
$156 Cheap flight deals from Chicago (CHI) to Chester (null)
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Airfares from $156 One Way, $309 Round Trip from Chicago to Chester
Prices starting at $309 for return flights and $156 for one-way flights to Chester were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Chester economy flight packages

Sand Castle Inn
Dec 16 - Dec 20
Chicago (CHI) to San Diego (SAN)
San Diego (SAN) to Chicago (CHI)
Reviewed on Nov 27, 2023


Oceana Santa Monica, LXR Hotels & Resorts
Dec 31 - Jan 5
Chicago (CHI) to Los Angeles (LAX)
Los Angeles (LAX) to Chicago (CHI)
Reviewed on Aug 22, 2020
Chester first class flight packages

Hilton Anaheim
Dec 25 - Jan 2
Chicago (ORD) to Los Angeles (LAX)
Reviewed on Oct 29, 2025

Surf & Sand Laguna Beach
Dec 25 - Jan 2
Chicago (ORD) to Orange County (SNA)
Reviewed on Jul 12, 2025
The Riesling Retreat by Avantstay Estate w/ Pool, Hottub, Putting Green & Pickle Ball Court!
Dec 29 - Jan 4
Chicago (CHI) to San Diego (SAN)
More About Flying To Chester from Chicago
Route Information for Flights from Chicago to Chester
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | null |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Chester
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Cruising for a bargain deal
Regardless of your destination, we always provide you fantastic bargains for your trip, and that includes on hotels and even cruises. We offer budget air fares on flights from Chicago to Chester so you can reach your destination with more money in your pocket to spend.
Cheap Chicago to Chester flights that lead to rewards
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Quality combinations
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Even last minute bookings on our apps
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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.
