Chicago Trip PackagesExperience big cities, diverse landscapes and melting pot of culture
IDEAL DURATION4 nights
STARTING PRICEAED 4,401
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 10,287
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 10,287
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 10,254
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 6,554
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 9,096
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 8,135
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 10,345
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 8,560
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 8,201
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 4,400
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 5,064
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 5,064
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 5,064
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 3,905
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 5,169
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 5,169
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 5,169
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 5,169
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 5,169
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 5,169
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 4,167
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 4,167
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 4,167
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 4,167
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 4,167
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 3,869
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 4,167
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 4,330
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 5,345
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 7,315
per person- Macy's Center City History Tour in Philadelphia
+ 9 more
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Orlando Tour PackagesAED 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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