
$258 Cheap flight deals from Chicago (CHI) to Chester (null)
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Airfares from $258 One Way, $523 Round Trip from Chicago to Chester
Prices starting at $523 for return flights and $258 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

The Sofia Hotel
Aug 1 - Aug 5
Chicago (CHI) to San Diego (SAN)
San Diego (SAN) to Chicago (CHI)
Reviewed on Jun 28, 2026

SIRTAJ - Beverly Hills
Aug 5 - Aug 9
Chicago (CHI) to Los Angeles (LAX)
Reviewed on Nov 25, 2025

The Hollywood Franklin Hotel near Universal Studios
Aug 11 - Aug 15
Chicago (CHI) to Los Angeles (LAX)
Reviewed on Mar 12, 2026
Chester packages with premium economy flights

The Westin St. Francis San Francisco on Union Square
Aug 5 - Aug 12
Chicago (CHI) to San Francisco (SFO)
Reviewed on Dec 26, 2025

Hotel Riu Plaza Fisherman's Wharf
Aug 5 - Aug 12
Chicago (CHI) to San Francisco (SFO)
Reviewed on May 6, 2026

The Jay, Autograph Collection
Aug 5 - Aug 12
Chicago (CHI) to San Francisco (SFO)
Reviewed on Jun 3, 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
It has never been easier to find cheap Chicago to Chester flights. Orbitz has some of the best deals around to save you more money on your flight, hotel, and vacation package for the trip you have been waiting for.
Plan Your Chicago to Chester Flights on the Go
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Get the Best Deals on Chicago to Chester Flights
Finding great deals on flights from Chicago to Chester is a snap with Orbitz. With our guaranteed low prices, you don’t have to worry if you are getting the best prices on air tickets, hotels, and cruises. And with all that money you saved, you can enjoy your Chester vacation even more.
Pile Up Miles With Discount Air Tickets
Not only can you find great bargains on Chicago to Chester flights, but you can rack up frequent flyer miles on the flights too. Enter your frequent flyer number on qualified flights when booking for Orbitz to see the miles pile up in your account.
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Stay on top of the latest updates for flights from Chicago to Chester. We send you free email and mobile alerts to keep you informed about delays to Chicago to Chester flights.
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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.

