4.6/5
9070+ reviews
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The ultimate 7 night itinerary to fall in love with Chicago and New York
Curated by Sruthi, planned 4123+ USA trips
Your Itinerary
Chicago
4 nights
Day01
Arrive in Chicago airport. Get transferred to your hotel.
At leisure
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Day02
Chicago: Downtown Highlights Running Tour - Chicago: Downtown Highlights Running Tour
Chicago: Elevated Architecture Walking Tour - Chicago: Elevated Architecture Walking Tour
Chicago Walking Tour with a Local - 2-Hour Private Walking Tour
Day03
Chicago: Museum of Science & Industry Ticket & Audio Tour - Chicago: Museum of Science and Industry Ticket & Audio Tour
At leisure
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Day04
At leisure
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Chicago: Crime and Mobster Walking Tour with Ghost Stories - Chicago: Crime and Mobster Walking Tour with Ghost Stories
Fly to New York
New York
3 nights
Day05
At leisure
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Check out of your hotel. Board your flight to New York. Check-in to your new hotel in New York
At leisure
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Day06
New York City: Greenwich Village Food and History Tour - Greenwich Village Food Private Tour
At leisure
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Day07
Self-Guided Tour of the Museum at Eldridge Street - Self-Guided Museum Discovery Tour
At leisure
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Day08
At leisure
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Time to head home with a full camera roll, a few souvenirs, and that Sooper hit holiday glow. The next journey awaits.
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/ person
Excluding Applicable Taxes
Your route
Arrival at ORD
Chicago
4N
Transfer by flight
New York
3N
Departure at JFK
Your trip includes
Transfers, Visa & Insurance
Tell us your dates, travel group, and departure city to view all inclusion details
Hear from a traveller who chose a similar itinerary has to say
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, USA
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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
