Are there direct flights from Chicago to Honolulu?

Direct flights from Chicago to Honolulu are not very common, historically accounting for only 1.7% of all flights on this route. When a direct flight is not available, travelers typically encounter flights with stopovers. On average, connecting flights on this route historically involve 2 stopovers. This indicates that most travelers should anticipate at least one connection when flying between these two cities.

What's the flight time from Chicago to Honolulu?

The typical direct flight time from Chicago to Honolulu is approximately 9 hours and 12 minutes, covering a distance of 6819 kilometers. For flights with one stop, the median duration extends to about 13 hours and 33 minutes. Travelers should factor in these durations when planning their journey, especially if considering connecting flights.

Are there frequently good prices on flights from Chicago to Honolulu?

Historically, good prices on flights from Chicago to Honolulu are observed with frequent regularity. This route has consistently shown opportunities for favorable fares across the trailing quarter. Travelers can typically find competitive pricing for this destination. This suggests that with some flexibility, finding a good deal is often possible.

Flights From Chicago

To Honolulu

Cheap Flights from Chicago to Honolulu

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Deals from

Chicago

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

Prices updated 2 days ago

405 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Jul 26, 2026.)

Today’s best flight deals from Chicago to Honolulu

Explore current cheapest deals departing from Chicago to Honolulu

2026-11-09 – 2026-11-18
CHI - Honolulu
83% AI deal score
$501
$415
Round trip
2027-01-25 – 2027-01-28
CHI - Honolulu
82% AI deal score
$508
$433
Round trip
2027-01-25 – 2027-01-29
CHI - Honolulu
82% AI deal score
$508
$433
Round trip
2027-01-09 – 2027-01-15
CHI - Honolulu
80% AI deal score
$481
$433
Round trip
2026-08-11 – 2026-08-13
CHI - Honolulu
94% AI deal score
$792
$434
Round trip
2026-08-25 – 2026-08-27
CHI - Honolulu
91% AI deal score
$671
$434
Round trip
2026-09-02 – 2026-09-16
CHI - Honolulu
82% AI deal score
$501
$434
Round trip
2026-10-27 – 2026-10-28
CHI - Honolulu
89% AI deal score
$594
$434
Round trip
2026-10-18 – 2026-10-21
CHI - Honolulu
83% AI deal score
$525
$434
Round trip
2026-10-26 – 2026-10-29
CHI - Honolulu
89% AI deal score
$591
$434
Round trip

Chicago to Honolulu: Overview

Insights for flights from Chicago to Honolulu

Most itineraries for flights from Chicago to Honolulu connect at least once, with only 1.7% of recent fares being non-stop. For connecting itineraries, the typical number of connections is 2.

When considering cheap flights from Chicago to Honolulu, fares typically range from $635–$1261, with a median of $846. Right now, current fares are near the typical level, and 6% of recent fares were classified as a good price. New deals appear almost daily, offering frequent opportunities to find competitive pricing.

The cheapest time to fly from Chicago to Honolulu is typically in March, with a median fare of $583. Other affordable months include February, where the median fare is $621, and May, with a median fare of $623.

A typical journey from Chicago to Honolulu takes about 9h 12m, including connections. For connecting flights specifically, the median journey time extends to 15h 6m. This route covers a distance of 6819 km, classifying it as a long-haul flight.

How much is a round trip from Chicago to Honolulu

Regular price: $434 - $902

Prices are currently below the regular range.

The regular price range for flights from Chicago to Honolulu is $434 to $902. The current lowest deal is $430 with Alaska Airlines, Inc. for travel from Jan 25-Jan 28.

now $430

Low $434

High $902

The cheapest time to fly from Chicago to Honolulu

The cheapest month to fly from Chicago to Honolulu is February, with a median price of $571. The most expensive month is June, with a median price of $1197. Prices are generally lower from February to December.

February

Cheapest

Flights from $571

June

Most Expensive

Flights from $1,197

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Chicago to Honolulu

American Airlines

Last-minute flights going from Chicago to Honolulu

Mon, Jul 27

⌛ Last-Minute

MDW - Honolulu

Chicago (MDW) - Honolulu (HNL)

$987

$766

One-way

Tue, Jul 28

⌛ Last-Minute

MDW - Honolulu

Chicago (MDW) - Honolulu (HNL)

$984

$740

One-way

Wed, Jul 29

⌛ Last-Minute

MDW - Honolulu

Chicago (MDW) - Honolulu (HNL)

$984

$750

One-way

Mon, Aug 10

⌛ Last-Minute

ORD - Honolulu

Chicago (ORD) - Honolulu (HNL)

Alaska Airlines, Inc.

$817

$608

One-way

Tue, Aug 11

⌛ Last-Minute

ORD - Honolulu

Chicago (ORD) - Honolulu (HNL)

Alaska Airlines, Inc.

$685

$557

One-way

Tue, Aug 11

⌛ Last-Minute

ORD - Honolulu

Chicago (ORD) - Honolulu (HNL)

Alaska Airlines, Inc.

$734

$582

One-way

Biggest price drops on these dates for flights from Chicago to Honolulu

3 nights

Dec 14 - Dec 17

$947 → $646

32%

2 nights

Aug 25 - Aug 27

$687 → $431

37%

3 nights

Aug 18 - Aug 21

$777 → $525

32%

3 nights

Aug 25 - Aug 28

$681 → $434

36%

Popular Airports to fly from Chicago to Honolulu

Chicago - Honolulu route insights

💸 Price insights

Recent fares are near the typical level

Recent fares from Chicago to Honolulu are near the typical level of $846.

📅 Best time to fly

Fly in February for the best prices

Historically, February offers the lowest median price at $571 for this route.

⏱️ Flight duration

Direct flights take 9h 12m

The median flight time for a direct flight is 9h 12m, connecting flights take 15h 6m.

✈️ Airlines & availability

Connecting flights are dominant

Only 1.7% of recent flights are direct, with connecting flights having 2 stopovers.

🏆 Airline highlight

American Airlines offers direct flights

American Airlines is a direct carrier option for flights from Chicago to Honolulu.

🎯 Booking tip

Deals are frequent on this route

Deals for flights from Chicago to Honolulu are frequent, occurring often within 30 days.

Chicago main airports to depart from

O Hare International (ORD)

Cheapest

O'Hare International Airport offers flights to Honolulu, with prices starting from $467.

📍 ~25 km from Chicago city center (reachable by car or train).

💸 Flights from ~$467

Chicago Midway International (MDW)

Chicago Midway International Airport is an alternative for flights to Honolulu, with prices from $519.

📍 ~14 km from Chicago city center (reachable by car or train).

💸 Flights from ~$519

Chicago Rockford International (RFD)

Chicago Rockford International Airport is another option for flights to Honolulu, with prices from $802.

📍 ~120 km from Chicago city center (reachable by car).

💸 Flights from ~$802

Honolulu main airports to arrive at

Daniel K. Inouye International (HNL)

Cheapest

Daniel K. Inouye International Airport is a key arrival point for flights from Chicago to Honolulu.

📍 ~10 km from Honolulu (reachable by car)

💸 Flights from ~$467

Airports nearby Honolulu used as alternative

Kahului (OGG)

Kahului Airport is a major secondary hub in Hawaii, offering numerous direct connections to the US mainland and Canada.

📍 ~160 km from Honolulu (requires inter-island flight or ferry from Oahu)

💸 Flights from ~$440

Business & First Class Flight Deals to Honolulu

91% AI deal score

$2,636

$1,950

Save $686

Frequently Asked Questions About Flights to Honolulu

Historically, booking flights from Chicago to Honolulu 60+ days in advance typically yields the lowest prices. Across the trailing quarter, the average price for flights booked within this window was $956. In contrast, booking 0-6 days before departure saw average prices rise to $1367. Even booking 28-59 days out resulted in an average price of $1138, indicating that earlier booking generally leads to better value.

Based on historical data from the trailing 90 days, a good price for a flight from Chicago to Honolulu is considered to be $635 or less. The median price observed for this route was $846. Prices can go higher, with 75% of observed prices being $1261 or less. Aiming for prices at or below the $635 threshold generally represents a favorable deal.

Historically, the cheapest months to fly from Chicago to Honolulu include March, with a median price of $583, and February, with a median price of $621. May also presented a median price of $623. These months tend to offer better value compared to the annual median price of $846 for this route. Travelers looking for lower fares may consider planning their trips during these times.

Related routes

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Flights to Honolulu from other cities

Flights from Dallas to Honolulu Flights from Denver to Honolulu Flights from Hobart to Honolulu Flights from Hong Kong to Honolulu Flights from Houston to Honolulu Flights from Istanbul to Honolulu Flights from Las Vegas to Honolulu Flights from Los Angeles to Honolulu Flights from Madrid to Honolulu Flights from Melbourne to Honolulu Flights from New York to Honolulu Flights from Oakland to Honolulu

Chicago to Honolulu: Overview

Insights for flights from Chicago to Honolulu

Most itineraries for flights from Chicago to Honolulu connect at least once, with only 1.7% of recent fares being non-stop. For connecting itineraries, the typical number of connections is 2.

How much is a round trip from Chicago to Honolulu

Regular price: $434 - $902

Prices are currently below the regular range.

The regular price range for flights from Chicago to Honolulu is $434 to $902. The current lowest deal is $430 with Alaska Airlines, Inc. for travel from Jan 25-Jan 28.

now $430

Low $434

High $902

The cheapest time to fly from Chicago to Honolulu

February

Cheapest

Flights from $571

June

Most Expensive

Flights from $1,197

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec