Flights between the Windy City and the Big Apple have dropped to $71-$99 roundtrip, including tax. These nonstop flights, on American Airlines, United Airlines or Spirit Airlines are $100 less than the usual cost of a ticket.

Travel select dates into May 12.

Fly.com Fare Calendars:

Note:

  • American & United charge $25 for the first checked bag.
  • Spirit charges for both checked and carry-on bags, starting at $21 per bag.
  • Check our baggage fee chart for more information.

Savings:

  • $100 off usual roundtrip price

Travel Dates:

  • To New York City: Through May 12
  • To Chicago: March 1-May 10

Sample Screenshots:

Chicago-New York City: Fly.com Search Results

Chicago-New York City: Fly.com Search Results

Chicago-New York City: United Airlines Booking Page

Chicago-New York City: United Airlines Booking Page

New York City-Chicago: Fly.com Search Results

New York City-Chicago: Fly.com Search Results

New York City-Chicago: United Airlines Booking Page

New York City-Chicago: United Airlines Booking Page

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Featured Image: Central Park, New York City (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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