
$84 Cheap flight deals from Chicago (CHI) to Braintree (BOS)
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This Weekend's Flight Deals from Chicago to Braintree
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $84 One Way, $167 Round Trip from Chicago to Braintree
Prices starting at $167 for return flights and $84 for one-way flights to Braintree were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Braintree economy flight packages

By the Sea Guests Bed & Breakfast & Suites
Jun 19 - Jun 22
Chicago (CHI) to Boston (BOS)
Reviewed on Mar 24, 2019

Crowne Plaza Boston - Woburn by IHG
Jun 16 - Jun 24
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Reviewed on Nov 30, 2025
Braintree first class flight packages

Quality Inn & Suites South Portland
Jun 28 - Jul 5
Chicago (CHI) to Boston (BOS)
Reviewed on Oct 20, 2025

HomeAwhile
Jun 28 - Jul 5
Chicago (CHI) to Boston (BOS)
Reviewed on Apr 19, 2026

The McKernan Inn
Jun 28 - Jul 5
Chicago (CHI) to Boston (BOS)
Reviewed on Nov 3, 2025
More About Flying To Braintree from Chicago
Route Information for Flights from Chicago to Braintree
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | BOS |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Braintree
Orbitz is your one-stop source for great online deals on {origin.name} to Braintree flights. With our cutting-edge mobile tools and low fares, you are never far from finding fantastic savings on flights from Chicago to Braintree.
Unbeatable Deals for Flights From Chicago to Braintree
If you are looking for the cheapest {origin.name} to Braintree flights, you can save your money and your sanity by booking your air fare through Orbitz. Our low price guarantee for international and domestic flights leaves more money in your wallet to spend on activities, restaurants, attractions, and other adventures in your destination.
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Don't Miss Out on Frequent Flyer Points
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Easy Flight Cancellation
In most cases, you can cancel flights from Chicago to Braintree online with the same ease as you booked them.
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.



