphia
+ 3 more
Incredible 11 day USA itinerary for the Honeymoon travellers
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
₹93,804
10 nights / person- Macy's Center City History Tour in Philadelphia
+ 3 more
Amazing United States of America Package for Couple
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
₹93,804
10 nights / person- Macy's Center City History Tour in Philadelphia
+ 3 more
A 10 night trip to awesome USA
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
₹93,804
10 nights / person- Macy's Center City History Tour in Philadelphia
+ 3 more
Beautiful 11 day USA itinerary for the Honeymoon travellers
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
₹93,804
10 nights / person- Macy's Center City History Tour in Philadelphia
+ 3 more
A Family itinerary: A fantastic 10 night USA trip
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels5 activities
Shared transfer
24x7 concierge
₹97,467
10 nights / person- Macy's Center City History Tour in Philadelphia
+ 4 more
Art lover's holiday: Lose yourself in amazing USA
13 nights:
Chicago (3N)
Washington D.C (3N)
+3 Cities
4.5
Hotels6 activities
Shared transfer
24x7 concierge
₹99,061
13 nights / person- Macy's Center City History Tour in Philadelphia
+ 5 more
Ideal United States of America Honeymoon trip
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
₹114,007
10 nights / person- Macy's Center City History Tour in Philadelphia
+ 3 more
10 nights 11 days Relaxing United States of America attraction Honeymoon trip
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
₹114,007
10 nights / person- Macy's Center City History Tour in Philadelphia
+ 3 more
Incredible United States of America Couple Package
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
₹114,007
10 nights / person- Macy's Center City History Tour in Philadelphia
+ 3 more
Kindling the beautiful in you : A perfect USA itinerary
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
₹116,358
10 nights / person- Macy's Center City History Tour in Philadelphia
+ 3 more
An epic 10 night USA itinerary for the incredible
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
₹116,358
10 nights / person- Macy's Center City History Tour in Philadelphia
+ 3 more
Lovely United States of America Honeymoon package from India
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
₹116,358
10 nights / person- Macy's Center City History Tour in Philadelphia
+ 3 more
Amazing 11 day trip to USA for Honeymoon
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
₹116,358
10 nights / person- Macy's Center City History Tour in Philadelphia
+ 3 more
Rejuvenating 11 day USA itinerary for the Honeymoon travellers
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
₹116,358
10 nights / person- Macy's Center City History Tour in Philadelphia
+ 3 more
The best itinerary to explore the amazing side of USA
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
₹116,358
10 nights / person- Macy's Center City History Tour in Philadelphia
+ 3 more
A 10 night trip to ideal USA
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
₹116,358
10 nights / person- Macy's Center City History Tour in Philadelphia
+ 3 more
An epic 10 night USA itinerary for the ideal
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels5 activities
Shared transfer
24x7 concierge
₹120,325
10 nights / person- Macy's Center City History Tour in Philadelphia
+ 4 more
A Honeymoon itinerary: A fantastic 13 night USA trip
13 nights:
Chicago (3N)
Washington D.C (3N)
+3 Cities
4.5
Hotels8 activities
Shared transfer
24x7 concierge
₹147,551
13 nights / person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 7 more
The perfect 14 day USA itinerary for the adventure lovers
13 nights:
Chicago (3N)
Washington D.C (2N)
+4 Cities
4.5
Hotels6 activities
Shared transfer
24x7 concierge
₹183,120
13 nights / person- Macy's Center City History Tour in Philadelphia
+ 5 more
A Solo itinerary: A fantastic 13 night USA trip
13 nights:
Chicago (3N)
Washington D.C (3N)
+3 Cities
4.5
Hotels8 activities
Shared transfer
24x7 concierge
₹184,616
13 nights / person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 7 more
An incredible 11 day USA itinerary for an unforgettable Family vacation
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels7 activities
Shared transfer
24x7 concierge
₹192,706
10 nights / person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 6 more
10 nights 11 days Incredible United States of America attraction Solo Holiday Package
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels7 activities
Shared transfer
24x7 concierge
₹204,756
10 nights / person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 6 more
Beautiful 14 day USA itinerary for the Solo travellers
13 nights:
Chicago (3N)
Washington D.C (3N)
+3 Cities
4.5
Hotels8 activities
Shared transfer
24x7 concierge
₹230,838
13 nights / person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 7 more
Incredible 14 day USA itinerary for the Solo travellers
13 nights:
Chicago (3N)
Washington D.C (3N)
+3 Cities
4.5
Hotels8 activities
Shared transfer
24x7 concierge
₹231,582
13 nights / person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 7 more
A 13 night trip to incredible USA
13 nights:
Chicago (3N)
Washington D.C (3N)
+3 Cities
4.5
Hotels8 activities
Shared transfer
24x7 concierge
₹231,582
13 nights / person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 7 more
A 10 night trip to lovely USA
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels7 activities
Shared transfer
24x7 concierge
₹232,877
10 nights / person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 6 more
Usa City Packages
New York Tour Packages₹173,337/Person
Las Vegas Tour Packages₹193,345/Person
Los Angeles Tour Packages₹193,345/Person
Boston Tour Packages₹287,759/Person
Orlando Tour Packages₹99,255/Person
Miami Tour Packages₹439,340/Person
San Francisco Tour Packages₹193,345/Person
Atlanta Tour Packages₹331,018/Person
Orlando Tour Packages₹99,255/Person
Reviews from Usa travellers
Arpana Devarhubli Reviewed on :07 Oct 2024
Just completed a trip to Alaska for the Northern Lights!! It was Amazing!! Pre journey readiness is awesome with Pickyourtrail, they ensured the itinerary was as per what we wanted and nothing more or less. The during journey follow ups and touch points made us feel secure and connected. We are definitely going to them for our next one
Arpana Devarhubli Reviewed on :07 Oct 2024
Just completed a trip to Alaska for the Northern Lights!! It was Amazing!! Pre journey readiness is awesome with Pickyourtrail, they ensured the itinerary was as per what we wanted and nothing more or less. The during journey follow ups and touch points made us feel secure and connected. We are definitely going to them for our next one
Arpana Devarhubli Reviewed on :07 Oct 2024
Just completed a trip to Alaska for the Northern Lights!! It was Amazing!! Pre journey readiness is awesome with Pickyourtrail, they ensured the itinerary was as per what we wanted and nothing more or less. The during journey follow ups and touch points made us feel secure and connected. We are definitely going to them for our next one
Arpana Devarhubli Reviewed on :07 Oct 2024
Just completed a trip to Alaska for the Northern Lights!! It was Amazing!! Pre journey readiness is awesome with Pickyourtrail, they ensured the itinerary was as per what we wanted and nothing more or less. The during journey follow ups and touch points made us feel secure and connected. We are definitely going to them for our next one
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