Chicago Trip PackagesExperience big cities, diverse landscapes and melting pot of culture
IDEAL DURATION4 nights
STARTING PRICE$1,179
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Chicago Vacation Packages From USA
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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
$2,755
per 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
$2,755
per person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 7 more
Love from our travellersView all
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
Love from our 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
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
$2,746
per person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 7 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
$1,755
per person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 7 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
$2,436
per person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 6 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
$2,178
per person- Macy's Center City History Tour in Philadelphia
+ 5 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
$2,770
per person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 6 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
$2,293
per person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 6 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
$2,196
per person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 7 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
$1,178
per 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
$1,356
per 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
$1,356
per 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
$1,356
per person- Macy's Center City History Tour in Philadelphia
+ 3 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
$1,046
per 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
$1,384
per 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
$1,384
per 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
$1,384
per 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
$1,384
per 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
$1,384
per 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
$1,384
per 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
$1,116
per 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
$1,116
per 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
$1,116
per 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
$1,116
per 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
$1,116
per person- Macy's Center City History Tour in Philadelphia
+ 3 more
Incredible 10 night USA itinerary
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels5 activities
Shared transfer
24x7 concierge
$1,036
per person- Macy's Center City History Tour in Philadelphia
+ 4 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
$1,116
per 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
$1,160
per person- Macy's Center City History Tour in Philadelphia
+ 4 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
$1,431
per person- Macy's Center City History Tour in Philadelphia
+ 4 more
The fabulous 10 night USA Family itinerary
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels10 activities
Shared transfer
24x7 concierge
$1,959
per person- Macy's Center City History Tour in Philadelphia
+ 9 more
Usa City Packages
Las Vegas Tour Packages$75,262/Person
Miami Tour Packages$92,439/Person
New York Tour Packages$75,262/Person
San Francisco Tour Packages$127,929/Person
Chicago Tour Packages$75,262/Person
Orlando Tour Packages$92,439/Person
Boston Tour Packages$129,777/Person
Los Angeles Tour Packages$75,262/Person
Atlanta Tour Packages$183,531/Person
Orlando Tour Packages$92,439/Person
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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