$72 Cheap flight deals from Chicago (CHI) to Medford (BOS)
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This Weekend's Flight Deals from Chicago to Medford
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 $72 One Way, $135 Round Trip from Chicago to Medford
Prices starting at $135 for return flights and $72 for one-way flights to Medford were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Medford economy flight packages
Omni Parker House
May 7 - May 10
Chicago (CHI) to Boston (BOS)
Reviewed on Mar 4, 2026
Boston Harbor Hotel
May 7 - May 10
Chicago (CHI) to Boston (BOS)
Reviewed on Mar 24, 2024
The Langham, Boston
May 7 - May 10
Chicago (CHI) to Boston (BOS)
Reviewed on Jan 12, 2026
Medford packages with premium economy flights
The Revolution Hotel
May 8 - May 11
Chicago (CHI) to Boston (BOS)
Reviewed on Jan 19, 2026
Boston Harbor Hotel
May 8 - May 11
Chicago (CHI) to Boston (BOS)
Reviewed on Mar 24, 2024
Eurostars The Boxer
May 8 - May 11
Chicago (CHI) to Boston (BOS)
Reviewed on May 6, 2025
Medford first class flight packages
Arcadian Hotel
May 22 - May 24
Chicago (CHI) to Boston (BOS)
Reviewed on Mar 20, 2026
Eurostars The Boxer
May 22 - May 24
Chicago (CHI) to Boston (BOS)
Reviewed on May 6, 2025
More About Flying To Medford from Chicago
Route Information for Flights from Chicago to Medford
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | BOS |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Medford
It has never been easier to find cheap Chicago to Medford flights. Orbitz has some of the best deals around to save you more money on your flight, hotel, and vacation package for the trip you have been waiting for.
Plan Your Chicago to Medford Flights on the Go
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Get the Best Deals on Chicago to Medford Flights
Finding great deals on flights from Chicago to Medford is a snap with Orbitz. With our guaranteed low prices, you don’t have to worry if you are getting the best prices on air tickets, hotels, and cruises. And with all that money you saved, you can enjoy your Medford vacation even more.
Pile Up Miles With Discount Air Tickets
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- Hotels near Tufts University
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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.