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New York to Chicago Road Trip

6 days, New York to Chicago

Colourful trees and colossal waters in Niagara Falls during the autumn season
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Sorry! There are no remaining departures for "New York to Chicago Road Trip" (NUYC),but here are some similar trips.

The Big Apple, Finger Lakes, a Windy City, and some waterfalls that are so famous they don’t need a nickname – welcome to the most jam-packed week-long road trip in America. Experience skyscrapers, music, and street life in two of the coolest cities in the US and breathe in the fresh air in upstate New York. We’ll even throw in Niagara Falls for good measure. You’ll stay in the heart of the cities, and camping will keep you snug in the region's wild heart. Quick and affordable – how’s that for a great deal?

6 days

New York to Chicago

Sold Out

There are no departure dates currently available for the rest of this season. Some tours only run during parts of the year.

Trip Code: NUYC

Need a flight? We can help.

Call us to book your flights! We'll find you the best option!

The Big Apple, Finger Lakes, a Windy City, and some waterfalls that are so famous they don’t need a nickname – welcome to the most jam-packed week-long road trip in America. Experience skyscrapers, music, and street life in two of the coolest cities in the US and breathe in the fresh air in upstate New York. We’ll even throw in Niagara Falls for good measure. You’ll stay in the heart of the cities, and camping will keep you snug in the region's wild heart. Quick and affordable – how’s that for a great deal?

Is this tour for me?

Travel Style: 18-to-Thirtysomethings

Fast, fresh, and fun adventures that never slow down, made for young, budget-minded travellers.

Service Level: Camping

Camping most nights with some hotel/hostel stays to start and throughout; affordable public and private transport.

Physical Rating: 2 - Light

Light walking and hiking suitable for most fitness levels. Nothing too challenging.

Trip Type: Small Group

Small group experience; Max 22, avg 16.

Age requirement: 18-39

Visa Requirements

6 days

New York to Chicago

Sold Out

There are no departure dates currently available for the rest of this season. Some tours only run during parts of the year.

Trip Code: NUYC

Need a flight? We can help.

Call us to book your flights! We'll find you the best option!

Map of the route for New York to Chicago Road Trip

Places visited

  • United States

Itinerary

Day 1New York

Arrive at any time. Consider arriving a few days early to see more of this famous city.

Exclusive Inclusions:

Your Welcome Moment Meet Your CEO and Group

Day 2New York/Newburgh

Spend the morning exploring the Big Apple before heading to Newburgh.

Meals included:

Dinner

Day 3Newburgh/Finger Lakes

Enjoy a day out in nature taking in the natural beauty of the Finger Lakes region. Visit towering Taughannock Falls, cool off in the lake, or sample wine from a local winery.

Meals included:

Breakfast | Lunch | Dinner

Day 4Finger Lakes/Niagara Falls

Get wet on the Maid of the Mist boat tour, and be sure to check out the falls illuminated in the evening.

Meals included:

Breakfast | Lunch | Dinner

Day 5Niagara Falls/Sandusky

Travel to Sandusky and opt to catch some thrills at a local amusement park.

Meals included:

Breakfast

Day 6Sandusky/Chicago

Stop for lunch in the Amish community of Shipshewana before continuing on to Chicago. Trip ends upon arrival to Chicago.

Meals included:

Breakfast
View full itinerary

What's Included

  • Your Welcome Moment: Meet Your CEO and Group
  • Entrance fees to all state parks
  • Maid of the Mist boat tour (Niagara Falls)
  • Amish community visit
  • Self-inflating mattresses and dome tents while camping
  • All transport between destinations and to/from included activities

Accommodations

Hostel (1 nt, multi-share), participation camping (4 nts).

Meals

4 breakfasts, 2 lunches, 3 dinners
Allow USD130-170 for meals not included.

Transportation

Air-conditioned private vehicle, boat, walking

Staff & experts

1 or 2 Chief Experience Officers (CEOs) throughout, depending on group size.

Departures

There are no departure dates currently available for the rest of this season. Some tours only run during parts of the year.

Please Contact Us to inquire about dates for next season, or to discuss other tour options.

New York to Chicago Road Trip

| 6 days - New York to Chicago - Sold Out