£249 Cheap Flights from Chicago (MDW) to Honolulu (HNL)

Book with confidence

Compare flights from Chicago to Honolulu easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Chicago to Honolulu. Operating between them flights per day, 2 airlines cover the route. And fly direct, getting you to Daniel K. Inouye Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Midway Intl. to Daniel K. Inouye Intl..

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights.

Grab a great deal on your flight from Midway Intl. (MDW) to Daniel K. Inouye Intl. (HNL)

The easiest way to view the best deals on flights from Chicago to Honolulu today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Midway Intl. to Daniel K. Inouye Intl. start at just £497 and range up to £566.

To find an even better deal, try

• being flexible on your dates – midweek flights can be cheaper
• looking for other airports near Chicago and Honolulu
• booking your flight during November, the cheapest month on this route
• varying your flight times – early morning and late at night are sometimes cheaper

Why you should book your Chicago to Honolulu flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Midway Intl. to Daniel K. Inouye Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.

Frequently Asked Questions

How much is a flight from Chicago Airport to HNL?

Round-trip tickets from Midway Airport to HNL start from £497. This figure is based on fares listed within the last 7 days on Expedia for flights departing within the next year — book now to avoid missing out. Prices and availability are subject to change. Additional terms apply.

Do I need to pay a cancellation fee if I cancel my flight from MDW to Daniel K. Inouye Intl. Airport (HNL)?

The majority of flights can be cancelled online, but every airline has a different set of terms and conditions. If you do decide to cancel your flight, go to our Customer Service Portal and follow the instructions.

How do I find cheap flights from Chicago Airport to Honolulu Intl. Airport that have flexible change policies?

Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Midway Intl. Airport (MDW) to Honolulu Intl. Airport flights, you'll see a "no change fees" filter for you to select.

How far is the flight from Midway Airport to Honolulu International Airport?

Chicago to Honolulu is around 6,800 kilometres, so get ready to spend a while in the air. Make sure you pack all the essentials, from your toothbrush to your hairbrush. Throw in some snacks to nibble on throughout your journey too.

Which airlines fly direct from MDW to Honolulu International Airport?

At present, no airlines offer flights directly from Midway Intl. Airport (MDW) to Honolulu Intl. Airport. You'll need to book a flight with one or more stops. To score the best price and connections, lock in your airfare well in advance.

Are MDW to Honolulu Intl. Airport flight tickets cheaper when they're purchased at the last minute?

Fares from Midway Intl. Airport (MDW) to Daniel K. Inouye Intl. Airport (HNL) are available up to 12 months before departure on Expedia. And although you may nab fantastic last-minute deals, it's never a sure thing. Also, booking your flights well in advance means you'll have more options — and you can avoid getting caught in the dreaded middle seat! We regularly update our fares to bring you the best bargains, so keep checking in for all the latest specials.