Chicago Trip PackagesExperience big cities, diverse landscapes and melting pot of culture
IDEAL DURATION4 nights
STARTING PRICEAED 4,437
OUR EXPERTISE
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Chicago Tour Packages
The fun doesn't just stop Here. The wanderlust in you is bound to augment once you check out our various theme based packages for other destinations like New Zealand, Europe, and Australia. Planning to take a family vacation or set out on an adventurous holiday with your friends? We have customisable packages catering to them as well. All you need to do is let us know your interests and preferences; and your holiday package is ready to go.
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No of days
Hotel ratings
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13 nights:
Chicago (3N)
Washington D.C (3N)
+3 Cities
4.5
Hotels8 activities
Shared transfer
24x7 concierge
AED 10,371
per person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 7 more
13 nights:
Chicago (3N)
Washington D.C (3N)
+3 Cities
4.5
Hotels8 activities
Shared transfer
24x7 concierge
AED 10,371
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
13 nights:
Chicago (3N)
Washington D.C (3N)
+3 Cities
4.5
Hotels8 activities
Shared transfer
24x7 concierge
AED 10,338
per person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 7 more
13 nights:
Chicago (3N)
Washington D.C (3N)
+3 Cities
4.5
Hotels8 activities
Shared transfer
24x7 concierge
AED 6,608
per person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 7 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels7 activities
Shared transfer
24x7 concierge
AED 9,170
per person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 6 more
13 nights:
Chicago (3N)
Washington D.C (2N)
+4 Cities
4.5
Hotels6 activities
Shared transfer
24x7 concierge
AED 8,201
per person- Macy's Center City History Tour in Philadelphia
+ 5 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels7 activities
Shared transfer
24x7 concierge
AED 10,429
per person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 6 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels7 activities
Shared transfer
24x7 concierge
AED 8,630
per person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 6 more
13 nights:
Chicago (3N)
Washington D.C (3N)
+3 Cities
4.5
Hotels8 activities
Shared transfer
24x7 concierge
AED 8,268
per person- 360 Chicago Observation Deck (formerly John Hancock Observatory) Admission
+ 7 more
13 nights:
Chicago (3N)
Washington D.C (3N)
+3 Cities
4.5
Hotels6 activities
Shared transfer
24x7 concierge
AED 4,436
per person- Macy's Center City History Tour in Philadelphia
+ 5 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
AED 5,106
per person- Macy's Center City History Tour in Philadelphia
+ 3 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
AED 5,106
per person- Macy's Center City History Tour in Philadelphia
+ 3 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
AED 5,106
per person- Macy's Center City History Tour in Philadelphia
+ 3 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
AED 3,937
per person- Macy's Center City History Tour in Philadelphia
+ 3 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
AED 5,211
per person- Macy's Center City History Tour in Philadelphia
+ 3 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
AED 5,211
per person- Macy's Center City History Tour in Philadelphia
+ 3 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
AED 5,211
per person- Macy's Center City History Tour in Philadelphia
+ 3 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
AED 5,211
per person- Macy's Center City History Tour in Philadelphia
+ 3 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
AED 5,211
per person- Macy's Center City History Tour in Philadelphia
+ 3 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
AED 5,211
per person- Macy's Center City History Tour in Philadelphia
+ 3 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
AED 4,201
per person- Macy's Center City History Tour in Philadelphia
+ 3 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
AED 4,201
per person- Macy's Center City History Tour in Philadelphia
+ 3 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
AED 4,201
per person- Macy's Center City History Tour in Philadelphia
+ 3 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
AED 4,201
per person- Macy's Center City History Tour in Philadelphia
+ 3 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
AED 4,201
per person- Macy's Center City History Tour in Philadelphia
+ 3 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels5 activities
Shared transfer
24x7 concierge
AED 3,900
per person- Macy's Center City History Tour in Philadelphia
+ 4 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels4 activities
Shared transfer
24x7 concierge
AED 4,201
per person- Macy's Center City History Tour in Philadelphia
+ 3 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels5 activities
Shared transfer
24x7 concierge
AED 4,365
per person- Macy's Center City History Tour in Philadelphia
+ 4 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels5 activities
Shared transfer
24x7 concierge
AED 5,389
per person- Macy's Center City History Tour in Philadelphia
+ 4 more
10 nights:
Chicago (2N)
Washington D.C (2N)
+3 Cities
4.5
Hotels10 activities
Shared transfer
24x7 concierge
AED 7,374
per person- Macy's Center City History Tour in Philadelphia
+ 9 more
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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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