Are you looking to travel? This is the promotion for you! United Airlines is having a cheap round-trip vice versa flight From Chicago To Boston starting only $79. This trip is valid during the month of September to November and you will be flying over 1,500 miles.
Boston is one of the great cities in the United States, known for many eventful places such as the freedom trail, Cambridge, and much more! You can also use this trip to travel to Chicago instead if you’re already in the Boston area! Use this current flight deal to take a trip and learn a new culture!
We recommend you look up your preferred dates on Google Flights in case there is a lower 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 Sample Date October 22nd – October 25th,
- Promotion: Round-trip From Chicago To Boston Starting $79
- Routes: From Chicago To Boston
- Distance: 1,728 miles or 4.4 cents per mile
- Elite Qualifying Miles: 1,728
| Departure | Destination |
|---|---|
| Chicago (ORD) | Boston(BOS) |
We used the dates of October 22nd – October 25th, but you can always try your own dates and cities in case you can snag a deal!
- Valid: For the months of September to November
- 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 Boston Flight Deal:
- Use Google Flights to check what days has the best time for you. There always could be prices less than the one we provided.
- Use Priceline to book once you find the best prices.
- Once you found the times that you would like to make sure you book it early so that it doesn’t change.
- To earn cash back we highly recommend using AMEX Premier Rewards Gold Card, Chase Sapphire Preferred, or Citi Prestige Card to save the most money.
Bottom Line
If you’re someone who likes traveling, this is the promotion for you! Boston is a good area to travel to and see new things. You can also use this promotion to travel to Chicago instead. As always, to save even more money, make sure you use your AMEX Premier Rewards Gold Card! US citizens should visit the US Passports & International Travel website for the latest information, including exercising safety abroad and entry requirements. Sample date: October 22nd – 25th. This is the cheapest fare I found but tell us if you got anything different! If you want more Cheap Flight Deals, check out our master list!
 The Southwest Rapid Rewards® Premier Credit Card offers Companion Pass through 2/28/26 and 30,000 bonus points after spending $4,000 on purchases in the first 3 months from account opening. In addition, you'll earn 6,000 bonus points after your Cardmember anniversary each year. You'll earn: • Earn 3X points on Southwest purchases. • Earn 2X points on local transit and commuting, including rideshare. • Earn 2X points on internet, cable, phone services, and select streaming. You're able to redeem your points for flights, hotel stays, gift cards, access to events and more. This card does carry a $99 annual fee, but there are no foreign transaction fee. |
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