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

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

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

All the information you need to plan the best CHI to HNL flight in 2021: compare Chicago to Hawaii flight prices with the expected peak season, weather and rainfall in Hawaii.
What is the cheapest month to fly from Chicago to Hawaii?

Flights from Chicago to Hawaii lean towards being more expensive in December. Prices are generally better when you fly from Chicago to Hawaii in March, with the cheapest ticket starting at $229.

Cheap flights from Chicago to Hawaii in June, July 2021

The best prices found for CHI to Hawaii flights for June, July
18 Jul - 1 Nov
$482pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
HNL
Honolulu
HNL
Honolulu
Alaska Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
11 Jul - 14 Jul
$530pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
OGG
Kahului
OGG
Kahului
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
8 Jul - 29 Jul
$542pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
HNL
Honolulu
HNL
Honolulu
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl

Chicago to Hawaii 2021 flight deals

Cheap flights to Hawaii from Chicago found for this year
25 Sep - 27 Sep
$315pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
HNL
Honolulu
HNL
Honolulu
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
21 Sep - 4 Oct
$330pp
ORD
Chicago O'Hare Intl
Multiple Airlines
     
3 STOPS
HNL
Honolulu
HNL
Honolulu
Alaska Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
21 Sep - 28 Sep
$332pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
LIH
Lihue
LIH
Lihue
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Non-stop flights to Hawaii from Chicago

Save time with Chicago to Hawaii direct flight deals
23 Sep - 23 Sep
$799pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
OGG
Kahului
OGG
Kahului
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
21 Oct - 28 Oct
$800pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
OGG
Kahului
OGG
Kahului
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
26 Aug - 6 Sep
$801pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
OGG
Kahului
OGG
Kahului
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
1 Jul - 12 Jul
$580pp
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
KOA
Kona Intl
KOA
Kona Intl
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
1 Jul - 12 Jul
$580pp
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
OGG
Kahului
OGG
Kahului
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
1 Jul - 12 Jul
$584pp
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
KOA
Kona Intl
KOA
Kona Intl
United Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl

One-way flights to Hawaii from Chicago

The cheapest one-way flights from Chicago to Hawaii
3:20 am - 3:35 pm
Alaska Airlines
1 Stop
17h 15m
ORD - OGG
Alaska Airlines
3:35 pm - 7:08 am
United Airlines
1 Stop
20h 33m
ORD - KOA
United Airlines
$259
United
4:29 pm - 5:35 am
Multiple Airlines
3 Stops
42h 06m
ORD - HNL
Multiple Airlines
$261
Kiwi.com

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Chicago</span> to <span class="emphasized">Hawaii</span> 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 is one of them. 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 $315, 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 $827.

Are there last-minute flights available from Chicago to Hawaii for under $600?

There are currently 20+ open flights from Chicago to Hawaii within the next 7 days for less than $600.

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 $1,404 for a flight from Chicago to Hawaii. The cheapest flight overall is $275 while the most popular route, (Chicago O'Hare Intl - Honolulu) is currently priced at $389.

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: Qatar Airways (100%), United Airlines (97%), Air New Zealand( 97%).

How long is the flight from Chicago to Hawaii?

A quick flight from Chicago to Hawaii can take about 11h 43m. Delta provides one of the quickest options available for as low as $559. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What are the cheapest airlines to fly from Chicago to Hawaii one-way?

The cheapest airline one-way is Alaska Airlines, with whom users have recently found tickets for as low as $233. Check flights for United Airlines, as they currently have the next best price.

Related searches

Flights to Hawaii from Chicago
Flights to Chicago Flights to Hawaii Flights from Chicago

Rent a Car

Car Rentals in Hawaii

Destination points for flights from Chicago to Hawaii

Select to see more specific information for flights from Chicago to all places in Hawaii.

Destination information for Hawaii

Things to know before you go - useful duration and weather info for your trip from Chicago to Hawaii.

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Airports servicing

Hana (HNM)
Honolulu (HNL)
Hilo (ITO)
Kapalua West Maui (JHM)
Kapolei Kalaeloa (JRF)
Kona Intl (KOA)

Top 5 airlines flying from Chicago to Hawaii

The chart below displays the airlines Cheapflights users traveling from Chicago to Hawaii choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Alaska Airlines
$265 $583 No cancel fee 75%
Sun Country Air
$415 $659 No cancel fee 83%
American Airlines
$254 $683 No cancel fee 71%
Delta
$280 $793 No cancel fee N/A
United Airlines
$329 $846 No cancel fee 69%
Home North America USA Hawaii Cheap flights from Chicago to Hawaii