If you want a chance to travel to Massachusetts, here’s a great opportunity for you! If so, you can get a round-trip flight with United Airlines from Chicago to Boston starting at $70. Boston is Massachusetts’ capital and largest city. Founded in 1630, it’s one of the oldest cities in the U.S. The key role it played in the American Revolution is highlighted on the Freedom Trail, a 2.5-mile walking route of historic sites that tells the story of the nation’s founding. One stop, former meeting house Faneuil Hall, is a popular marketplace. Take advantage of this flight deal and book your flight today!
We recommend you look up your preferred dates on Google Flights in case there is a cheaper price than the ones we listed. Depending when you book, the prices can change! (YMMV) The airline fares rule associated with your flight and be reviewed over pre-purchase, on your contract, and post purchase with the itinerary displayed on their website, be sure you read their full terms before making your purchase.
Flights from Chicago to Boston
- Buy It Now
- Promotion: Round-trip from Chicago to Boston $70
- Routes: From Chicago, Illinois to Boston, Massachusetts
- Distance: 1,728
- Valid: Valid for travel until early December. Availability is limited. Must purchase at least 7 days in advance of departure and by October 19th.
- Terms: Prices shown based on searches made in the last 24 hours. Due to constant changing availability, these fares may no longer be available. For FAQ you can contact your airlines at their Help page. Baggage fees are not included in your trip cost unless otherwise stated and will be charged directly by the airline at check-in. Please visit your chosen carrier to review all fare cost including taxes and baggage fees. Purchases must be made at least 2 weeks in advance of departure.
How To Get ORD/BOS Flight Deal:
- Use Priceline to check the flights and times that fit best for you. We recommend selecting United Airlines since their prices seem to be the cheapest. (YMMV)
- To earn cash back we highly recommend using AMEX Premier Rewards Gold Card to save the most money.
- Once you found the times that you would like to make sure you book it early so that it doesn’t change.
This is a great trip to take a vacation! Plan early in order to receive this benefit. I highly recommend going so you can experience a new part of the world! Make sure you use your Citi Hilton HHonors Visa Signature Card to save the maximum amount of money! This card is great for traveling anywhere. US citizens should visit the US Passports & International Travel website for the latest information, including exercising safety abroad and entry requirements. This is the cheapest fare I found but please let us know if you got anything different! If you want more Cheap Flight Deals, check out our master list!
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