
$46 Cheap flight deals from Chicago (CHI) to Essex (BOS)
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This Weekend's Flight Deals from Chicago to Essex
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 $46 One Way, $104 Round Trip from Chicago to Essex
Prices starting at $104 for return flights and $46 for one-way flights to Essex were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Essex economy flight packages

Found Hotel Boston Common
Mar 26 - Mar 29
Chicago (CHI) to Boston (BOS)
Reviewed on Aug 18, 2025

The Colonnade Hotel Back Bay
Mar 26 - Mar 29
Chicago (CHI) to Boston (BOS)
Reviewed on Aug 1, 2025

Boston Harbor Hotel
Mar 27 - Mar 30
Chicago (CHI) to Boston (BOS)
Reviewed on Mar 24, 2024
More About Flying To Essex from Chicago
Route Information for Flights from Chicago to Essex
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | BOS |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Essex
Getting a spectacularly low fare on Chicago to Essex flights is always possible when you use Orbitz as your personal travel planner. Orbitz is your essential travel resource for low cost flights from Chicago to Essex, discount hotel accommodations, cheap car rentals, and more.
Research and Book Chicago to Essex Flights on the Go
Our free cutting-edge mobile apps for iPad, Android, and iPhone make it easy to find the best fares when researching and booking flights from Chicago to Essex. You can also use the apps to check your flight status, find baggage claims details, and get exclusive mobile discount rates on car rentals and hotels.
Earn Miles and Points for Your Frequent Flyer Program
Build up points or miles for your frequent flyer plan with qualifying Chicago to Essex flights. Simply add your frequent flyer number when booking your domestic or international flights or enter the numbers in your Orbitz account profile to automatically add them to your bookings.
Flight Alerts Take the Hassle out of Travel
You can get email, SMS text, or voicemail updates regarding any major changes to your flights from Chicago to Essex. These free alerts can also be sent to as many as six additional contacts, ensuring that your friends, colleagues, or family are aware of changes to your arrival time.
Stay in Your Budget and Still Get Great Accommodations
Orbitz shoppers can access affordable vacation packages and have the option of booking their departure and arrival flights through different airlines, making travel less costly and more convenient. The best prices on flights from Chicago to Essexare always found on Orbitz.
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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.



