
$86 Cheap flight deals from Chicago (CHI) to Dover (BOS)
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This Weekend's Flight Deals from Chicago to Dover
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 $86 One Way, $186 Round Trip from Chicago to Dover
Prices starting at $186 for return flights and $86 for one-way flights to Dover were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Dover economy flight packages

Beachside Village Resort
Jul 12 - Jul 16
Chicago (ORD) to Boston (BOS)
Reviewed on Mar 12, 2022

Raffles Boston
Jul 9 - Jul 12
Chicago (CHI) to Boston (BOS)
Reviewed on Dec 29, 2024

Dover first class flight packages

Ashworth by the Sea
Jun 21 - Jun 28
Chicago (CHI) to Boston (BOS)
Reviewed on Jul 6, 2025

Hampton Inn & Suites Portsmouth Downtown
Jun 21 - Jun 28
Chicago (CHI) to Boston (BOS)
Reviewed on Dec 9, 2025

The Hotel Portsmouth
Jun 21 - Jun 28
Chicago (CHI) to Boston (BOS)
Reviewed on Aug 6, 2025
More About Flying To Dover from Chicago
Route Information for Flights from Chicago to Dover
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | BOS |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Dover
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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.




