CHI - HNL

$219 Find Cheap Flights from Chicago to Honolulu

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Honolulu departing on 9/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Honolulu

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Honolulu, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Honolulu, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Chicago to Honolulu (CHI-HNL)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Honolulu that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Honolulu

Tue, Nov 4 - Tue, Nov 18
American Airlines Logo
7:00 am - 2:59 pmORD-HNL
11h 59m1 stop
American Airlines Logo
7:00 pm - 7:10 amHNL-ORD
8h 10mnonstop
$428American Airlines
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Tue, Nov 4 - Wed, Nov 12
Delta Logo
6:00 am - 3:14 pmORD-HNL
13h 14m1 stop
Delta Logo
8:55 pm - 12:24 pmHNL-ORD
11h 29m1 stop
$437Delta
Find Deal
Wed, Sep 10 - Thu, Sep 18
Delta Logo
6:00 am - 1:15 pmMDW-HNL
12h 15m1 stop
Delta Logo
3:45 pm - 8:45 amHNL-MDW
12h 00m1 stop
$437Delta
Find Deal
Tue, Sep 23 - Tue, Oct 7
Alaska Airlines Logo
8:00 am - 8:31 pmORD-HNL
17h 31m2 stops
Alaska Airlines Logo
7:55 am - 6:59 pmHNL-ORD
30h 04m1 stop
$527Alaska Airlines
Find Deal
Tue, Nov 11 - Tue, Nov 18
Alaska Airlines Logo
8:00 am - 8:50 pmORD-HNL
16h 50m2 stops
Alaska Airlines Logo
11:30 pm - 1:54 pmHNL-ORD
10h 24m1 stop
$528Alaska Airlines
Find Deal
Mon, Aug 18 - Tue, Oct 7
Southwest Logo
9:20 pm - 10:20 amMDW-HNL
18h 00m1 stop
Southwest Logo
8:05 am - 12:25 amHNL-MDW
11h 20m1 stop
$529Southwest
Find Deal
Wed, Sep 17 - Tue, Sep 23
Southwest Logo
8:20 am - 9:00 pmMDW-HNL
17h 40m1 stop
Southwest Logo
11:35 am - 5:10 amHNL-MDW
12h 35m2 stops
$534Southwest
Find Deal
Fri, Oct 10 - Wed, Oct 15
Hawaiian Airlines Logo
8:20 am - 3:45 pmORD-HNL
12h 25m1 stop
Hawaiian Airlines Logo
1:05 pm - 6:21 amHNL-ORD
12h 16m1 stop
$582Hawaiian Airlines
Find Deal
Fri, Sep 19 - Sat, Sep 27
Hawaiian Airlines Logo
2:07 pm - 8:50 pmORD-HNL
11h 43m1 stop
Hawaiian Airlines Logo
7:50 am - 11:59 pmHNL-ORD
11h 09m1 stop
$635Hawaiian Airlines
Find Deal
Sat, Sep 20 - Sat, Sep 27
United Airlines Logo
8:20 pm - 11:40 amORD-HNL
20h 20m2 stops
United Airlines Logo
7:00 am - 5:06 amHNL-ORD
17h 06m2 stops
$660United Airlines
Find Deal
Expert advice

Expert advice for your flight from Chicago to Honolulu

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airports
ORD

For a quicker commute to downtown Chicago, take the CTA Blue Line train from ORD, avoiding traffic delays.

Read more about ORDby Stefanie Waldek
HNL

Use shared shuttles from HNL for economical transport to hotels, reservable in advance or at arrivals.

Read more about HNLby Ramsey Qubein
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on ORD

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on HNL

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Useful Info

KAYAK's insights & trends for Chicago to Honolulu flights

Get data-powered insights and trends into flights from Chicago to Honolulu to help you find the cheapest flights, the best time to fly and much more.

Find cheap flights to Honolulu
Find cheap flights to Honolulu

Planning a trip from Chicago to Honolulu? KAYAK’s data-powered insights will help you find cheap flights. Learn the best time to fly, how early to book your ticket, and other tips to secure great prices.

What is the cheapest Chicago to Honolulu flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to Honolulu.

Our data shows that the cheapest route for a return flight from Chicago to Honolulu cost $720 and was between Chicago O'Hare Intl Airport (ORD) and Honolulu (HNL). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $720.

What’s the cheapest day of the week to fly from Chicago to Honolulu?

The average price of all round-trip flights from Chicago to Honolulu clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to Honolulu, you should consider leaving on a Wednesday and avoid Sundays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Wednesdays and the most expensive ones on Saturdays.

What is the cheapest month to fly from Chicago to Honolulu?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Honolulu, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Honolulu is February, where tickets cost $611 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $1,072 and $940 respectively.

How far in advance should I book a flight from Chicago to Honolulu?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Honolulu, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Honolulu, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low seasonApril
High seasonMarch
Cheapest flight$219
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 15% increase in price.
Flight from Chicago O'Hare Airport to Honolulu

When to book flights from Chicago to Honolulu

Are your dates flexible? Find out the best times to travel from Chicago to Honolulu based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Honolulu

  • What are the most common layovers between Chicago and Honolulu?

    The popular layover destinations between Chicago and Honolulu include San Francisco, Los Angeles, and Las Vegas. Airlines that serve this route have different layovers which means your layover will be determined by the airline you choose to travel with. If you choose to travel with Southwest, your layover will be in Las Vegas, while if you travel with United, your layover will be in San Francisco or Los Angeles.

  • Does ORD have a prayer room?

    If you’d like to pray while waiting for your flight to Honolulu at ORD, you are welcome to seek a quiet moment in the O’Hare International Airport Interfaith Chapel. Open to all passengers, regardless of their religion, this prayer and meditation room is found on the Mezzanine Level of Terminal 2.

  • Where can I get assistance at MDW?

    If you need assistance at MDW, head to the main entrance of the airport’s main terminal. Here, you’ll find an information desk manned by knowledgeable staff.

  • Where can I withdraw money at HNL?

    If you want to withdraw cash in HNL, there are many ATMs both before and after security in Terminals 1 and 2. If you have foreign currency notes that you’d like to exchange, you can do so at the Central Lobby Business Center in Terminal 2.

  • What is the cheapest flight from Chicago to Honolulu?

    In the last 3 days, the lowest price for a flight from Chicago to Honolulu was $219 for a one-way ticket and $428 for a round-trip.

  • Do I need a passport to fly between Chicago and Honolulu?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago to Honolulu?

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Honolulu is the only airport in Honolulu. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Honolulu?

    Only American Airlines offers inflight Wi-Fi service on the Chicago to Honolulu flight route.

  • Which aircraft models fly most regularly from Chicago to Honolulu?

    The Boeing 787-10 Dreamliner is the aircraft model that flies most regularly on the Chicago to Honolulu flight route.

  • Which airline alliances offer flights from Chicago to Honolulu?

    Star Alliance is the only airline alliance operating flights between Chicago and Honolulu.

  • On which days can I fly direct from Chicago to Honolulu?

    There are nonstop flights from Chicago to Honolulu on a daily basis.

  • Which is the best airline for flights from Chicago to Honolulu, Alaska Airlines or Southwest?

    The two airlines most popular with KAYAK users for flights from Chicago to Honolulu are Alaska Airlines and Southwest. With an average price for the route of $665 and an overall rating of 8.0, Alaska Airlines is the most popular choice. Southwest is also a great choice for the route, with an average price of $732 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Chicago to Honolulu?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Honolulu.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Honolulu?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Honolulu from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Honolulu?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Honolulu with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Honolulu?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Honolulu from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Honolulu

  • Looking for a cheap flight? 25% of our users found flights on this route for $457 or less one-way and $957 or less round-trip.
  • There are flights to Honolulu from both Chicago Midway International Airport (MDW) and Chicago O’Hare International Airport (ORD). MDW is easier to get to from downtown Chicago than ORD, so this might be important to consider when booking. Additionally, it tends to be a less crowded airport than ORD, making it easier to navigate. If you’d like to fly to Honolulu from Chicago, it’s in your best interest to book a flight that departs from MDW.
  • If you choose to fly to Honolulu from ORD, you should plan to get to this airport at least 2h before your flight is scheduled to take off. Reaching the airport this early on the day you’re supposed to travel will give you ample time to go through the airport’s tedious security checks.
  • You can privately breastfeed your baby at either MDW or ORD, as both airports offer baby nursing rooms. At MDW, the single nursing room at the airport is located in Concourse C next to the yoga room. At ORD, there are nursing rooms located near gate B10 in Terminal 1, in the walkway between gates E5 and F9, near the yoga room in Terminal 3, and near gate M14 in Terminal 5.
  • Your flight to Honolulu will arrive to Daniel K. Inouye International Airport (HNL). While at this airport, you can check out various art installations spread throughout its terminals. You can also relax at the airport’s beautifully landscaped Chinese, Japanese, and Hawaiian gardens.
  • To travel from HNL to your preferred destination in Honolulu, you can take a taxi, a bus, or a Roberts Hawaii Speed Shuttle. If you’d like to travel to your destination quickly, you should consider a taxi. If affordability is an important factor, you should take one of the public buses. In case you’d like to balance speed and cost, try the Roberts Hawaii Speed Shuttle.

Prefer to fly direct from Chicago to Honolulu?

Find which airlines fly direct from Chicago to Honolulu Airport, which days they fly and book direct flights.

Direct departures

Chicago to Honolulu

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

Honolulu to Chicago

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights
See more direct flights

Top 5 airlines serving from Chicago to Honolulu

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Honolulu. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Honolulu? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Alaska AirlinesOverall score based on 10000 reviews
7.1Entertainment
8.5Crew
7.8Comfort
8.1Boarding
7.1Food
Airline reviews

Flight was delayed 5 hours. Missed connecting flight. Very little apology or attempt to make anything better. Got a $150 credit for next flight. There won’t be another flight. First time on Alaska - last time. Keep your credit. Should have done something more

2.0 MediocreMary, Jun 2025ORD - SEA
Read more Alaska Airlines reviews

Flight was delayed 5 hours. Missed connecting flight. Very little apology or attempt to make anything better. Got a $150 credit for next flight. There won’t be another flight. First time on Alaska - last time. Keep your credit. Should have done something more

So much better coming back to Seattle than my trip TO Chicago. This crew actually communicated with the passengers!! Rebecca, one of the crew, stopped and visited with me about sign language. She should get a bonus of some kind!! She's a very neat gal!! It was still warm inside the plane, but it was packed! I still think you could do better than those teeny tiny pretzels! These were spicy and tasted terrible! All in all, still a better ride coming home. Go Seahawks!!

Arrival delay waiting for another flight to be towed and deboarded

Our big luggage never made it to Boston. Very crucial to get it ASAP as heart medication is in there.

Wish I got An email stating that I needed to check in at hawaiian even if I made my ticket thru alaska. I had to walk to terminal A from Terminal B.

Waited for an hour to take off with no reason for delay.

Tight legroom. The breakfast was provided, which was a plus, and okay the taste.

Awful. We got the last seats and they don't recline. We've been on this horrible journey since 6am and won't get to our destination almost a full day later. Oh and no food, either. Never again.

Ted. F/A in fist class did a great job! Very nice

Only problem my credit card had over three pending credit card charges for luggages. I hope these charges do not post. I have already contacted my credit card companies.

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

The check in and bag drop off for Sky Priority members is slow. The Clear security was also slow - a TSA issue.

I am still upset that my bag was lost on a recent trip to Rome ; we were inconvenienced and out €150 Euros ; delta has refused to reimburse us

I am very bothered by the events today. I can't believe the flight attendants allowed someone to take my seat and made me move. It was embarrassing. I was in the right. The lady just didn't want move. I can't believe delta would allow this to stand and disrespect my rights as a passenger. The lady complained about her leg and that she couldn't move. Firstly somehow she was able to make it to row 24. Not sure how much her leg could have hurt. Secondly, I'm in plenty of pain myself. I just finished chemotherapy a several weeks ago. My body is constantly sore. Yet deltas flight attendants didn't appropriately protect my rights. In the end they found me a seat on the plane but I want to understand how delta can operate this way. They in essence allowed a bully to get their way.

Boarding seemed to be organized bedlam. For what ever reason, preboarding took longer than 20 minutes. Made the plane 20 minutes late taking off. Luckily we arrived on time. Flight crew seemed very friendly. Only slight turbulence.

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

The personnel were professional and friendly. The Boeing 737 Max 9 is too claustrophobic and was very warm at both airport gates, and still warm in the air.

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

The design of the light switch on the arm rest is ridiculous.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Angela was the best fa ever. She made that 8 hour flight a breeze

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

Everything you need to know for your flight from Chicago to Honolulu

Information on your arrival and departure airports

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