$262 Cheap flight deals from Chicago (CHI) to Chester (VSF)
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Airfares from $262 One Way, $729 Round Trip from Chicago to Chester
Prices starting at $729 for return flights and $262 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
Grand Summit Resort, A Vail Resorts Property
Nov 12 - Nov 15
Chicago (CHI) to Springfield (VSF)
Springfield (VSF) to Chicago (CHI)
1846 Inn and Tavern
Nov 20 - Nov 23
Chicago (ORD) to Springfield (VSF)
Reviewed on Oct 10, 2026
Jackson Gore Village, A Vail Resorts Property
Nov 12 - Nov 15
Chicago (CHI) to Springfield (VSF)
Springfield (VSF) to Chicago (CHI)
Reviewed on Oct 12, 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 | VSF |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Chester
Low Cost Flights From Chicago to Chester
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Chester Airports
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.