HNL - CHI

$209 Find Cheap Flights from Honolulu to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
$553
Typical prices: $642-$985
Delta
Sun 12/23Mon 12/31
HNL - ORD • 2 stops
Cheapest non-stop
$567
Typical prices: $709-$1,136
American Airlines
Sat 12/22Thu 1/4
HNL - ORD • Non-stop
Nonstop flights
You can fly direct with United Airlines and American Airlines. Average duration is 8h 14m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 5% average savings
Most popular
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 16 weeks in advance save around 43% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 33% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $570 (round-trip)
Shortest trip • 10h 43m (one-way)
Insights
Insights
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Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Honolulu to Chicago (HNL-CHI)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Honolulu to Chicago

Wed, Dec 23 - Thu, Dec 31
Delta Logo
11:43 pm - 8:18 pmHNL  Honolulu-ORD Chicago O'Hare Intl
16h 35m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County
Delta Logo
7:00 am - 10:03 pmORD  Chicago O'Hare Intl-HNL Honolulu
19h 03m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl
$553Delta
Tue, Dec 1 - Thu, Dec 3
Delta Logo
10:59 pm - 6:26 pmHNL  Honolulu-ORD Chicago O'Hare Intl
15h 27m2 stops Los Angeles Detroit Metropolitan Wayne County
Delta Logo
8:39 am - 9:09 pmORD  Chicago O'Hare Intl-HNL Honolulu
16h 30m2 stops Detroit Metropolitan Wayne County Los Angeles
$553Delta
Tue, Nov 17 - Tue, Nov 24
United Airlines Logo
8:25 pm - 1:15 pmHNL  Honolulu-ORD Chicago O'Hare Intl
12h 50m1 stop Denver Intl
United Airlines Logo
9:15 am - 2:27 pmORD  Chicago O'Hare Intl-HNL Honolulu
9h 12mnonstop
$555United Airlines
Tue, Nov 17 - Tue, Nov 24
United Airlines Logo
7:55 am - 10:59 pmHNL  Honolulu-ORD Chicago O'Hare Intl
11h 04m1 stop Los Angeles
United Airlines Logo
9:15 am - 2:27 pmORD  Chicago O'Hare Intl-HNL Honolulu
9h 12mnonstop
$555United Airlines
Wed, Nov 18 - Mon, Nov 23
American Airlines Logo
7:00 pm - 7:27 amHNL  Honolulu-ORD Chicago O'Hare Intl
8h 27mnonstop
American Airlines Logo
11:45 am - 10:23 pmORD  Chicago O'Hare Intl-HNL Honolulu
14h 38m1 stop Los Angeles
$555American Airlines
Thu, Nov 19 - Mon, Nov 23
American Airlines Logo
7:00 pm - 7:21 amHNL  Honolulu-ORD Chicago O'Hare Intl
8h 21mnonstop
American Airlines Logo
1:24 pm - 10:23 pmORD  Chicago O'Hare Intl-HNL Honolulu
12h 59m1 stop Los Angeles
$555American Airlines
Tue, Nov 17 - Tue, Nov 24
Multiple Airlines Logo
10:25 pm - 3:00 pmHNL  Honolulu-ORD Chicago O'Hare Intl
12h 35m1 stop Seattle/Tacoma Intl
Multiple Airlines Logo
7:26 am - 12:38 pmORD  Chicago O'Hare Intl-HNL Honolulu
33h 12m1 stop San Diego
$560Multiple Airlines
Wed, Feb 10 - Fri, Feb 19
Multiple Airlines Logo
8:10 am - 11:59 pmHNL  Honolulu-ORD Chicago O'Hare Intl
11h 49m1 stop Seattle/Tacoma Intl
Multiple Airlines Logo
7:55 pm - 9:55 pmORD  Chicago O'Hare Intl-HNL Honolulu
30h 00m1 stop San Diego
$560Multiple Airlines
Fri, Apr 16 - Mon, Apr 19
Southwest Logo
2:25 pm - 5:45 amHNL  Honolulu-MDW Chicago Midway
10h 20m1 stop Sacramento Intl
Southwest Logo
6:50 am - 1:20 pmMDW  Chicago Midway-HNL Honolulu
11h 30m1 stop Phoenix Sky Harbor Intl
$572Southwest
Tue, Nov 17 - Mon, Nov 30
Southwest Logo
11:15 pm - 5:20 pmHNL  Honolulu-MDW Chicago Midway
14h 05m2 stops San Diego Phoenix Sky Harbor Intl
Southwest Logo
6:00 am - 2:00 pmMDW  Chicago Midway-HNL Honolulu
12h 00m1 stop San Diego
$579Southwest
Booking Insights

Price, demand and travel trends for Honolulu to Chicago flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

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

Round-trip flights from Honolulu to Chicago typically range from $642 to $985. The lowest price found in the past 5 days was $553, on Delta.

What is the cheapest Honolulu to Chicago flight route?

There's little price difference between Honolulu to Chicago routes. They average around $773 round-trip, based on KAYAK data over the past 12 months.

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

Based on deals KAYAK users found in the last 12 months, Thursday is the cheapest day of the week to fly from Honolulu to Chicago. It’s 5% cheaper than the average day, while Saturday is the most expensive, with prices 17% higher.

What’s the cheapest month to fly from Honolulu to Chicago?

•January is the cheapest month to fly from Honolulu to Chicago at $531 round-trip.
•June ($1,044) and July ($940) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 96% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Honolulu to Chicago the cheapest?

Flights from Honolulu to Chicago are cheapest 16 weeks before departure. Booking in this window typically costs about 43% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Honolulu to Chicago

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
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.

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.

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.

Key details for Honolulu to Chicago flights

Low season

March

Cheapest flight

$209
Beat the crowds with an average 39% drop in travelers.
The most popular month to fly with an average 42% increase in travelers.
One-way flight from Honolulu to Chicago Midway 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

Your Honolulu to Chicago flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Honolulu to Chicago?

    These are the earliest and latest flight times available from Honolulu to Chicago:

    • Earliest: departs at 3:55 pm and lands at 12:09 am
    • Latest: departs at 7:45 pm and lands at 3:59 am.

    The flight takes about 8h 14m.

  • What cabin classes can I book on flights from Honolulu to Chicago?

    Four cabin classes are available on flights from Honolulu to Chicago:

    • Economy Class
    • Premium Economy Class
    • Business Class
    • First Class

    Prices vary by airline.

  • How long is a flight from Honolulu to Chicago?

    A nonstop flight from Honolulu to Chicago takes 8h 14m, covering 4,249 miles.

  • Do I need a passport to fly from Honolulu to Chicago?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Honolulu to Chicago flight?

    Round-trip flights from Honolulu to Chicago range from $642 to $985, with an average of $797 over the past 12 months. Anything below $642 counts as a good deal.

  • How expensive are last-minute Honolulu to Chicago flights?

    Last-minute fares on this route (booked within two weeks of departure) run 16% above the $797 route average. Book 16 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Honolulu to Chicago?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $570 round-trip via San Diego (SAN), compared to $886 for nonstop.

  • What is the standard checked-bag allowance on flights from Honolulu to Chicago?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • How are flight departures from Honolulu to Chicago spread across the day?

    Afternoon is the busiest departure period on Honolulu to Chicago flights, with 50% of flights leaving in that window. Evening departures account for 50%, morning flights for 0%, and night flights for 0%.

  • Have flight prices from Honolulu to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $553 to $4,534. That means the highest observed fare was about 8x higher than the lowest one.

  • Which airlines offer Wi-Fi on Honolulu to Chicago flights?

    American Airlines is the only airline on the Honolulu to Chicago route offering in-flight Wi-Fi. Pricing depends on fare class.

  • How are flight prices from Honolulu to Chicago looking right now?

    One-way fares from Honolulu to Chicago are currently lower than usual. Average one-way flight prices are about $239, which is 44% below the typical average for this route.

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) — daily rates averaging $64:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Ace
    • Dollar

    Near Chicago Midway Airport (MDW) — daily rates averaging $84:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) — daily rates averaging $81:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • Which airports can I use when flying from Honolulu to Chicago?

    Flights from Honolulu to Chicago usually depart from Honolulu (HNL) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • Which airports do connecting flights from Honolulu to Chicago pass through?

    One-stop flights from Honolulu to Chicago most commonly connect through:

    • Los Angeles (LAX) - 41% of one-stop connections
    • San Diego (SAN) - 22% of one-stop connections
    • Seattle/Tacoma Intl (SEA) - 12% of one-stop connections
    • Phoenix Sky Harbor Intl (PHX) - 9% of one-stop connections

  • Can I save money by using flexible dates for flights from Honolulu to Chicago?

    Yes. Flexible dates can save you up to 20% on flights from Honolulu to Chicago. Thursday is the cheapest departure day at $758 round-trip on average, while Saturday is the most expensive at $939, a difference of $181.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Honolulu to Chicago?

    2 airlines operate flights between Honolulu and Chicago. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines

  • How much time can I save by choosing a different layover airport from Honolulu to Chicago?

    Flying via San Francisco (SFO) gives the shortest average 1-stop total travel time at 10h 43m, compared with 10h 55m via Denver Intl (DEN) and 10h 59m via Las Vegas Harry Reid Intl (LAS).

  • What is the time difference between Honolulu and Chicago?

    Chicago is 5 hours ahead of Honolulu (Central Time vs Hawaii-Aleutian Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Honolulu to Chicago flights?

    Among airlines operating Honolulu to Chicago flights:

    • United Airlines: offers extra legroom; offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Honolulu to Chicago flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

  • 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.

Your guide to booking Honolulu to Chicago flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Thursday departure and avoid flying on Saturday. On this route, Thursday flights average $758, about $181 less than Saturday fares (19% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 16 weeks before you fly. On this route, that window historically saves about 43% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Honolulu to Chicago trip for January. Fares historically average $531 round-trip in that month - typically $513 less than the most expensive month, which is June (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through San Diego Airport (SAN) can be cheaper than flying direct. The cheapest layover option averages $570 round-trip on this route - about $316 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

    • DoubleTree by Hilton Chicago Midway Airport
    • Holiday Inn Chicago - Midway Airport S by IHG
    • Skylark Motel Chicago Midway Airport
  • 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?

 
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

More options for your flight from Honolulu to Chicago

Complete your trip to Chicago with a hotel stay or car rental