S$307 Cheap Flights from Chicago to Honolulu

Round-trip tickets from Midway Airport to HNL start from S$664. 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.

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.

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.

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.

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.

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.