$149 Cheap flight deals from Chicago (CHI) to Barrington (BOS)
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This Weekend's Flight Deals from Chicago to Barrington
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 $149 One Way, $297 Round Trip from Chicago to Barrington
Prices starting at $297 for return flights and $149 for one-way flights to Barrington were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Barrington economy flight packages
Battery Wharf Hotel, Boston Waterfront
Nov 12 - Nov 15
Chicago (CHI) to Boston (BOS)
Reviewed on Oct 12, 2026
Mandarin Oriental, Boston
Nov 14 - Nov 17
Chicago (CHI) to Boston (BOS)
Boston (BOS) to Chicago (CHI)
More About Flying To Barrington from Chicago
Route Information for Flights from Chicago to Barrington
Origin Airport IATA Code | CHI |
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Destination Airport IATA Code | BOS |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Barrington
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Discount Chicago to Barrington Flights
Orbitz’s low price guarantee means you get the best fares around. Find the lowest prices for international and domestic tickets and for flights from Chicago to Barrington when you use Orbitz. It’s easy to add activities to your booking, so you can take advantage of all that Barrington has to offer.
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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.