$185 Cheap flight deals from Chicago (CHI) to Chester (null)
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Airfares from $185 One Way, $365 Round Trip from Chicago to Chester
Prices starting at $365 for return flights and $185 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
Handlery Union Square Hotel
May 21 - May 27
Chicago (CHI) to San Francisco (SFO)
San Francisco (SFO) to Chicago (CHI)
Reviewed on Mar 23, 2026
Limon Palm Springs
May 17 - May 20
Chicago (ORD) to Los Angeles (LAX)
Los Angeles (LAX) to Chicago (ORD)
Reviewed on Oct 30, 2023
Beach Village at The Del, LXR Hotels & Resorts
May 15 - May 22
Chicago (CHI) to San Diego (SAN)
San Diego (SAN) to Chicago (CHI)
Chester packages with premium economy flights
Beacon Grand, A Union Square Hotel
May 30 - Jun 1
Chicago (ORD) to San Francisco (SFO)
Reviewed on Jan 3, 2026
Hotel Riu Plaza Fisherman's Wharf
May 30 - Jun 1
Chicago (ORD) to San Francisco (SFO)
Reviewed on Feb 13, 2026
The Ritz-Carlton, San Francisco
May 30 - Jun 1
Chicago (ORD) to San Francisco (SFO)
Reviewed on Aug 13, 2025
Chester first class flight packages
Hotel Angeleno
May 15 - May 18
Chicago (CHI) to Los Angeles (LAX)
Los Angeles (LAX) to Chicago (CHI)
Reviewed on Oct 27, 2025
Level Los Angeles Downtown - South Olive
May 15 - May 18
Chicago (CHI) to Los Angeles (LAX)
Los Angeles (LAX) to Chicago (CHI)
Reviewed on Oct 25, 2025
Pasadena Hotel & Pool
May 15 - May 18
Chicago (CHI) to Los Angeles (LAX)
Los Angeles (LAX) to Chicago (CHI)
Reviewed on Mar 4, 2026
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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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.