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Cheap flights from Chicago Midway to Honolulu International

Compare Chicago Midway to Honolulu International flight deals

Find the cheapest month or even day of the year to fly to Honolulu International

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Flight deals from Chicago Midway to Honolulu International

Looking for a cheap last-minute deal or the best round-trip flight from Chicago Midway to Honolulu International? Find the lowest prices on one-way and round-trip tickets right here.
Honolulu.$428 per passenger.Departing Thu, Oct 30, returning Mon, Nov 3.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Thu, Oct 30, arriving in Honolulu International.Inbound indirect flight with Delta, departing from Honolulu International on Mon, Nov 3, arriving in Chicago Midway.Price includes taxes and charges.From $428, select.
Honolulu.$433 per passenger.Departing Tue, Nov 4, returning Tue, Nov 11.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Tue, Nov 4, arriving in Honolulu International.Inbound indirect flight with Delta, departing from Honolulu International on Tue, Nov 11, arriving in Chicago Midway.Price includes taxes and charges.From $433, select.
Honolulu.$433 per passenger.Departing Tue, Sep 9, returning Mon, Sep 15.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Tue, Sep 9, arriving in Honolulu International.Inbound indirect flight with Delta, departing from Honolulu International on Mon, Sep 15, arriving in Chicago Midway.Price includes taxes and charges.From $433, select.
Honolulu.$433 per passenger.Departing Thu, Nov 27, returning Thu, Dec 4.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Thu, Nov 27, arriving in Honolulu International.Inbound indirect flight with Delta, departing from Honolulu International on Thu, Dec 4, arriving in Chicago Midway.Price includes taxes and charges.From $433, select.
Honolulu.$451 per passenger.Departing Sat, Oct 25, returning Fri, Oct 31.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Sat, Oct 25, arriving in Honolulu International.Inbound indirect flight with Delta, departing from Honolulu International on Fri, Oct 31, arriving in Chicago Midway.Price includes taxes and charges.From $451, select.
Honolulu.$451 per passenger.Departing Sun, Sep 28, returning Sun, Oct 5.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Sun, Sep 28, arriving in Honolulu International.Inbound indirect flight with Delta, departing from Honolulu International on Sun, Oct 5, arriving in Chicago Midway.Price includes taxes and charges.From $451, select.
Honolulu.$454 per passenger.Departing Wed, Aug 20, returning Thu, Sep 4.Round-trip flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departing from Chicago Midway on Wed, Aug 20, arriving in Honolulu International.Inbound indirect flight with Southwest Airlines, departing from Honolulu International on Thu, Sep 4, arriving in Chicago Midway.Price includes taxes and charges.From $454, select.
Honolulu.$473 per passenger.Departing Wed, Jan 7, returning Mon, Jan 12.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago Midway on Wed, Jan 7, arriving in Honolulu International.Inbound indirect flight with Delta, departing from Honolulu International on Mon, Jan 12, arriving in Chicago Midway.Price includes taxes and charges.From $473, select.

Find the cheapest month to fly from Chicago Midway to Honolulu International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to Honolulu International flights are currently cheapest in September.
Jul
from $771
Aug
from $474
Sep
from $432
Oct
from $450
Nov
from $432
Dec
from $477
Jan
from $472
Feb
from $669
Mar
from $897
Apr
from $740
May
from $1,097
Jun
from $1,225

Chicago Midway to Honolulu International: Alternative routes

Compare routes from Chicago Midway to Honolulu below. You may find an airport to fly into that's cheaper, faster, or easier than Honolulu International.

Chicago to Honolulu: Flight information

The things to know before you go.
Cheapest flight found$427
Cheapest month to flyOctober

Finding cheap flights from Chicago Midway to Honolulu International: Frequently asked questions

The best price we found for a round-trip flight from Chicago Midway to Honolulu International is $428. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago Midway to Honolulu International. But we found flights with one or more stops from $428.
There are no flights flying from Chicago Midway to Honolulu International, as of July 2025.
The cheapest month to fly from Chicago Midway to Honolulu International is usually October.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to Honolulu International Airport on Thursday, October 30, 2025.
No airlines currently offer direct flights between Chicago Midway Airport and Honolulu International Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Honolulu International but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Honolulu is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Delta offers the cheapest flight tickets to Honolulu International.

Traveling from Chicago Midway International Airport (MDW) to Daniel K. Inouye International Airport (HNL): what you need to know

  • Honolulu is five hours behind Chicago and is in the UTC-10 timezone.

  • Give yourself plenty of time to catch your MDW to HNL flight. It's generally best to arrive at least two hours before international departures and an hour ahead for domestic flights.

  • During popular months like July, it's best to get to the airport earlier than normal. Arrive two hours before a domestic departure and four hours ahead of international flights when you travel during a high season in general.

  • Think about adding a stopover when booking your ticket from Chicago Midway International Airport to Daniel K. Inouye International Airport. Just deselect 'Direct flights only' to break up your trip, or visit a new city along the way. Here's where you can stop between MDW and HNL:

    • Minneapolis-St. Paul International Airport

    • Los Angeles International Airport

    • Phoenix Sky Harbor International Airport

How to find the cheapest flights from Chicago Midway International Airport (MDW) to Daniel K. Inouye International Airport (HNL)

  • At the moment, $212 is the cheapest price we've seen for a one-way Chicago Midway International Airport to Daniel K. Inouye International Airport flight. The best price for a return ticket is $428. Bear in mind that fares may change due to availability at the time of booking.

  • Don't leave everything to the last minute. You're more likely to find cheap tickets from MDW to HNL if you book early. Airlines often offer some fantastic early bird rates.

  • If you're flexible with your travel dates, try using the 'Whole month' tool. It'll show you the lowest price across every month when looking for a flight from Chicago Midway International Airport to Daniel K. Inouye International Airport.

  • You don't need to check back in every day to find out if fares have dropped when you set up a Price Alert. We'll let you know as soon as there's a new deal on cheap flights from MDW to HNL.

  • Select your ideal departure and arrival times, airlines and number of stops with the filters. Or sort your results by 'Cheapest' to find the best deals on flights from Chicago Midway International Airport to Daniel K. Inouye International Airport.

Handy information about Chicago Midway International Airport (MDW)

  • MDW's address is 5700 South Cicero.

  • Of the departures from Chicago Midway International Airport, 77.88% arrive as scheduled at their destination.

  • To get to Chicago Midway International Airport from central Chicago, it takes about 20 minutes if you're traveling by car. This depends on traffic, however. It's approximately 19 kilometers from the airport to the city center.

  • Taking public transport? Expect a trip time of around 45 minutes.

  • Searching for a convenient hotel near MDW? If you're boarding an early flight from Chicago Midway International Airport to Daniel K. Inouye International Airport, these accommodation options will have you sleeping moments from your departure lounge:

Arriving at Daniel K. Inouye International Airport (HNL)

  • The last thing you want is a long journey to your hotel if you're arriving on a late Chicago Midway International Airport to Daniel K. Inouye International Airport flight. Reserve one of these accommodation options near HNL instead:

  • Grab a Daniel K. Inouye International Airport rental car and explore Honolulu and beyond with your own wheels. Dollar, Hertz and Thrifty are popular outlets you can book with here.

  • Booking your vehicle from Daniel K. Inouye International Airport around two weeks in advance increases your chances of getting a good deal.

Getting from Daniel K. Inouye International Airport (HNL) to central Honolulu

  • The address for HNL is 300 Rodgers Blvd, #12.

  • Daniel K. Inouye International Airport to the center of Honolulu has a drive time of about 25 minutes. It's approximately 21 kilometers away.

  • When traveling by public transport, expect a journey time of roughly 3 hours.

When to fly to Daniel K. Inouye International Airport (HNL)

  • It's time to choose your travel dates for your flight from Chicago Midway International Airport to Daniel K. Inouye International Airport. July is the most popular month to visit Honolulu. If you want a quieter vibe, go in May.

  • The warmest month in Honolulu is September, with the temperature ranging between 24ºC (75ºF) and 27ºC (81ºF). Lock in your flights from Chicago Midway International Airport to Daniel K. Inouye International Airport in this month if you like this kind of weather.

  • If you want cooler conditions, search for a cheap ticket from MDW to HNL in February. Average temperatures are between 20ºC (68ºF) and 24ºC (75ºF) then.

Explore more of United States

  • Honolulu has plenty going for it, but there are so many other parts of United States waiting to be discovered. Around 16 kilometers north-west of Honolulu, a visit to Pearl City will keep you busy. Don't miss top attractions like USS Utah Memorial, Sunset Memorial Park and Pearl City District Park.

  • Around 338 kilometers south-east of Honolulu, Hilo is another essential stop in United States. Get a taste of what this destination has to offer at Rainbow Falls, Liliuokalani Gardens and Pacific Tsunami Museum.

Plan the rest of your trip from Chicago to Honolulu

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.