HNL - CHI

$170 Find Cheap Flights from Honolulu to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Honolulu to Chicago departing on 2/26. 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, 0 bags

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Honolulu to Chicago.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Honolulu to Chicago.
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Everything you should know

Cheapest round-trip
$342
Southwest
Thu 2/26Sun 3/1
HNL - MDW • 1 stop
Cheapest non-stop
$419
Typical prices: $716-$1,708
United Airlines
Wed 2/25Wed 3/4
HNL - ORD • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
Choose Economy Plus on United for extra legroom.
Explore HNL's cultural gardens before your flight.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Southwest
Cheapest • from $342 (round-trip)
Alaska Airlines
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
HNL
-
ORD
Cheapest
HNL
-
ORD
Most popular
Insights
Insights
Insights
Insights
When to travel
February
Cheapest • 33% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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Flight Deals
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Expert advice
Flight Deals

Cheap Flights from Honolulu to Chicago (HNL-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Honolulu to Chicago 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 Honolulu to Chicago

Thu, Feb 26 - Sun, Mar 1
Southwest Logo
9:55 pm - 6:20 pm
HNL
-
MDW
16h 25m
1 stop
Southwest Logo
10:50 am - 9:00 pm
MDW
-
HNL
14h 10m
1 stop
$342Southwest
Thu, Feb 26 - Sun, Mar 1
Southwest Logo
9:55 pm - 1:40 pm
HNL
-
MDW
11h 45m
2 stops
Southwest Logo
10:50 am - 9:00 pm
MDW
-
HNL
14h 10m
1 stop
$348Southwest
Wed, Feb 18 - Tue, Feb 24
United Airlines Logo
10:55 pm - 1:14 pm
HNL
-
ORD
10h 19m
1 stop
United Airlines Logo
9:30 am - 2:54 pm
ORD
-
HNL
9h 24mnonstop
$372United Airlines
Thu, Feb 26 - Thu, Mar 5
United Airlines Logo
12:35 pm - 5:03 am
HNL
-
ORD
12h 28m
1 stop
United Airlines Logo
9:40 am - 3:04 pm
ORD
-
HNL
9h 24mnonstop
$381United Airlines
Wed, Apr 29 - Sat, May 2
Alaska Airlines Logo
10:00 pm - 7:03 pm
HNL
-
ORD
16h 03m
1 stop
Alaska Airlines Logo
8:48 pm - 11:05 am
ORD
-
HNL
19h 17m
1 stop
$383Alaska Airlines
Wed, Feb 25 - Wed, Mar 4
Alaska Airlines Logo
11:35 pm - 2:58 pm
HNL
-
ORD
11h 23m
1 stop
Alaska Airlines Logo
8:20 am - 7:59 pm
ORD
-
HNL
15h 39m
1 stop
$394Alaska Airlines
Tue, Mar 3 - Wed, Mar 11
Multiple Airlines Logo
11:35 pm - 2:58 pm
HNL
-
ORD
11h 23m
1 stop
Multiple Airlines Logo
7:00 am - 9:01 pm
ORD
-
HNL
19h 01m
2 stops
$407Multiple Airlines
Thu, Feb 26 - Thu, Mar 5
Multiple Airlines Logo
8:11 am - 11:59 pm
HNL
-
ORD
11h 48m
1 stop
Multiple Airlines Logo
3:07 pm - 10:58 am
ORD
-
HNL
23h 51m
2 stops
$408Multiple Airlines
Wed, Apr 29 - Sun, May 3
Delta Logo
3:15 pm - 8:47 am
HNL
-
MDW
12h 32m
1 stop
Delta Logo
6:00 am - 1:45 pm
MDW
-
HNL
12h 45m
1 stop
$424Delta
Wed, Apr 29 - Sun, May 3
Delta Logo
4:10 pm - 12:43 pm
HNL
-
MDW
15h 33m
2 stops
Delta Logo
6:00 am - 1:45 pm
MDW
-
HNL
12h 45m
1 stop
$430Delta
Booking Insights

KAYAK's insights & trends for Honolulu to Chicago flights

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

How much is a round-trip flight from Honolulu to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Honolulu to Chicago departing in February.

What is the cheapest Honolulu to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Honolulu to Chicago costs $478 on the route between Honolulu (HNL) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

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

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

If your flying dates are flexible, you should consider flying to Chicago on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Honolulu to Chicago. For your return ticket, we recommend flying on a Monday and avoiding Saturdays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Honolulu to Chicago, 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 Honolulu to Chicago is February, where tickets cost $473 (return) on average. On the other hand, the most expensive months are July and June, where the average cost of round-trip tickets is $857 and $853 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Honolulu to Chicago, 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 Honolulu to Chicago, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Expert advice

Expert advice for your flight from Honolulu to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines and ORD

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.

Ramsey Qubein

Ramsey Qubein

Expert on HNL

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.

Good to know

Low seasonFebruary
Cheapest flight$170
Best time to beat the crowds with an average 34% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Honolulu to Chicago O'Hare Airport

When to book flights from Honolulu to Chicago

Are your dates flexible? Find out the best times to travel from Honolulu to Chicago 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 Honolulu to Chicago

  • What types of flights can I choose between Honolulu and Chicago?

    Nonstop flights from Honolulu to Chicago are not offered. Instead, your trip will either require one or two layovers before you reach your destination. If you have just one layover, your flight will likely be operated by United Airlines. Layovers frequently take place in cities such as Kona, San Francisco, or Seattle.

  • How can I easily go from downtown Honolulu to Daniel K. Inouye International Airport?

    When you drive from downtown Honolulu to Daniel K. Inouye International Airport, you can expect the car ride to typically take around 10 to 15 minutes. You can choose to take public transit instead, like bus lines 9, 40, 42, or 51, which will bring you to the airport in approximately 20 to 25 minutes.

  • What transportation can be used to go from O'Hare International Airport to central Chicago?

    Those that will be driving from O'Hare International Airport to central Chicago will have a journey of approximately 45 minutes unless there is additional traffic. If you take public transit instead, including the Blue metro line, you will arrive in the city center in around 50 to 55 minutes.

  • Do you have the option of renting a car directly from Chicago Midway International Airport?

    Chicago Midway International Airport has its own car rental facility that is in the Arrivals terminal. In this facility, you will find offices for several different rental companies, including Alamo, National, and Thrifty. All these companies have their fleets directly at the airport, so it will be just a short walk from the facility to your vehicle.

  • What is the cheapest flight from Honolulu to Chicago?

    In the last 3 days, the lowest price for a flight from Honolulu to Chicago was $170 for a one-way ticket and $342 for a round-trip.

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

    No

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

    American Airlines, JetBlue, Alaska Airlines, and Delta offer inflight Wi-Fi service on the Honolulu to Chicago flight route.

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

    The Boeing 787-8 Dreamliner is the aircraft model that flies most regularly on the Honolulu to Chicago flight route.

  • Which airline alliances offer flights from Honolulu to Chicago?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Honolulu and Chicago, with SkyTeam being the most commonly used for this route.

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

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

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

    The two airlines most popular with KAYAK users for flights from Honolulu to Chicago are Alaska Airlines and Southwest. With an average price for the route of $686 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 $727 and an overall rating of 8.0.

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

    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 Honolulu to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Honolulu 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 Honolulu to Chicago?

    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 Chicago with an airline and back to Honolulu with another airline.

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

    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 Chicago from Honolulu 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 Honolulu to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $322 or less one-way and $596 or less round-trip.
  • The largest transportation center in the state of Hawaii, Daniel K. Inouye International Airport (HNL) is also a focus city for Hawaiian Airlines and Aloha Airlines. Because of this, you will find quite a few different flights that depart from HNL and are operated by one of these companies.
  • When you choose to fly to the general Chicago region, you can fly to two different airports. While Chicago Midway International Airport (MDW) can be found around 12 miles from the city center, O'Hare International Airport (ORD) is around 17 miles from central Chicago.
  • Before your flight departs from Daniel K. Inouye International Airport, consider relaxing in one of the several lounges that are spread throughout the terminals. In Terminal 1, you will find options like the Hawaiian Airlines Premier Club Lounge and the Plumeria Lounge, while in Terminal 2, there is the IASS Hawaii Lounge and the Qantas Club.
  • Once you have landed at Chicago Midway International Airport, you may want to grab a bite to eat. There are several places to choose from in the main terminal, including Pegasus On The Fly, Dunkin Donuts, and Gold Coast Dogs.
  • Parents will want to take note of the fact that O'Hare International Airport has several mothers' rooms and lactation pods in each of the airport’s terminals. In these different rooms, there are small seating areas, running water, changing tables, and extra space for you to store your stroller while tending to your little one.

Prefer to fly direct from Honolulu to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Honolulu to Chicago.
Find which airlines fly direct from Honolulu Airport to Chicago, which days they fly and book direct flights.

Direct departures

Honolulu to Chicago

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Direct returns

Chicago to Honolulu

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Reviews of the top 5 airlines serving from Honolulu to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Honolulu to Chicago. 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 Honolulu to Chicago? 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 11807 reviews
7.1Food
8.5Crew
7.0Entertainment
7.8Comfort
8.1Boarding
Airline reviews

Worst first/business class I have ever flown after 75 years on planes. Barely acceptable seats, terrible food, uninterested attendants, unavailable WiFi. I’ll never fly this airline again.

4.0 OkayJerry, Jan 2026
SAN - ORD
Read more Alaska Airlines reviews

Worst first/business class I have ever flown after 75 years on planes. Barely acceptable seats, terrible food, uninterested attendants, unavailable WiFi. I’ll never fly this airline again.

I paid for WiFi but it never really worked. That was frustrating.

Dropping off of the checked bags took way longer than it should have. The agent for the pre-tagged and ready to drop off line was gone and didn't come back for about 15 minutes. The other bag check lines were barely moving. Agents were standing around and not much was getting done. Everything else about the flight was great.

I flew Hawaiian Airlines three times during my trip. Each time, when we went to baggage claim, it took about 45 minutes to an hour to receive our luggage.

The kiosk was fast. I got in and got my baggage tag right away. There was a long lines at baggaged check in But it moved fast and checked my baggage with no problem. The flight was good. The flight attendants were very helpful, friendly and always smiling.

We were very late to take off, late exit plane, and luggage took a long time.

Short trip from Honolulu to Kauai. Not a major issue. Only concern was the drop off of the luggage for departure. Only one person handling all of the passengers. She was busting her butt.

I love the flight ✈️ Hawaiian Airlines. All stuffs are fantastic members ♡ sweet hearts and families warm welcome 🙏 I have milage of Hawaiian Airlines members so get points .also I booked kayak agent got cheap price ! I satisfied flight with Hawaiian Airlines ♡ thank you

Good, but because I fly internationally I found the food and service lousy compared to European standards. You should include a regular small mean (and not a lousy sandwich) and ear phones. People who travel from Europe are not aware of limited services.

Confusing now Hawaiian and Alaskan have merged, hard to check in - they need to uncomplicated things.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

My flight out of Baton Rouge to Atlanta was delayed by a half hour. This got us into Atlanta airport 30 minutes late. I ran through the airport to get to my connecting flight. As I approached the boarding gate, I saw the boarding door was still open and a passenger was being checked in. But when I got to the gate, the boarding agent told me they had already given away my seat and there were no empty seats on that flight. So I had to take a later flight. That has never happened to me before. Very frustrating.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Flight arrived 30 min early and bag was waiting at the baggage pickup. United Club HNL was one of the nicest in the system

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

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

Information on your arrival and departure airports