CHI - HNL

$216 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 5/29. 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.
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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 Flight Deals 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.

Recent round-trip flight deals from Chicago to Honolulu

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Honolulu.
Discover the best prices for you by selecting your travel dates on KAYAK.
American Airlines Logo
1:33 pm - 9:11 pmORD-HNL
12h 38m1 stop
American Airlines Logo
8:27 pm - 2:15 pmHNL-ORD
12h 48m1 stop
$461American Airlines
Find Deal
Fri, May 30 - Thu, Jun 5
Alaska Airlines Logo
7:18 pm - 10:15 pmORD-HNL
31h 57m1 stop
Alaska Airlines Logo
1:10 pm - 7:03 amHNL-ORD
12h 53m1 stop
$465Alaska Airlines
Find Deal
Sat, Aug 16 - Tue, Aug 26
American Airlines Logo
8:50 am - 4:51 pmORD-HNL
13h 01m1 stop
American Airlines Logo
10:43 pm - 2:17 pmHNL-ORD
10h 34m1 stop
$467American Airlines
Find Deal
Sun, Sep 14 - Tue, Sep 23
Delta Logo
7:30 am - 7:20 pmORD-HNL
16h 50m1 stop
Delta Logo
12:35 pm - 7:26 amHNL-ORD
13h 51m2 stops
$473Delta
Find Deal
Sun, Sep 14 - Tue, Sep 23
Delta Logo
9:30 am - 9:20 pmORD-HNL
16h 50m2 stops
Delta Logo
8:25 pm - 4:47 pmHNL-ORD
15h 22m2 stops
$478Delta
Find Deal
Wed, Sep 3 - Thu, Sep 11
Delta Logo
9:20 am - 9:20 pmMDW-HNL
17h 00m2 stops
Delta Logo
12:35 pm - 8:46 amHNL-MDW
15h 11m2 stops
$478Delta
Find Deal
Wed, Sep 3 - Thu, Sep 11
Southwest Logo
9:10 pm - 10:20 amMDW-HNL
18h 10m1 stop
Southwest Logo
8:05 am - 12:30 amHNL-MDW
11h 25m1 stop
$479Southwest
Find Deal
Wed, Sep 3 - Thu, Sep 11
Southwest Logo
9:10 pm - 10:20 amMDW-HNL
18h 10m1 stop
Southwest Logo
11:35 am - 10:30 amHNL-MDW
17h 55m2 stops
$497Southwest
Find Deal
Wed, Sep 3 - Thu, Sep 11
Alaska Airlines Logo
7:00 am - 8:37 pmORD-HNL
18h 37m1 stop
Alaska Airlines Logo
1:40 pm - 6:59 pmHNL-ORD
24h 19m1 stop
$510Alaska Airlines
Find Deal
Tue, May 27 - Mon, Jun 2
United Airlines Logo
7:43 pm - 11:18 amORD-HNL
20h 35m2 stops
United Airlines Logo
7:00 am - 5:10 amHNL-ORD
17h 10m1 stop
$669United Airlines
Find Deal
Fri, Oct 17 - Tue, Oct 28
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 quick commute to downtown Chicago, take the CTA Blue Line from ORD, avoiding traffic delays and offering 24-hour service.

Read more about ORDby Stefanie Waldek
HNL

Use shared shuttles from HNL to hotels for an economical ride. Reserve in advance or find options in the arrivals area.

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 $747 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 $747.

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 Thursday and avoid Saturdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Mondays 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 $596 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $1,098 and $944 respectively.

Can I save money by flying with a layover from Chicago to Honolulu?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $1,465, prices are generally cheapest when you fly direct.

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 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Good to know

Low seasonApril
High seasonMarch
Cheapest flight$216
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 16% 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 $216 for a one-way ticket and $461 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 $668 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 $726 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 $522 or less one-way and $963 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 9968 reviews
7.1Food
8.2Boarding
8.5Crew
7.1Entertainment
7.9Comfort
Airline reviews

Long delay before boarding. By the time I was informed of the delay I was already at the gate.

6.0 GoodJulie, Apr 2025LAX - LIH
Read more Alaska Airlines reviews

Long delay before boarding. By the time I was informed of the delay I was already at the gate.

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.

Paid for first class, but the flight attendant for first class did the minimum required. She really ever came to pick up the trash, and never asked if we needed anything. Every person had to ring for the flight attendants if they wanted any extra drinks. When I went back to use the restroom, she was just sitting on her phone.

When we checked in our luggage, we had to use the tray, but include this tray is extra weight. I think you should not use the tray.

From my interactions with the Oakland airport staff through TSA through the gate agents to the flight crew on Hawaiian they were just so kind professional and helpful.. the only thing I would add would be the they need more help and TSA and on the Hawaiian airlines flight it would be so much nicer for them to play beautiful Hawaiian music on the way over there.. they didn't start playing it until right before we landed..

Excellent gate to gate delivery by wheelchair staff. Really appreciate it!

I flew from San Francisco to Honolulu on Alaska Airlines codeshare with Hawaiian Airlines, with a Hawaiian Airlines plane and crew. The flight was well organized, including boarding and deboarding. The crew was professional. Unfortunately, the charging ports at my seat and the seat next to me were broken. The Hawaiian airline terminal was a pleasant surprise compared to the rest of Honolulu airport.

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

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

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

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Well, this is my second flight from THE first one that I took and this one was from Manila to Guam. The flight was comfortable. I did end up in first class. However, I had to fight for it a little bit, but when I went to Guam, I had to stay an extra night there, which was accommodated by united Which I'm pleased for that. The only thing that I have to say is when a situation happens with a cancelation. And you got first class guests very important that you accommodate and make sure that they have their flights before everybody else does, because we pay big money for the service and it is not cheap also. Take note There are things that we have planned as well. So this kind of damaged the tail end of my vacation, which I lost out in $2500 worth of car rentals hotel fair in Honolulu, Hawaii. I'm really hoping that I can be reimbursed at least that money from the insurance that I have on the trip through united. I will be submitting that in as well. When I'm back in the United States, because I'm currently in Guam. Staying good night. I'm waiting for my next flight out. For tomorrow morning..

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

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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