Menu

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
Add another flight clear all

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

Home North America USA Hawaii Cheap flights from Chicago to Hawaii

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 July, August 2020

The best prices found for CHI to Hawaii flights for July, August
27 Jul - 17 Aug
$370pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
OGG
Kahului
OGG
Kahului
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
27 Jul - 17 Aug
$377pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
OGG
Kahului
OGG
Kahului
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
27 Jul - 17 Aug
$381pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
OGG
Kahului
OGG
Kahului
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
27 Jul - 17 Aug
$370pp
ORD
Chicago O'Hare Intl
Multiple Airlines
   
2 STOPS
OGG
Kahului
OGG
Kahului
Multiple Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
25 Aug - 1 Sep
$376pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
HNL
Honolulu
HNL
Honolulu
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
27 Jul - 17 Aug
$377pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
OGG
Kahului
OGG
Kahului
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
14 Dec - 30 Dec
$685pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
HNL
Honolulu
HNL
Honolulu
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
14 Dec - 27 Dec
$710pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
HNL
Honolulu
HNL
Honolulu
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
4 Dec - 11 Dec
$735pp
ORD
Chicago O'Hare Intl
Multiple Airlines
Non-Stop
HNL
Honolulu
HNL
Honolulu
American 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
25 Jun - 8 Jul
$596pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
HNL
Honolulu
HNL
Honolulu
United Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
25 Jun - 10 Jul
$601pp
ORD
Chicago O'Hare Intl
Multiple Airlines
 
1 STOP
HNL
Honolulu
HNL
Honolulu
United Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
26 Jun - 9 Jul
$611pp
ORD
Chicago O'Hare Intl
Sun Country Air
   
2 STOPS
HNL
Honolulu
HNL
Honolulu
Sun Country Air
   
2 STOPS
ORD
Chicago O'Hare Intl

One-way flights to Hawaii from Chicago

The cheapest one-way flights from Chicago to Hawaii
5:50 am - 7:10 am
Multiple Airlines
1 Stop
30h 20m
ORD - OGG
Multiple Airlines
$187
Kiwi.com
5:50 am - 7:10 am
Multiple Airlines
1 Stop
30h 20m
ORD - OGG
Multiple Airlines
$191
Kiwi.com
5:50 am - 7:10 am
Multiple Airlines
1 Stop
30h 20m
ORD - OGG
Multiple Airlines
$195
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.

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 $370, but on average you can expect to pay $385.

Are there nonstop flights from Chicago to Hawaii for under $700 on Cheapflights?

Cheapflights has at least 15 direct flights from Chicago to Hawaii under $700. A good price for a nonstop flight from Chicago to Hawaii is less than $892.

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.

How popular is this flight route?

Within the past month, 352 users have taken a look at flights from Chicago to Hawaii.

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 O'Hare Intl - Kona Intl, 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 $672 for a flight from Chicago to Hawaii. The cheapest flight overall is $304 while the most popular route, (Chicago O'Hare Intl - Honolulu) is currently priced at $338.

Related searches

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

Rent a Car

Car Rentals in Hawaii Car Rentals at Honolulu International

Arrival points for flights from Chicago to Hawaii

Show more

Destination information for Hawaii

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

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Chicago Midway (MDW)
Rockford (RFD)

Airports servicing

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

Popular flight searches

Check out other popular destinations found by fellow travelers