Find Cheap Flights to Kailua-Kona

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago Midway to Kailua-Kona

(Round-trip)
Depart: Sat Sep 23 2017 Return: Sat Sep 30 2017 Trip spans 8 days
Delta
Delta
MDW
2:25a
KOA
7:34p
17h 09m
2 stops
KOA
5:11p
MDW
7:09a
13h 58m
2 stops
Depart: Tue Sep 26 2017 Return: Fri Oct 6 2017 Trip spans 11 days
Delta
Delta
MDW
5:05a
KOA
8:52p
15h 47m
2 stops
KOA
4:17p
MDW
7:36a
15h 19m
2 stops
Depart: Thu Oct 19 2017 Return: Fri Oct 27 2017 Trip spans 9 days
Delta
Delta
MDW
3:20a
KOA
8:48p
17h 28m
2 stops
KOA
4:17p
MDW
5:41a
13h 24m
2 stops
Depart: Sun Oct 22 2017 Return: Fri Oct 27 2017 Trip spans 6 days
Delta
Delta
MDW
3:20a
KOA
8:48p
17h 28m
2 stops
KOA
4:17p
MDW
7:36a
15h 19m
2 stops
Depart: Wed Oct 25 2017 Return: Sun Oct 29 2017 Trip spans 5 days
Delta
Delta
MDW
3:20a
KOA
8:48p
17h 28m
2 stops
KOA
4:17p
MDW
7:09a
14h 52m
2 stops
Depart: Fri Nov 10 2017 Return: Wed Nov 15 2017 Trip spans 6 days
Delta
Delta
MDW
4:15a
KOA
6:40p
14h 25m
2 stops
KOA
5:15p
MDW
6:56a
13h 41m
2 stops
Depart: Thu Nov 23 2017 Return: Sat Dec 2 2017 Trip spans 10 days
Delta
Delta
MDW
4:14a
KOA
6:40p
14h 26m
2 stops
KOA
5:15p
MDW
9:08a
15h 53m
2 stops
Depart: Sat Dec 2 2017 Return: Sat Dec 9 2017 Trip spans 8 days
Delta
Delta
MDW
4:08a
KOA
6:40p
14h 32m
2 stops
KOA
5:15p
MDW
6:59a
13h 44m
2 stops
Depart: Fri Sep 15 2017 Return: Fri Sep 22 2017 Trip spans 8 days
Delta
Delta
MDW
3:25a
KOA
8:52p
17h 27m
2 stops
KOA
5:11p
MDW
7:40a
14h 29m
2 stops
Depart: Sun Sep 17 2017 Return: Fri Sep 29 2017 Trip spans 13 days
Delta
Delta
MDW
5:05a
KOA
8:52p
15h 47m
2 stops
KOA
5:11p
MDW
7:40a
14h 29m
2 stops
Depart: Sat Oct 21 2017 Return: Thu Oct 26 2017 Trip spans 6 days
Delta
Delta
MDW
3:20a
KOA
8:43p
17h 23m
2 stops
KOA
5:17p
MDW
7:09a
13h 52m
2 stops
Depart: Mon Oct 23 2017 Return: Sat Oct 28 2017 Trip spans 6 days
Delta
Delta
MDW
6:17a
KOA
8:48p
14h 31m
2 stops
KOA
5:17p
MDW
8:43a
15h 26m
2 stops
Depart: Wed Nov 1 2017 Return: Sat Nov 4 2017 Trip spans 4 days
Delta
Delta
MDW
6:17a
KOA
8:48p
14h 31m
2 stops
KOA
6:17p
MDW
6:59a
13h 42m
2 stops
Depart: Fri Nov 24 2017 Return: Wed Dec 6 2017 Trip spans 13 days
Delta
Delta
MDW
2:15a
KOA
7:50p
17h 35m
2 stops
KOA
5:15p
MDW
7:00a
13h 45m
2 stops
Depart: Fri Nov 3 2017 Return: Sun Nov 12 2017 Trip spans 10 days
Delta
Delta
MDW
5:02a
KOA
8:48p
15h 46m
2 stops
KOA
8:46a
MDW
11:36p
14h 50m
2 stops
Depart: Thu Jan 11 2018 Return: Thu Jan 18 2018 Trip spans 8 days
Delta
Delta
MDW
2:00a
KOA
6:37p
16h 37m
2 stops
KOA
4:07p
MDW
5:26a
13h 19m
2 stops
Depart: Tue Sep 5 2017 Return: Sun Sep 10 2017 Trip spans 6 days
Delta
Delta
MDW
5:08a
KOA
8:52p
15h 44m
2 stops
KOA
5:11p
MDW
8:40a
15h 29m
2 stops
Depart: Sat Nov 25 2017 Return: Wed Dec 6 2017 Trip spans 12 days
Delta
Delta
MDW
4:07a
KOA
5:39p
13h 32m
2 stops
KOA
10:20a
MDW
12:36a
14h 16m
2 stops
Depart: Thu Sep 7 2017 Return: Tue Sep 19 2017 Trip spans 13 days
Delta
Delta
MDW
3:25a
KOA
8:52p
17h 27m
2 stops
KOA
5:11p
MDW
9:05a
15h 54m
2 stops
Depart: Thu Dec 14 2017 Return: Thu Dec 21 2017 Trip spans 8 days
Delta
Delta
MDW
2:00a
KOA
6:40p
16h 40m
2 stops
KOA
4:15p
MDW
7:49a
15h 34m
2 stops
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Chicago
$856
Destination

Kailua Kona
$856
Airlines