Cheap Flights from Honolulu International HI to Chicago IL from $476

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Flight deals from Honolulu International to Chicago

Looking for a cheap last-minute deal or the best round-trip flight from Honolulu International to Chicago? Find the lowest prices on one-way and round-trip tickets right here.

Chicago.$476 per passenger.Departing Tue, Oct 28, returning Sat, Nov 1.Round-trip flight with Hawaiian Airlines and Spirit Airlines.Outbound indirect flight with Hawaiian Airlines, departing from Honolulu International on Tue, Oct 28, arriving in Chicago O'Hare International.Inbound indirect flight with Spirit Airlines, departing from Chicago O'Hare International on Sat, Nov 1, arriving in Honolulu International.Price includes taxes and charges.From $476, select.

Chicago.$524 per passenger.Departing Mon, Nov 3, returning Tue, Nov 11.Round-trip flight with Hawaiian Airlines and Spirit Airlines.Outbound indirect flight with Hawaiian Airlines, departing from Honolulu International on Mon, Nov 3, arriving in Chicago O'Hare International.Inbound indirect flight with Spirit Airlines, departing from Chicago O'Hare International on Tue, Nov 11, arriving in Honolulu International.Price includes taxes and charges.From $524, select.

Chicago.$563 per passenger.Departing Wed, Aug 27, returning Sun, Aug 31.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Honolulu International on Wed, Aug 27, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departing from Chicago O'Hare International on Sun, Aug 31, arriving in Honolulu International.Price includes taxes and charges.From $563, select.

Chicago.$563 per passenger.Departing Wed, Sep 3, returning Sun, Sep 7.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Honolulu International on Wed, Sep 3, arriving in Chicago Midway.Inbound indirect flight with Delta, departing from Chicago O'Hare International on Sun, Sep 7, arriving in Honolulu International.Price includes taxes and charges.From $563, select.

Chicago.$565 per passenger.Departing Fri, Oct 17, returning Tue, Oct 21.Round-trip flight with Alaska Airlines.Outbound indirect flight with Alaska Airlines, departing from Honolulu International on Fri, Oct 17, arriving in Chicago O'Hare International.Inbound indirect flight with Alaska Airlines, departing from Chicago O'Hare International on Tue, Oct 21, arriving in Honolulu International.Price includes taxes and charges.From $565, select.

Chicago.$617 per passenger.Departing Wed, Sep 24, returning Wed, Oct 15.Round-trip flight with Hawaiian Airlines and Spirit Airlines.Outbound indirect flight with Hawaiian Airlines, departing from Honolulu International on Wed, Sep 24, arriving in Chicago O'Hare International.Inbound indirect flight with Spirit Airlines, departing from Chicago O'Hare International on Wed, Oct 15, arriving in Honolulu International.Price includes taxes and charges.From $617, select.

Chicago.$694 per passenger.Departing Mon, Jul 14, returning Tue, Jul 29.Round-trip flight with Hawaiian Airlines and Alaska Airlines.Outbound indirect flight with Hawaiian Airlines, departing from Honolulu International on Mon, Jul 14, arriving in Chicago O'Hare International.Inbound indirect flight with Alaska Airlines, departing from Chicago O'Hare International on Tue, Jul 29, arriving in Honolulu International.Price includes taxes and charges.From $694, select.

Chicago.$733 per passenger.Departing Fri, Dec 5, returning Fri, Dec 12.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Honolulu International on Fri, Dec 5, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departing from Chicago O'Hare International on Fri, Dec 12, arriving in Honolulu International.Price includes taxes and charges.From $733, select.

Find the cheapest month to fly from Honolulu International to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Honolulu International to Chicago flights are currently cheapest in November.

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Direct flights from Honolulu International to Chicago

Alternative Honolulu International to Chicago routes

Looking for the cheapest, fastest or easiest route from Honolulu International to Chicago? You could fly into the following airports instead.

Honolulu to Chicago: Flight information

The things to know before you go.

Cheapest flight found	$476
Cheapest month to fly	October
Average flight time	8 hrs, 8 mins
Most popular airline	Qantas
Average flights per week	34

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

How many airports are there in Chicago?

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.

How much are round-trip flights from Honolulu International to Chicago?

The best price we found for a round-trip flight from Honolulu International to Chicago is $476. 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.

How long does it take to fly from Honolulu International to Chicago?

8 hours and 8 minutes is the average flight time from Honolulu International to Chicago.

Which airlines fly direct from Honolulu International to Chicago?

Qantas, Alaska Airlines and United fly direct from Honolulu International to Chicago.

How many flights are there a week from Honolulu International to Chicago?

There are 34 flights per week flying from Honolulu International to Chicago, as of May 2025.

When is the cheapest time to fly from Honolulu International to Chicago?

The cheapest month to fly from Honolulu International to Chicago is usually May 2025.

What's the cheapest airport to fly to in Chicago?

If you're flying from Honolulu International Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the center of Chicago. We've found flights to this airport from $476.

Which upcoming date is cheapest to fly from Honolulu International Airport to Chicago on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Honolulu International Airport to Chicago on Tuesday, October 28, 2025.

Can I get a direct flight from Honolulu International Airport to Chicago?

Yes – the average flight time is 8 hours and 8 minutes.

How can I get the best flight deal from Honolulu International Airport to Chicago?

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 Chicago 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.

When is the best time to book flights to Chicago?

We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

What’s the weather like in Chicago?

In May, the average temperature is usually around 13°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.

Which is the cheapest airline to fly with from Honolulu International Airport to Chicago?

Currently, Hawaiian Airlines and American Airlines offer the cheapest flight tickets to Chicago.

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

Hop on a direct flight from Daniel K. Inouye International Airport to Chicago and you'll be in the air for around 9 hours 10 minutes.
Chicago is five hours ahead of Honolulu, where Daniel K. Inouye International Airport is located. Chicago runs on the UTC-5 timezone.
Daniel K. Inouye International Airport (HNL) to O'Hare International Airport (ORD) is the most popular route, with nine weekly departures to pick from. You can travel from HNL to ORD at 17:05 with United Airlines.
For a smooth journey, turn up at the airport two hours ahead of international flights and one hour before domestic departures. That way, you won't have to rush to board your HNL to Chicago flight.
Delays at check-in and security are likely if you're jetting off during high season, so allow a bit more breathing room. A good rule for peak periods? Get there up to four hours ahead for international flights and at least two hours for domestic departures.
Direct Daniel K. Inouye International Airport to Chicago tickets are available for booking. O'Hare International Airport (ORD) will be where your journey ends.
Book your favorite seat with United Airlines. This well-known carrier operates direct flights from Daniel K. Inouye International Airport to Chicago.
HNL is about 6 kilometers from central Honolulu. If you're catching a cab, driving or ride-sharing from the center, it'll take 25 minutes or so to get there, depending on the traffic. If you're taking public transport, expect the trip time to be around 3 hours.
In search of a hotel near HNL? If you're catching an early flight from Daniel K. Inouye International Airport to Chicago, these stays will get you from your pillow to the plane in no time:
Daniel K. Inouye International Airport has an excellent on-time record, so you're less likely to experience disruptions. Departures from HNL arrive on schedule 84.42% of the time.
HNL is located at 300 Rodgers Blvd, #12.

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

$236 is currently the lowest price for a one-way Daniel K. Inouye International Airport to Chicago flight. A return flight ticket starts at $476. These fares may change based on demand and availability.
Lock in cheap flights from HNL to Chicago by booking four months ahead. According to our research, that's the best time for finding a bargain.
The best month for landing cheap Daniel K. Inouye International Airport to Chicago tickets is August. Use the 'Whole month' tool to compare all available prices, then select the dates offering the lowest fares.
Finding a cheap flight from HNL to Chicago couldn't be easier with Price Alerts. Simply set up one of these automatic notifications and we'll get in touch when a new discount appears.
Choose your ideal departure and arrival times, number of stops and airlines with our filters. Then, sort the results for your flight from Daniel K. Inouye International Airport to Chicago by 'Best,' 'Fastest' or 'Cheapest.'

Airports in Chicago

O'Hare International Airport (ORD)

O'Hare International Airport (ORD) is around 40 kilometers from the center of Chicago. If you're getting a cab or a ride-share, the drive will take roughly 35 minutes.
Traveling by public transport typically takes 55 minutes.
Look into staying at a hotel close to ORD if you have a late flight from Daniel K. Inouye International Airport to Chicago. Check in to one of these options and make your arrival easier:
Pick up an O'Hare International Airport rental car and discover Chicago and beyond with your own set of wheels. Routes Car Rentals, Dollar and Budget are top outlets to choose from here.
For the lowest price, reserve your vehicle from O'Hare International Airport around four weeks in advance of your flight from HNL to Chicago.
You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

Chicago Midway International Airport (MDW) is around 19 kilometers from central Chicago. Once you've hopped off your flight from Daniel K. Inouye International Airport to Chicago, it'll take you around 20 minutes to reach the heart of the city in a ride-share or cab.
The journey will take about 45 minutes on public transport.
You'll find some great places ready to welcome you near MDW. Unwind and get cozy after your HNL to Chicago flight at one of these perfectly located options:
Dollar, Hertz and Budget make collecting a Chicago Midway International Airport rental car simple. These companies are located in or around the terminal and will have you ready to go in a flash.
Get the lowest price by securing your ride from MDW four weeks ahead of time. You'll also have access to a greater range of vehicles.
The address for Chicago Midway International Airport is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

Hop off your flight from Daniel K. Inouye International Airport to Chicago and go straight to your hotel or jump right into exploring. Central Chicago is around 137 kilometers from Chicago Rockford International Airport (RFD) and typically takes 1 hour 25 minutes to reach driving.
If you use public transport, the journey takes around 4 hours 15 minutes.
Enjoy a more relaxed start to your break by choosing a hotel near RFD after your HNL to Chicago flight. Take a load off after a long travel day or just take a moment to find your footing in a new city at:
Take control of the next chapter of your journey by picking up a Chicago Rockford International Airport rental car. Budget, Alamo and National make getting on the road smooth sailing.
Booking at least a few weeks in advance of your flight from Daniel K. Inouye International Airport to Chicago is smart. As well as better prices, you'll be able to choose the vehicle make and model you prefer at RFD.
The street address for Chicago Rockford International Airport is 2 Airport Cir.

Best time to go to Chicago

Travel to Chicago during the high season if you prefer a lively atmosphere, but remember that hotel prices are typically higher. Alternatively, book your flights from Daniel K. Inouye International Airport to Chicago during low season when prices are cheaper and crowds are smaller.
The warmest month in Chicago is July, with temperatures ranging between 15ºC (59ºF) and 29ºC (84ºF). Book your Daniel K. Inouye International Airport to Chicago flight ticket then if that's the weather you find most pleasant.
Look for cheap tickets from HNL to Chicago in January if you'd rather travel when it's cooler. Temperatures are at their lowest then, ranging between -12ºC (10ºF) and 3ºC (37ºF) on average.

More about Chicago

When it comes to searching for somewhere to lay your head, you'll find the best stays in Chicago right here. Check out these hotels after locking in your flight from Daniel K. Inouye International Airport to Chicago:
Art Institute of Chicago and Millennium Park are just two of the top-rated attractions to add to your Chicago itinerary. Continue your sightseeing adventures at LandShark Beer Garden at Navy Pier.

Explore more of United States

Chicago has plenty to offer, but there are so many other parts of United States just waiting to be explored. About 451 kilometers south-east of Chicago, a visit to Columbus will keep you on the go. Start with leading attractions like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.
Around 257 kilometers south-east of Chicago, Indianapolis is another favorite stop in United States. Experience major highlights starting with The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.