HNL - CHI

$223 Find Cheap Flights from Honolulu to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
$470
Typical prices: $625-$993
Southwest
Mon 11/5Thu 11/8
HNL - MDW • 1 stop
Cheapest non-stop
$547
Typical prices: $739-$1,174
American Airlines
Sun 12/2Fri 12/7
HNL - ORD • Non-stop
Nonstop flights
You can fly direct with United Airlines and American Airlines. Average duration is 8h 11m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 7% 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 • 25% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $566 (round-trip)
Shortest trip • 10h 55m (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

Thu, Nov 5 - Sun, Nov 8
Southwest Logo
10:50 pm - 5:55 pmHNL  Honolulu-MDW Chicago Midway
15h 05m1 stop San Jose
Southwest Logo
7:25 am - 7:30 pmMDW  Chicago Midway-HNL Honolulu
16h 05m1 stop Los Angeles Los Angeles
$470Southwest
Thu, Nov 5 - Sat, Nov 14
Alaska Airlines Logo
11:09 pm - 6:59 pmHNL  Honolulu-ORD Chicago O'Hare Intl
15h 50m1 stop San Diego
Alaska Airlines Logo
6:35 pm - 11:10 amORD  Chicago O'Hare Intl-HNL Honolulu
20h 35m1 stop Seattle/Tacoma Intl
$470Alaska Airlines
Tue, Oct 20 - Sun, Oct 25
Multiple Airlines Logo
11:30 pm - 4:50 pmHNL  Honolulu-ORD Chicago O'Hare Intl
12h 20m1 stop Seattle/Tacoma Intl
Multiple Airlines Logo
6:00 am - 1:30 pmORD  Chicago O'Hare Intl-HNL Honolulu
12h 30m1 stop Seattle/Tacoma Intl
$470Multiple Airlines
Wed, Oct 21 - Wed, Oct 28
Multiple Airlines Logo
11:30 pm - 6:20 pmHNL  Honolulu-ORD Chicago O'Hare Intl
13h 50m1 stop Seattle/Tacoma Intl
Multiple Airlines Logo
3:49 pm - 11:54 pmORD  Chicago O'Hare Intl-HNL Honolulu
13h 05m1 stop Seattle/Tacoma Intl
$470Multiple Airlines
Tue, Oct 27 - Tue, Nov 3
Southwest Logo
1:10 pm - 5:55 amHNL  Honolulu-MDW Chicago Midway
11h 45m1 stop Oakland
Southwest Logo
10:00 am - 9:20 pmMDW  Chicago Midway-HNL Honolulu
15h 20m2 stops Las Vegas Harry Reid Intl San Diego
$476Southwest
Tue, Feb 2 - Wed, Feb 3
Alaska Airlines Logo
8:10 am - 11:59 pmHNL  Honolulu-ORD Chicago O'Hare Intl
11h 49m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
2:11 pm - 10:08 pmORD  Chicago O'Hare Intl-HNL Honolulu
11h 57m1 stop Portland
$486Alaska Airlines
Wed, Dec 2 - Mon, Dec 7
American Airlines Logo
7:00 pm - 7:20 amHNL  Honolulu-ORD Chicago O'Hare Intl
8h 20mnonstop
American Airlines Logo
10:00 am - 3:25 pmORD  Chicago O'Hare Intl-HNL Honolulu
9h 25mnonstop
$547American Airlines
Mon, Nov 23 - Mon, Nov 30
American Airlines Logo
7:00 pm - 7:21 amHNL  Honolulu-ORD Chicago O'Hare Intl
8h 21mnonstop
American Airlines Logo
10:00 am - 3:17 pmORD  Chicago O'Hare Intl-HNL Honolulu
9h 17mnonstop
$547American Airlines
Wed, Dec 23 - Wed, Dec 30
United Airlines Logo
4:50 pm - 5:01 amHNL  Honolulu-ORD Chicago O'Hare Intl
8h 11mnonstop
United Airlines Logo
10:47 am - 6:26 pmORD  Chicago O'Hare Intl-HNL Honolulu
11h 39m1 stop Denver Intl
$556United Airlines
Wed, Nov 18 - Mon, Nov 23
United Airlines Logo
8:00 am - 12:59 amHNL  Honolulu-ORD Chicago O'Hare Intl
12h 59m1 stop San Francisco
United Airlines Logo
9:15 am - 2:27 pmORD  Chicago O'Hare Intl-HNL Honolulu
9h 12mnonstop
$556United Airlines
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 from Honolulu to Chicago with more confidence.

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

Round-trip flights from Honolulu to Chicago start at $470. Prices are below average for this route right now, with typical round-trip fares ranging from $625 to $993. The lowest price found in the past 5 days was $470 on Southwest.

What is the cheapest Honolulu to Chicago flight route?

Honolulu (HNL) to Chicago Midway Airport (MDW) is the cheapest Honolulu to Chicago route, averaging $708 round-trip. Other Honolulu to Chicago routes average $814, based on KAYAK data over the past 12 months.

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

Tuesday is the cheapest day of the week to fly from Honolulu to Chicago, it is 9% cheaper than the average day. Saturday is the most expensive day with flight prices 18% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

  • February is the cheapest month to fly from Honolulu to Chicago at $598 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 74% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices 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

$223
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 8% lower on average.
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 route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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.

  • 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.

  • What airlines are available 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

  • 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 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 travelers should check the fare details before booking.

  • 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 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 $566 round-trip via San Diego (SAN), compared to $971 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.

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

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

    • Los Angeles Los Angeles (LAX) - 40% of one-stop connections
    • San Diego (SAN) - 21% of one-stop connections
    • Seattle/Tacoma Intl (SEA) - 13% of one-stop connections
    • Portland (PDX) - 7% of one-stop connections

    Los Angeles Los Angeles (LAX) handles the largest share of one-stop connections on this route.

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

    Yes. Being flexible with your travel dates can save you up to 23% on the Honolulu to Chicago route. Tuesday is the cheapest departure day at $725 round-trip on average, while Saturday is the most expensive at $938, a difference of $213. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • 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%.

  • What popular places can I visit in Chicago?

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

  • 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 12:06 am
    • Latest: departs at 7:40 pm and lands at 3:51 am.

    The flight takes about 8h 11m.

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

    Last-minute fares on this route - booked within 2 weeks of departure - run 16% above the route average of $794. Book 16 weeks before departure for the lowest fares.

  • How long is a flight from Honolulu to Chicago?

    A nonstop flight from Honolulu to Chicago takes 8h 11m, 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 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 $249, which is 39% below the typical average for this route.

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

    Flying via Denver Intl (DEN) gives the shortest average 1-stop total travel time at 10h 55m, compared with 10h 59m via Las Vegas Harry Reid Intl (LAS) and 11h 07m via Portland (PDX).

  • 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 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 from around $17:

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

    Near Chicago Midway Airport (MDW) — daily rates from around $32:

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

    Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

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

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

    Round-trip flights from Honolulu to Chicago range from $625 to $993, with an average of $794 over the past 12 months. Anything below $625 counts as a good deal.

  • 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.

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 can be flexible, aim for a Tuesday departure instead of Saturday. On this route, Tuesday flights average $725 - about $213 less than Saturday (23% 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 February. Fares historically average $598 round-trip in that month - typically $446 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 $566 round-trip on this route - about $405 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
  • 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