Cheap Flights from Dover (DOV) to Chicago (ORD)

Popular airlines from Dover, DE (DOV-Dover Air Force Base) to Chicago O'Hare Intl. Airport (ORD)

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Frequently asked questions

How much does a flight from Dover, DE (DOV-Dover Air Force Base) to O'Hare Intl. Airport (ORD) cost?
Lock in a cheap one-way flight or cheap return flight from Dover, DE (DOV-Dover Air Force Base) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Dover, DE (DOV-Dover Air Force Base) to O'Hare Intl. Airport (ORD)?
Planning your getaway for can help you save, as it's the cheapest month for flights between DOV and ORD. You'll typically find the lowest prices during off-peak months.
Which airlines fly direct from Dover, DE (DOV-Dover Air Force Base) to O'Hare Intl. Airport (ORD)?
While Dover, DE (DOV-Dover Air Force Base) doesn't have any direct flights to O'Hare Intl. Airport (ORD), other airports have nonstop routes. Departing from Philadelphia Intl. Airport (PHL) will get you to Chicago without any detours.
What is the cheapest airline that flies from Dover, DE (DOV-Dover Air Force Base) to O'Hare Intl. Airport (ORD)?
Use the filters on Expedia to compare different airlines and find the most affordable carrier that'll take you from DOV to ORD. Then, sort your results by "Price (lowest to highest)" to pick up a good deal.
How many flights per day from Dover, DE (DOV-Dover Air Force Base) to O'Hare Intl. Airport (ORD)?
Direct flights from Dover, DE (DOV-Dover Air Force Base) to O'Hare Intl. Airport (ORD) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your travel dates and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from DOV to ORD?
You'll typically find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Dover, DE (DOV-Dover Air Force Base) to O'Hare Intl. Airport (ORD)?
To arrive at O'Hare Intl. Airport (ORD) without delays, book a flight that leaves Dover, DE (DOV-Dover Air Force Base) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Dover, DE (DOV-Dover Air Force Base) to O'Hare Intl. Airport (ORD) last-minute?
Waiting until just before your trip to book your flight from DOV to ORD often results in higher prices. While you may come across some last-minute discounts, there's no guarantee. Keep your travel schedule open for a better chance of snagging a bargain.
Is it cheaper to book a DOV to ORD flight and hotel package?
You'll typically save money by securing a DOV to ORD flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one convenient place. After choosing your ideal flights and accommodations, consider adding extras including activities, tours and car rentals.
Can I cancel or change the date of my flight from Dover, DE (DOV-Dover Air Force Base) to O'Hare Intl. Airport (ORD)?
It's generally possible to cancel or reschedule your DOV to ORD flight. However, for bookings made more than 24 hours ago, additional fees may apply. Check your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find further details on our Customer Service portal.

Travel information

Origin airport
Dover Air Force Base
Destination airport
O'Hare Intl.
Distance
680 mi

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Dover to Chicago Flights

The cheapest times to fly from Dover to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Dover to Chicago are during the month of . You can find some of the cheapest flights from Dover to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Dover to Chicago

Sunday is one of the best days to book for cheap flights from Dover to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Dover to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Dover to Chicago in 2026. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Dover to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Dover to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Dover to Chicago Flights

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*Available to One Key members.