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Cheap flights from Chicago (CHI) to Hawaii (HI)

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How to find the cheapest flight from
Chicago (CHI) to Hawaii

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

Find a great deal and save up to 11% by booking at least 28 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago to Hawaii within the next two weeks, with the cheapest ticket starting at $546.

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

Flights from Chicago to Hawaii lean towards being more expensive in June. Prices are generally better when you fly from Chicago to Hawaii in September, with the cheapest ticket starting at $355.

Cheap flights from Chicago to Hawaii in October, November 2020

The best prices found for CHI to Hawaii flights for October, November
10 Nov - 18 Nov
$363pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
HNL
Honolulu
HNL
Honolulu
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
15 Nov - 19 Nov
$365pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
HNL
Honolulu
HNL
Honolulu
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
16 Nov - 19 Nov
$366pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
HNL
Honolulu
HNL
Honolulu
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to Hawaii 2020 flight deals

Cheap flights to Hawaii from Chicago found for this year
7 Dec - 10 Dec
$333pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
LIH
Lihue
LIH
Lihue
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
6 Dec - 9 Dec
$337pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
LIH
Lihue
LIH
Lihue
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
6 Dec - 9 Dec
$340pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
LIH
Lihue
LIH
Lihue
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl

Non-stop flights to Hawaii from Chicago

Save time with Chicago to Hawaii direct flight deals
4 Jan - 14 Jan
$709pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
OGG
Kahului
OGG
Kahului
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
16 Dec - 16 Dec
$709pp
ORD
Chicago O'Hare Intl
American Airlines
Non-Stop
HNL
Honolulu
HNL
Honolulu
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
10 Dec - 22 Dec
$710pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
HNL
Honolulu
HNL
Honolulu
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Hawaii

Late deals on round-trip flights to Hawaii from Chicago, departing today and this week
24 Oct - 9 Nov
$492pp
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
OGG
Kahului
OGG
Kahului
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
21 Oct - 4 Nov
$502pp
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
HNL
Honolulu
HNL
Honolulu
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
24 Oct - 5 Nov
$502pp
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
OGG
Kahului
OGG
Kahului
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

One-way flights to Hawaii from Chicago

The cheapest one-way flights from Chicago to Hawaii
2:10 am - 8:20 am
Multiple Airlines
1 Stop
34h 10m
ORD - HNL
Multiple Airlines
$188
Kiwi.com
2:10 am - 8:20 am
Multiple Airlines
1 Stop
34h 10m
ORD - HNL
Multiple Airlines
$190
Kiwi.com
4:44 am - 12:31 pm
Multiple Airlines
2 Stops
35h 47m
ORD - KOA
Multiple Airlines
$163
Kiwi.com

Related info for your journey

Useful info, stats and facts about Chicago to Hawaii flights.

Flight FAQs

From Chicago to Hawaii

Are flight prices decreasing from Chicago to Hawaii due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and Hawaii for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Chicago to Hawaii to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Alaska Airlines and Delta are some airlines that have done so. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially distanced seating (for a limited time) will work towards keeping travelers safer while flying from Chicago to Hawaii. Policies will vary by airline.

Which airlines flying from Chicago to Hawaii have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Chicago to Hawaii that may be offering flexible cancellation policies are United Airlines, American Airlines, and Delta. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Chicago to Hawaii for under $400 on Cheapflights?

Yes, there are multiple flights from Chicago to Hawaii for under $400. The cheapest flight booked recently is on Multiple Airlines for just $333, but on average you can expect to pay $356.

Are there nonstop flights from Chicago to Hawaii for under $800 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Hawaii under $800. A good price for a nonstop flight from Chicago to Hawaii is less than $737.

Are there last-minute flights available from Chicago to Hawaii for under $500?

There are currently 20+ open flights from Chicago to Hawaii within the next 7 days for less than $500.

What are the most popular airlines that fly from Chicago to Hawaii?

Before booking your flight from Chicago to Hawaii check out the most popular airlines for this route: Major Airline, American Airlines or Alaska Airlines.

What are the most popular routes from Chicago to Hawaii?

While some choose either Chicago O'Hare Intl - Kahului or Chicago Midway - Honolulu, Chicago O'Hare Intl - Honolulu is the most popular route from Chicago to Hawaii.

What are the cheapest Flights from Chicago to Hawaii?

On average you can expect to pay $658 for a flight from Chicago to Hawaii. The cheapest flight overall is $285 while the most popular route, (Chicago O'Hare Intl - Honolulu) is currently priced at $365.

What are the most reliable airlines from Chicago to Hawaii?

Before booking your flight to Hawaii from Chicago, check out the most reliable airlines to get you to your destination on time: United Airlines (85%), Air New Zealand (85%), Qantas Airways( 50%).

How long is the flight from Chicago to Hawaii?

A quick flight from Chicago to Hawaii can take about 14h 03m. Delta provides one of the quickest options available for as low as $606. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

Arrival points for flights from Chicago to Hawaii

Destination information for Hawaii

Things to know before you go. Useful info for your trip from Chicago to Hawaii

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Airports servicing

Honolulu (HNL)
Hilo (ITO)
Kapalua (JHM)
Kapolei Kalaeloa (JRF)
Keahole-Kona Intl (KOA)
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