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- The ultimate 7 night itinerary to fall in love with Chicago and New York
Why choose Pickyourtrail?
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Awarded The Best Holiday Brand in IndiaItinerary
Chicago
4 Nights Stay
Chicago — 4 Nights
Day 01
Morning to Noon
Arrive in Chicago airport. Get transferred to your hotel.
Evening
At leisure. Add Activity
Day 02
Morning
Macy's Center City History Tour in Philadelphia
Noon
WINTER ARCHITECTURE TOUR
Evening
3-Hour Walking Tour: Chicago World's Fair of 1893
Day 03
Full Day
Driehaus Museum Admission
Day 04
Morning
Zombie Scavengers Game - Springfield, IL
Noon to Evening
At leisure. Add Activity
Fly to New York
New York
3 Nights Stay
New York — 3 Nights
Day 05
Morning
At leisure. Add Activity
Noon to Evening
Checkout of your hotel. Board your flight to New York. Check-in to your new hotel in New York
Day 06
Morning
Medieval Times Dinner and Tournament in Lyndhurst, New Jersey
Noon to Evening
At leisure. Add Activity
Day 07
Morning
Historic Richmond Town Admission
Noon to Evening
At leisure. Add Activity
Day 08
Full Day
Take your flight back home. Hope you end up with a lot of memories and a few souvenirs too.
Add trip details
₹136,819/ person
Excluding Applicable Taxes
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 oneArpana Devarhubli, Trip to USA
See what’s included in this tripCost your itinerary to see the hotels, flights, and activities included in your trip
4.7From 8250 reviews
Verified ReviewsPhotos from Travellers
Pickyourtrail's Original Reviews
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
Pargunan Durairaj Reviewed on :14 Mar 2026
Best travel partner,travel arrangements and followups on point.
Pargunan Durairaj Reviewed on :14 Mar 2026
Best travel partner,travel arrangements and followups on point.
Aravind Kumar Parthasarathy Reviewed on :14 Mar 2026
Great Vietnam trip with pickyourtial.
Aravind Kumar Parthasarathy Reviewed on :14 Mar 2026
Great Vietnam trip with pickyourtial.
Jayakrishnan V S Reviewed on :13 Mar 2026
The customer service and guidance was excellent all throughout the trip, only drawback was that some part of the tour was not like how it was mentioned in the itinerary
Jayakrishnan V S Reviewed on :13 Mar 2026
The customer service and guidance was excellent all throughout the trip, only drawback was that some part of the tour was not like how it was mentioned in the itinerary
Meghraj Singh Reviewed on :11 Mar 2026
It was a nice facilities and coordination
Meghraj Singh Reviewed on :11 Mar 2026
It was a nice facilities and coordination
Prakash Peksi Reviewed on :11 Mar 2026
Well managed and seem less of execution
Prakash Peksi Reviewed on :11 Mar 2026
Well managed and seem less of execution
4.7From 8250 reviews
Verified ReviewsSimilar Itineraries
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