$68 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 $68 One Way, $135 Round Trip from Chicago to Dover
Prices starting at $135 for return flights and $68 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
enVision Hotel Boston Everett
Jun 4 - Jun 7
Chicago (CHI) to Boston (BOS)
Reviewed on Jan 5, 2026
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Jun 12 - Jun 15
Chicago (ORD) to Boston (BOS)
The Hotel Salem
Jun 4 - Jun 9
Chicago (MDW) to Boston (BOS)
Boston (BOS) to Chicago (MDW)
Reviewed on Apr 16, 2026
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
If it is not enough that we have guaranteed low prices for Chicago to Dover flights, Orbitz can also integrate your hotel and car rental needs into the package. This ensures your trip goes smoothly and you get the best possible bargain.
Save Big On Hotels With Our Summer Hotel Sale When Booking Chicago to Dover Flights
We will get you bargain air tickets for Chicago to Dover flights and can save you even more with our Summer Hotel sale. You can get a discount of up to 40% when you book a hotel along with your bargain flight from Orbitz.
If You Are Going To The Beach We Can Save You Even More
When you are arranging budget flights from Chicago to Dover, you can save even more by staying near a beach. Orbitz Beach Hotel Deals will allow you to get as much as half off the price of an already cheap hotel. Saving money has never been this fun.
Plan A Spontaneous Trip Using Our Top Hotel and Flight Destinations
Want to know where other people are staying after flights from Chicago to Dover? We not only recommend top destinations, but will tell you the most popular places to stay after {origin.name} to Dover flights.
Use Orbitz.com For Up To The Minute Hot Deals
Budget deals on flights from Chicago to Dover are constantly changing. You can get up-to-the-minute updates on the hottest deals on discount tickets and hotels on our website.
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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.