pickyourtrail_logo
Login
Testimonial
FAQ
Contact Us
Blog
About Us
Careers
PYT - IndiaPYT - United StatesPYT - United Arab Emirates
+919360991166
award-image
Chicago Trip Packages
IDEAL DURATION4 nights
OUR EXPERTISE
4.2from 552 travellers
  1. Home
  2. Packages
  3. Chicago Holiday Packages from UAE

Chicago Holiday Packages from UAE

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.
...Read more
Budget
Hotel ratings
Star
Star
Thailand is now visa-free for Indian travellers - book your holiday now
Icon
packages-empty-list
We couldn’t find itineraries!We couldn’t find itineraries matching your interest!
Fret not, our Travel Consultants are here to help you out
or
Create a personalised itinerary
Call us
Reviews from Usa travellers
Arpana Devarhubli-Profile
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-Profile
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
Vishnupriya Vigneshwaran-Profile
Vishnupriya Vigneshwaran
Reviewed on :27 Jul 2025
Recently, my husband, our in-laws, our nine-month-old baby, and I went on a 3N/4D trip to Bangkok and Pattaya. More than us, our 60-year-old parents thoroughly enjoyed the trip and were genuinely impressed with how impeccably everything was organized. Our vehicles arrived on time, and every place listed in our itinerary was covered seamlessly. We never had to contact the local support team because everything ran smoothly and nothing went wrong. So, why not 5 stars? If one only considers the logistical aspects, theres no doubt this deserves five stars. Our parents even urged us multiple times to leave a glowing five-star review! However, my husband and I did feel a bit disappointed by the overly mechanical nature of the app-based coordination. It lacked a human touchwe never really felt that someone cared about our trip personally. Instead, it felt like we were being guided by a well-oiled machine, which, while delivering a wonderful outcome, felt impersonal. This is something we missedbut to be fair, Im not even sure how many people would want or expect that kind of personal connection. Still, Im sharing this perspective for those of you who might prefer your travels to be executed with a bit more human warmth, rather than just mechanical perfection. No other complaints!
Vishnupriya Vigneshwaran-Profile
Vishnupriya Vigneshwaran
Reviewed on :27 Jul 2025
Recently, my husband, our in-laws, our nine-month-old baby, and I went on a 3N/4D trip to Bangkok and Pattaya. More than us, our 60-year-old parents thoroughly enjoyed the trip and were genuinely impressed with how impeccably everything was organized. Our vehicles arrived on time, and every place listed in our itinerary was covered seamlessly. We never had to contact the local support team because everything ran smoothly and nothing went wrong. So, why not 5 stars? If one only considers the logistical aspects, theres no doubt this deserves five stars. Our parents even urged us multiple times to leave a glowing five-star review! However, my husband and I did feel a bit disappointed by the overly mechanical nature of the app-based coordination. It lacked a human touchwe never really felt that someone cared about our trip personally. Instead, it felt like we were being guided by a well-oiled machine, which, while delivering a wonderful outcome, felt impersonal. This is something we missedbut to be fair, Im not even sure how many people would want or expect that kind of personal connection. Still, Im sharing this perspective for those of you who might prefer your travels to be executed with a bit more human warmth, rather than just mechanical perfection. No other complaints!
PraveeN kumaar-Profile
Praveen Kumaar
Reviewed on :27 Jul 2025
I had a great experience with Pickyourtrial. Uday, Rajalakshmi and the entire support team was extremely helpful and friendly in resolving my queries, making the overall experience smooth and satisfying.
PraveeN kumaar-Profile
Praveen Kumaar
Reviewed on :27 Jul 2025
I had a great experience with Pickyourtrial. Uday, Rajalakshmi and the entire support team was extremely helpful and friendly in resolving my queries, making the overall experience smooth and satisfying.
vinoth vinayk-Profile
Vinoth Vinayk
Reviewed on :27 Jul 2025
It was seamless and I appreciate the immediate support Pickyourtrial provided to ensure the trip is smooth. Happy with the service.
vinoth vinayk-Profile
Vinoth Vinayk
Reviewed on :27 Jul 2025
It was seamless and I appreciate the immediate support Pickyourtrial provided to ensure the trip is smooth. Happy with the service.
dinesh katare-Profile
Dinesh Katare
Reviewed on :27 Jul 2025
I was planning for an international trip for my parents since a very long time and was very unsure if should plan or not since the budget and itinerary provided by various other travel companies and agents were very pricey However PYT provided a top notch service right from planning to expenses and execution of trip I did not need to co ordinate anything as everything was pre arranged and on time they also considered any changes requested as we were travelling with senior citizens Overall i would recommend PYT if you are not able to plan trip on your own or issues with expenses or travelling with family and want a seamless enjoyable vacation
dinesh katare-Profile
Dinesh Katare
Reviewed on :27 Jul 2025
I was planning for an international trip for my parents since a very long time and was very unsure if should plan or not since the budget and itinerary provided by various other travel companies and agents were very pricey However PYT provided a top notch service right from planning to expenses and execution of trip I did not need to co ordinate anything as everything was pre arranged and on time they also considered any changes requested as we were travelling with senior citizens Overall i would recommend PYT if you are not able to plan trip on your own or issues with expenses or travelling with family and want a seamless enjoyable vacation
chandni sarfroz-Profile
Chandni Sarfroz
Reviewed on :27 Jul 2025
Lipi Jain was our tour coordinator for Thailand trip covering Bangkok and Pattaya of 4 days. It was a sudden plan from our side and she did her best and was always available on our request for planning and coordinating the itinerary all time on wassup. Really appreciate her efforts. Thank you pickyourtrail Looking forward to plan more holidays with your team .
chandni sarfroz-testimonial-0
chandni sarfroz-testimonial-1
chandni sarfroz-testimonial-2
+1View all
chandni sarfroz-Profile
Chandni Sarfroz
Reviewed on :27 Jul 2025
Lipi Jain was our tour coordinator for Thailand trip covering Bangkok and Pattaya of 4 days. It was a sudden plan from our side and she did her best and was always available on our request for planning and coordinating the itinerary all time on wassup. Really appreciate her efforts. Thank you pickyourtrail Looking forward to plan more holidays with your team .
chandni sarfroz-testimonial-0
chandni sarfroz-testimonial-1
chandni sarfroz-testimonial-2
+1View all
Sasi Priya-Profile
Sasi Priya
Reviewed on :27 Jul 2025
Very wonderful experience. Smooth planning and journey. Excellent guide and hotels. Enjoyed a lot in bali.
Sasi Priya-Profile
Sasi Priya
Reviewed on :27 Jul 2025
Very wonderful experience. Smooth planning and journey. Excellent guide and hotels. Enjoyed a lot in bali.
Asif Malik-Profile
Asif Malik
Reviewed on :27 Jul 2025
My name is Asif Mallick i travel to Maldives with my family from Pickyourtrial and my co-ordinator was Sakshi. I can say that this trip was amazing and wonderful, from the start to end Sakshi from Pickyourtrail she was there and made my journey very smooth. We got Sun Siyam Olhuveli and the resort was too good with proper amenities and good staff. I recommend first Pickyourtrail and of you got Sakshi then your trip definitely without any hassle.
Asif Malik-Profile
Asif Malik
Reviewed on :27 Jul 2025
My name is Asif Mallick i travel to Maldives with my family from Pickyourtrial and my co-ordinator was Sakshi. I can say that this trip was amazing and wonderful, from the start to end Sakshi from Pickyourtrail she was there and made my journey very smooth. We got Sun Siyam Olhuveli and the resort was too good with proper amenities and good staff. I recommend first Pickyourtrail and of you got Sakshi then your trip definitely without any hassle.
Ankit Joshi-Profile
Ankit Joshi
Reviewed on :24 Jul 2025
Used this app. The arrangements were super nice. The staff was co operative On ground support of the team was also quick . Faced no problem during the trip
Ankit Joshi-Profile
Ankit Joshi
Reviewed on :24 Jul 2025
Used this app. The arrangements were super nice. The staff was co operative On ground support of the team was also quick . Faced no problem during the trip
Pavi daisy-Profile
Pavi Daisy
Reviewed on :24 Jul 2025
. Ms Satya Thank you so much for assisting us throughout the days we spent in Bali; each and every day we received your text, which made us feel safe. Like a friend , you texted and ensured that everything is going well . Tracked our flights and was in touch until we arrived in India .
Pavi daisy-testimonial-0
Pavi daisy-testimonial-1
Pavi daisy-Profile
Pavi Daisy
Reviewed on :24 Jul 2025
. Ms Satya Thank you so much for assisting us throughout the days we spent in Bali; each and every day we received your text, which made us feel safe. Like a friend , you texted and ensured that everything is going well . Tracked our flights and was in touch until we arrived in India .
Pavi daisy-testimonial-0
Pavi daisy-testimonial-1
We think you are in .
Update your location?