$129 Cheap flight deals from Chicago (CHI) to Simsbury (HFD)
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This Weekend's Flight Deals from Chicago to Simsbury
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 $129 One Way, $257 Round Trip from Chicago to Simsbury
Prices starting at $257 for return flights and $129 for one-way flights to Simsbury were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Simsbury economy flight packages
Candlewood Suites Windsor Locks Bradley Arpt by IHG
Dec 30 - Jan 3
Chicago (ORD) to Hartford (BDL)
Reviewed on Nov 8, 2026
Delamar West Hartford
Dec 30 - Jan 3
Chicago (ORD) to Hartford (BDL)
Reviewed on Nov 5, 2026
More About Flying To Simsbury from Chicago
Route Information for Flights from Chicago to Simsbury
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | HFD |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Simsbury
Orbitz is the best place to find guaranteed low prices on Chicago to Simsbury flights. Because of our cutting-edge mobile tools and low fares on domestic and international flights, Orbitz is the best starting point for travelers.
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Discount Travel Planning Made Simple
You will have no problems finding budget flights from Chicago to Simsbury on Orbitz.com. If your travel plans are flexible, you can search for fares three days before and after a specific date to find the best price.
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Simsbury Airports
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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.