Cheap Flights from Drake Bay (DRK) to Chicago (MDW)

Popular airlines from Drake Bay (DRK) to Chicago Midway Airport (MDW)

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Frequently asked questions

How much does a flight from Drake Bay Airport (DRK) to Midway Intl. Airport (MDW) cost?
Secure a cheap one-way flight or cheap return flight from Drake Bay Airport (DRK) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Drake Bay Airport (DRK) to Midway Intl. Airport (MDW)?
is the most affordable month to fly from DRK to MDW. Traveling during an off-peak travel window is often the key to finding better fares.
What is the cheapest airline that flies from Drake Bay Airport (DRK) to Midway Intl. Airport (MDW)?
To find the cheapest airline flying from DRK to MDW, use Expedia's filter tool. Tailor your search based on what's important to you, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to list the most affordable options first.
How many flights per day from Drake Bay Airport (DRK) to Midway Intl. Airport (MDW)?
You'll have to book a flight with a layover when traveling from Drake Bay Airport (DRK) to Midway Intl. Airport (MDW). There are no daily direct flights on this route. However, simply filter your search to include one or two stops to discover the best option for your trip.
What day of the week has the most flights from DRK to MDW?
Usually you'll have the most choice when it comes to flights on a Friday. Tuesdays tend to be the quietest.* But this can vary based on the airline, time of year and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Drake Bay Airport (DRK) to Midway Intl. Airport (MDW)?
Choose a flight from Drake Bay Airport (DRK) to Midway Intl. Airport (MDW) that leaves before 3 PM to reduce the likelihood of delays and cancellations. Departures after this hour are on average 22% more likely to be canceled.**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 Drake Bay Airport (DRK) to Midway Intl. Airport (MDW) last-minute?
Holding off until right before your break to book a ticket from DRK to MDW generally means paying more. Although you may find some last-minute discounts, they aren't always guaranteed. Be flexible with your itinerary for a better chance of landing a bargain.
Is it cheaper to book a DRK to MDW flight and hotel package?
Securing a DRK to MDW flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip in one place. Choose from our wide range of hotels and then add car rentals, flights and activities to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Drake Bay Airport (DRK) to Midway Intl. Airport (MDW)?
If you reserved your DRK to MDW flight in the last 24 hours, you may be able to modify or cancel it without fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you want more information.

Travel information

Origin airport
Drake Bay
Destination airport
Midway Intl.
Distance
2298 mi

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Drake Bay to Chicago Flights

The cheapest times to fly from Drake Bay 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 Drake Bay to Chicago are during the month of . You can find some of the cheapest flights from Drake Bay to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Drake Bay to Chicago

Sunday is one of the best days to book for cheap flights from Drake Bay 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 Drake Bay 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 Drake Bay 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 Drake Bay 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 Drake Bay 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.

 

Drake Bay to Chicago Flights

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*Available to One Key members.