Nonstop flights from Chicago to New York City and Boston have dropped to just $99-$137 roundtrip, including tax. Today’s flights are on Spirit Airlines and will save you over $100 on the usual cost.

Travel to New York City is available through July including Memorial Day and July 4 weekends, and travel to Boston is from August to November 8 including Labor Day and Columbus Day weekends.

Fly.com Fare Calendars:

Flights from Chicago to (All flights are roundtrip, including tax):

Note:

  • Spirit charges for both checked and carry-on bags, starting at $21 per bag.
  • For more baggage information click here.

Savings:

  • Up to $100 OFF the usual cost

Travel Dates:

  • To New York City: Into July, including Memorial Day and July 4 weekends.
  • To Boston: August to Nov. 8, including Labor Day and Columbus Day weekends.

Sample Screenshots:

Chicago-New York City: Fly.com Search Results

Chicago-New York City: Fly.com Search Results

Chicago-New York City: Expedia Booking Page

Chicago-New York City: Expedia Booking Page

Chicago-Boston: Fly.com Search Results

Chicago-Boston: Fly.com Search Results

Chicago-Boston: Expedia Booking Page

Chicago-Boston: Expedia Booking Page

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Featured Image: Boston Skyline (Shutterstock.com)

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Kim has been hunting flight deals and writing travel articles for over 13 years. His articles have appeared in the Boston Herald, Chicago Daily Herald, and Frommer’s Budget Travel, among other publications. Amsterdam, Bangkok, Rome, and Sydney are some of his favorite destinations and he aspires to one day live in Italy. La dolce vita!

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