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Chicago, Chicago river, Illinois
This deal is already a few days old and availability may have changed.

Chicago Blues🎼🎷and City Views 🤩

Grab a Slice 🍕with Flights✈️ As Low As $108 👀

from $108

Published by
Katrina Kerr·11/24/2023

Hey Pirates - craving good tunes or a slice of deep dish? Then why not visit Chi-Town in early 2024 as a solo trip or bring some friends to explore everything Chicago has to offer. Flights as low as $108 on Legacy Airlines means you have more to spend on everything else.


Economy Class
Top Location
Premium airline


  • San Francisco
  • Los Angeles
  • Boston
  • New York City
  • Dallas
  • Miami


  • Chicago


Flights and prices are based on nonstop or short layover flights. Click the links below to change your departure city and date

Additional Information

All of our deals are available at the time of publishing, but prices are subject to fluctuate and change at any time.

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