Effective May 1, we’re updating our Privacy and Cookie Policies. OK

Menu
Menu
New York

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

CHI
Chicago
USHI
Hawaii
 Add details to search for flights
Cheap flights from Chicago to Hawaii

Cheap flights from Chicago to Hawaii in April 2019

The best prices found for CHI to Hawaii flights for April
29 Apr - 15 May
$496pp
ORD
Chicago
Alaska Airlines
   
2 STOPS
HNL
Hawaii
HNL
Hawaii
Alaska Airlines
   
2 STOPS
ORD
Chicago
27 Apr - 3 May
$498pp
ORD
Chicago
American Airlines
 
1 STOP
HNL
Hawaii
HNL
Hawaii
American Airlines
 
1 STOP
ORD
Chicago
26 Apr - 10 May
$498pp
ORD
Chicago
American Airlines
 
1 STOP
HNL
Hawaii
HNL
Hawaii
American Airlines
 
1 STOP
ORD
Chicago

Chicago to Hawaii 2019 flight deals

Cheap flights to Hawaii from Chicago found for this year
31 Aug - 8 Sep
$505pp
ORD
Chicago
Alaska Airlines
 
1 STOP
HNL
Hawaii
HNL
Hawaii
Alaska Airlines
 
1 STOP
ORD
Chicago
6 Sep - 8 Sep
$505pp
ORD
Chicago
Alaska Airlines
 
1 STOP
HNL
Hawaii
HNL
Hawaii
Alaska Airlines
 
1 STOP
ORD
Chicago
1 Oct - 7 Oct
$505pp
ORD
Chicago
Alaska Airlines
 
1 STOP
OGG
Hawaii
OGG
Hawaii
Alaska Airlines
 
1 STOP
ORD
Chicago

Last minute flights from Chicago to Hawaii

Late deals on round-trip flights to Hawaii from Chicago, departing today and this week
23 Apr - 30 Apr
$508pp
ORD
Chicago
Alaska Airlines
 
1 STOP
HNL
Hawaii
HNL
Hawaii
Alaska Airlines
 
1 STOP
ORD
Chicago
24 Apr - 4 May
$600pp
ORD
Chicago
Alaska Airlines
 
1 STOP
HNL
Hawaii
HNL
Hawaii
Alaska Airlines
 
1 STOP
ORD
Chicago
22 Apr - 26 Apr
$602pp
ORD
Chicago
Alaska Airlines
 
1 STOP
HNL
Hawaii
HNL
Hawaii
Alaska Airlines
   
2 STOPS
ORD
Chicago

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