$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
The Colonnade Hotel Back Bay
Mar 27 - Mar 29
Chicago (CHI) to Boston (BOS)
Reviewed on Aug 1, 2025
Boston Harbor Hotel
Mar 27 - Mar 29
Chicago (CHI) to Boston (BOS)
Reviewed on Mar 24, 2024
Raffles Boston
Mar 21 - Mar 26
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
Reviewed on Dec 29, 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
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Orbitz Makes It Easy to Plan Your Trips on a Budget
You can always find affordable flights from Chicago to Essex on Orbitz. Use different airlines to book arrival and departure flights, take advantage of vacation package deals, and secure exclusive rewards.
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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.