
$79 Cheap flight deals from Chicago (CHI) to Tewksbury (BOS)
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This Weekend's Flight Deals from Chicago to Tewksbury
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 $79 One Way, $157 Round Trip from Chicago to Tewksbury
Prices starting at $157 for return flights and $79 for one-way flights to Tewksbury were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tewksbury economy flight packages

Hilton Boston Back Bay
Jul 15 - Jul 20
Chicago (CHI) to Boston (BOS)
Reviewed on Jun 10, 2025

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Jul 20 - Jul 27
Chicago (CHI) to Boston (BOS)

Sea Crest Beach Resort
Jul 15 - Jul 20
Chicago (CHI) to Boston (BOS)
Reviewed on Aug 9, 2025
Tewksbury first class flight packages

Whalewalk Inn and Spa
Jul 10 - Jul 15
Chicago (ORD) to Boston (BOS)
Boston (BOS) to Chicago (ORD)
Reviewed on Oct 15, 2023

The Mansion at Ocean Edge
Jul 10 - Jul 15
Chicago (ORD) to Boston (BOS)
Boston (BOS) to Chicago (ORD)
Reviewed on Mar 25, 2026

Blue Iris
Jul 2 - Jul 5
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Reviewed on Sep 22, 2022
More About Flying To Tewksbury from Chicago
Route Information for Flights from Chicago to Tewksbury
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | BOS |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Tewksbury
When you’re ready to take your next trip, get the most affordable prices on flights from Chicago to Tewksbury with Orbitz! The guaranteed low prices and cutting-edge mobile tools on Orbits make it easy for you to plan your next great vacation.
Keep Up With Sudden Flight Changes
As any traveler knows, air travel can suddenly be temporarily halted due to service disruptions. Along with offering the best fares for flights from Chicago to Tewksbury, Orbitz also offers free mobile phone and email alerts that help you keep up with sudden changes to your flight plans. Choose from email, text, or voice message alerts.
Get Great Prices for Chicago to Tewksbury Flights
Orbitz features both an Android app and an iPhone app to give you the lowest prices for Chicago to Tewksbury flights. Use these mobile apps to get updates on your flight, the details of your itinerary, and to learn about available hotel deals in the area.
Fly for Less and Earn Miles
Did you know you can earn miles and points for your frequent flyer program with Orbitz? To do this with specific flights from Chicago to Tewksbury, enter your frequent flyer account number when you book your ticket online. For even more convenience, keep a record of your loyalty travel program numbers directly with Orbitz by storing them in your account profile. This way, you can add your account numbers to your next reservation for Chicago to Tewksbury flights automatically without the annoying hassle of having to look them up.
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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.




