Cheap flights - Chicago to Kailua-Kona - round trip.

From only $423
50% cheaper!
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Cheap flights - Chicago - Kailua-Kona - only $423 RT - 50% off
Chicago - Kailua-Kona - 12.02.2025 - 12.09.2025 (7 days) - $423 - 50% off
Promo Sold Out
7:00 AM - 3:02 PM American
12 hr 2 min ORD-KOA
1 stop
V
7:00 AM Chicago O'Hare International Airport (ORD) Travel time: 4 hr 35 min
9:35 AM Los Angeles International Airport (LAX)
1 hr 37 min layover - Los Angeles(LAX)
11:12 AM Los Angeles International Airport (LAX) Travel time: 5 hr 50 min
3:02 PM Kona International Airport (KOA)
 
Promo Sold Out
4:43 PM - 6:46 AM American
10 hr 3 min KOA-ORD
1 stop
V
4:43 PM Kona International Airport (KOA) Travel time: 5 hr 16 min
11:59 PM Los Angeles International Airport (LAX)
1 hr 37 min layover - Los Angeles(LAX)
12:45 AM Los Angeles International Airport (LAX) Travel time: 4 hr 1 min
6:46 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.02.2025 - 12.09.2025 (7 days) - $423 - 50% off
Promo Sold Out
7:00 AM - 3:02 PM American
12 hr 2 min ORD-KOA
1 stop
V
7:00 AM Chicago O'Hare International Airport (ORD) Travel time: 4 hr 35 min
9:35 AM Los Angeles International Airport (LAX)
1 hr 37 min layover - Los Angeles(LAX)
11:12 AM Los Angeles International Airport (LAX) Travel time: 5 hr 50 min
3:02 PM Kona International Airport (KOA)
 
Promo Sold Out
6:30 PM - 8:39 AM American
10 hr 9 min KOA-ORD
1 stop
V
6:30 PM Kona International Airport (KOA) Travel time: 6 hr 58 min
5:28 AM Dallas Fort Worth International Airport (DFW)
1 hr 37 min layover - Los Angeles(LAX)
6:20 AM Dallas Fort Worth International Airport (DFW) Travel time: 2 hr 19 min
8:39 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.02.2025 - 12.09.2025 (7 days) - $423 - 50% off
Promo Sold Out
7:00 AM - 3:02 PM American
12 hr 2 min ORD-KOA
1 stop
V
7:00 AM Chicago O'Hare International Airport (ORD) Travel time: 4 hr 35 min
9:35 AM Los Angeles International Airport (LAX)
1 hr 37 min layover - Los Angeles(LAX)
11:12 AM Los Angeles International Airport (LAX) Travel time: 5 hr 50 min
3:02 PM Kona International Airport (KOA)
 
Promo Sold Out
9:55 PM - 11:55 AM American
10 hr 0 min KOA-ORD
1 stop
V
9:55 PM Kona International Airport (KOA) Travel time: 5 hr 47 min
6:42 AM Phoenix Sky Harbor International Airport (PHX)
1 hr 37 min layover - Los Angeles(LAX)
7:26 AM Phoenix Sky Harbor International Airport (PHX) Travel time: 3 hr 29 min
11:55 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.02.2025 - 12.11.2025 (9 days) - $1043 - 0% off
Promo Sold Out
7:00 AM - 3:02 PM American
12 hr 2 min ORD-KOA
1 stop
V
7:00 AM Chicago O'Hare International Airport (ORD) Travel time: 4 hr 35 min
9:35 AM Los Angeles International Airport (LAX)
1 hr 37 min layover - Los Angeles(LAX)
11:12 AM Los Angeles International Airport (LAX) Travel time: 5 hr 50 min
3:02 PM Kona International Airport (KOA)
 
Promo Sold Out
3:30 PM - 6:51 AM Hawaiian
11 hr 21 min KOA-ORD
1 stop
V
3:30 PM Kona International Airport (KOA) Travel time: 0 hr 50 min
4:20 PM Daniel K. Inouye International Airport (HNL)
1 hr 37 min layover - Los Angeles(LAX)
7:00 PM Daniel K. Inouye International Airport (HNL) Travel time: 7 hr 51 min
6:51 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.02.2025 - 12.11.2025 (9 days) - $423 - 50% off
Promo Sold Out
7:00 AM - 3:02 PM American
12 hr 2 min ORD-KOA
1 stop
V
7:00 AM Chicago O'Hare International Airport (ORD) Travel time: 4 hr 35 min
9:35 AM Los Angeles International Airport (LAX)
1 hr 37 min layover - Los Angeles(LAX)
11:12 AM Los Angeles International Airport (LAX) Travel time: 5 hr 50 min
3:02 PM Kona International Airport (KOA)
 
Promo Sold Out
9:55 PM - 11:55 AM American
10 hr 0 min KOA-ORD
1 stop
V
9:55 PM Kona International Airport (KOA) Travel time: 5 hr 47 min
6:42 AM Phoenix Sky Harbor International Airport (PHX)
1 hr 37 min layover - Los Angeles(LAX)
7:26 AM Phoenix Sky Harbor International Airport (PHX) Travel time: 3 hr 29 min
11:55 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.02.2025 - 12.12.2025 (10 days) - $423 - 50% off
Promo Sold Out
7:00 AM - 3:02 PM American
12 hr 2 min ORD-KOA
1 stop
V
7:00 AM Chicago O'Hare International Airport (ORD) Travel time: 4 hr 35 min
9:35 AM Los Angeles International Airport (LAX)
1 hr 37 min layover - Los Angeles(LAX)
11:12 AM Los Angeles International Airport (LAX) Travel time: 5 hr 50 min
3:02 PM Kona International Airport (KOA)
 
Promo Sold Out
4:40 PM - 6:46 AM American
10 hr 6 min KOA-ORD
1 stop
V
4:40 PM Kona International Airport (KOA) Travel time: 5 hr 19 min
11:59 PM Los Angeles International Airport (LAX)
1 hr 37 min layover - Los Angeles(LAX)
12:45 AM Los Angeles International Airport (LAX) Travel time: 4 hr 1 min
6:46 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.02.2025 - 12.12.2025 (10 days) - $423 - 50% off
Promo Sold Out
7:00 AM - 3:02 PM American
12 hr 2 min ORD-KOA
1 stop
V
7:00 AM Chicago O'Hare International Airport (ORD) Travel time: 4 hr 35 min
9:35 AM Los Angeles International Airport (LAX)
1 hr 37 min layover - Los Angeles(LAX)
11:12 AM Los Angeles International Airport (LAX) Travel time: 5 hr 50 min
3:02 PM Kona International Airport (KOA)
 
Promo Sold Out
6:30 PM - 8:39 AM American
10 hr 9 min KOA-ORD
1 stop
V
6:30 PM Kona International Airport (KOA) Travel time: 6 hr 58 min
5:28 AM Dallas Fort Worth International Airport (DFW)
1 hr 37 min layover - Los Angeles(LAX)
6:20 AM Dallas Fort Worth International Airport (DFW) Travel time: 2 hr 19 min
8:39 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.02.2025 - 12.12.2025 (10 days) - $423 - 50% off
Promo Sold Out
7:00 AM - 3:02 PM American
12 hr 2 min ORD-KOA
1 stop
V
7:00 AM Chicago O'Hare International Airport (ORD) Travel time: 4 hr 35 min
9:35 AM Los Angeles International Airport (LAX)
1 hr 37 min layover - Los Angeles(LAX)
11:12 AM Los Angeles International Airport (LAX) Travel time: 5 hr 50 min
3:02 PM Kona International Airport (KOA)
 
Promo Sold Out
9:55 PM - 11:55 AM American
10 hr 0 min KOA-ORD
1 stop
V
9:55 PM Kona International Airport (KOA) Travel time: 5 hr 47 min
6:42 AM Phoenix Sky Harbor International Airport (PHX)
1 hr 37 min layover - Los Angeles(LAX)
7:26 AM Phoenix Sky Harbor International Airport (PHX) Travel time: 3 hr 29 min
11:55 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.04.2025 - 12.09.2025 (5 days) - $423 - 50% off
Promo Sold Out
7:00 AM - 3:10 PM American
12 hr 10 min ORD-KOA
1 stop
V
7:00 AM Chicago O'Hare International Airport (ORD) Travel time: 4 hr 37 min
9:37 AM Los Angeles International Airport (LAX)
1 hr 35 min layover - Los Angeles(LAX)
11:12 AM Los Angeles International Airport (LAX) Travel time: 5 hr 58 min
3:10 PM Kona International Airport (KOA)
 
Promo Sold Out
4:43 PM - 6:46 AM American
10 hr 3 min KOA-ORD
1 stop
V
4:43 PM Kona International Airport (KOA) Travel time: 5 hr 16 min
11:59 PM Los Angeles International Airport (LAX)
1 hr 35 min layover - Los Angeles(LAX)
12:45 AM Los Angeles International Airport (LAX) Travel time: 4 hr 1 min
6:46 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.04.2025 - 12.09.2025 (5 days) - $423 - 50% off
Promo Sold Out
7:00 AM - 3:10 PM American
12 hr 10 min ORD-KOA
1 stop
V
7:00 AM Chicago O'Hare International Airport (ORD) Travel time: 4 hr 37 min
9:37 AM Los Angeles International Airport (LAX)
1 hr 35 min layover - Los Angeles(LAX)
11:12 AM Los Angeles International Airport (LAX) Travel time: 5 hr 58 min
3:10 PM Kona International Airport (KOA)
 
Promo Sold Out
6:30 PM - 8:39 AM American
10 hr 9 min KOA-ORD
1 stop
V
6:30 PM Kona International Airport (KOA) Travel time: 6 hr 58 min
5:28 AM Dallas Fort Worth International Airport (DFW)
1 hr 35 min layover - Los Angeles(LAX)
6:20 AM Dallas Fort Worth International Airport (DFW) Travel time: 2 hr 19 min
8:39 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.04.2025 - 12.09.2025 (5 days) - $423 - 50% off
Promo Sold Out
7:00 AM - 3:10 PM American
12 hr 10 min ORD-KOA
1 stop
V
7:00 AM Chicago O'Hare International Airport (ORD) Travel time: 4 hr 37 min
9:37 AM Los Angeles International Airport (LAX)
1 hr 35 min layover - Los Angeles(LAX)
11:12 AM Los Angeles International Airport (LAX) Travel time: 5 hr 58 min
3:10 PM Kona International Airport (KOA)
 
Promo Sold Out
9:55 PM - 11:55 AM American
10 hr 0 min KOA-ORD
1 stop
V
9:55 PM Kona International Airport (KOA) Travel time: 5 hr 47 min
6:42 AM Phoenix Sky Harbor International Airport (PHX)
1 hr 35 min layover - Los Angeles(LAX)
7:26 AM Phoenix Sky Harbor International Airport (PHX) Travel time: 3 hr 29 min
11:55 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.04.2025 - 12.11.2025 (7 days) - $423 - 50% off
Promo Sold Out
7:00 AM - 3:10 PM American
12 hr 10 min ORD-KOA
1 stop
V
7:00 AM Chicago O'Hare International Airport (ORD) Travel time: 4 hr 37 min
9:37 AM Los Angeles International Airport (LAX)
1 hr 35 min layover - Los Angeles(LAX)
11:12 AM Los Angeles International Airport (LAX) Travel time: 5 hr 58 min
3:10 PM Kona International Airport (KOA)
 
Promo Sold Out
9:55 PM - 11:55 AM American
10 hr 0 min KOA-ORD
1 stop
V
9:55 PM Kona International Airport (KOA) Travel time: 5 hr 47 min
6:42 AM Phoenix Sky Harbor International Airport (PHX)
1 hr 35 min layover - Los Angeles(LAX)
7:26 AM Phoenix Sky Harbor International Airport (PHX) Travel time: 3 hr 29 min
11:55 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.04.2025 - 12.12.2025 (8 days) - $423 - 50% off
Promo Sold Out
7:00 AM - 3:10 PM American
12 hr 10 min ORD-KOA
1 stop
V
7:00 AM Chicago O'Hare International Airport (ORD) Travel time: 4 hr 37 min
9:37 AM Los Angeles International Airport (LAX)
1 hr 35 min layover - Los Angeles(LAX)
11:12 AM Los Angeles International Airport (LAX) Travel time: 5 hr 58 min
3:10 PM Kona International Airport (KOA)
 
Promo Sold Out
4:40 PM - 6:46 AM American
10 hr 6 min KOA-ORD
1 stop
V
4:40 PM Kona International Airport (KOA) Travel time: 5 hr 19 min
11:59 PM Los Angeles International Airport (LAX)
1 hr 35 min layover - Los Angeles(LAX)
12:45 AM Los Angeles International Airport (LAX) Travel time: 4 hr 1 min
6:46 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.04.2025 - 12.12.2025 (8 days) - $423 - 50% off
Promo Sold Out
7:00 AM - 3:10 PM American
12 hr 10 min ORD-KOA
1 stop
V
7:00 AM Chicago O'Hare International Airport (ORD) Travel time: 4 hr 37 min
9:37 AM Los Angeles International Airport (LAX)
1 hr 35 min layover - Los Angeles(LAX)
11:12 AM Los Angeles International Airport (LAX) Travel time: 5 hr 58 min
3:10 PM Kona International Airport (KOA)
 
Promo Sold Out
6:30 PM - 8:39 AM American
10 hr 9 min KOA-ORD
1 stop
V
6:30 PM Kona International Airport (KOA) Travel time: 6 hr 58 min
5:28 AM Dallas Fort Worth International Airport (DFW)
1 hr 35 min layover - Los Angeles(LAX)
6:20 AM Dallas Fort Worth International Airport (DFW) Travel time: 2 hr 19 min
8:39 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.04.2025 - 12.12.2025 (8 days) - $423 - 50% off
Promo Sold Out
7:00 AM - 3:10 PM American
12 hr 10 min ORD-KOA
1 stop
V
7:00 AM Chicago O'Hare International Airport (ORD) Travel time: 4 hr 37 min
9:37 AM Los Angeles International Airport (LAX)
1 hr 35 min layover - Los Angeles(LAX)
11:12 AM Los Angeles International Airport (LAX) Travel time: 5 hr 58 min
3:10 PM Kona International Airport (KOA)
 
Promo Sold Out
9:55 PM - 11:55 AM American
10 hr 0 min KOA-ORD
1 stop
V
9:55 PM Kona International Airport (KOA) Travel time: 5 hr 47 min
6:42 AM Phoenix Sky Harbor International Airport (PHX)
1 hr 35 min layover - Los Angeles(LAX)
7:26 AM Phoenix Sky Harbor International Airport (PHX) Travel time: 3 hr 29 min
11:55 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.04.2025 - 12.09.2025 (5 days) - $423 - 50% off
Promo Sold Out
7:15 AM - 3:12 PM American
11 hr 57 min ORD-KOA
1 stop
V
7:15 AM Chicago O'Hare International Airport (ORD) Travel time: 2 hr 45 min
10:00 AM Dallas Fort Worth International Airport (DFW)
1 hr 0 min layover - Dallas-Fort Worth(DFW)
11:00 AM Dallas Fort Worth International Airport (DFW) Travel time: 8 hr 12 min
3:12 PM Kona International Airport (KOA)
 
Promo Sold Out
4:43 PM - 6:46 AM American
10 hr 3 min KOA-ORD
1 stop
V
4:43 PM Kona International Airport (KOA) Travel time: 5 hr 16 min
11:59 PM Los Angeles International Airport (LAX)
1 hr 0 min layover - Dallas-Fort Worth(DFW)
12:45 AM Los Angeles International Airport (LAX) Travel time: 4 hr 1 min
6:46 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.04.2025 - 12.09.2025 (5 days) - $423 - 50% off
Promo Sold Out
7:15 AM - 3:12 PM American
11 hr 57 min ORD-KOA
1 stop
V
7:15 AM Chicago O'Hare International Airport (ORD) Travel time: 2 hr 45 min
10:00 AM Dallas Fort Worth International Airport (DFW)
1 hr 0 min layover - Dallas-Fort Worth(DFW)
11:00 AM Dallas Fort Worth International Airport (DFW) Travel time: 8 hr 12 min
3:12 PM Kona International Airport (KOA)
 
Promo Sold Out
6:30 PM - 8:39 AM American
10 hr 9 min KOA-ORD
1 stop
V
6:30 PM Kona International Airport (KOA) Travel time: 6 hr 58 min
5:28 AM Dallas Fort Worth International Airport (DFW)
1 hr 0 min layover - Dallas-Fort Worth(DFW)
6:20 AM Dallas Fort Worth International Airport (DFW) Travel time: 2 hr 19 min
8:39 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.04.2025 - 12.09.2025 (5 days) - $423 - 50% off
Promo Sold Out
7:15 AM - 3:12 PM American
11 hr 57 min ORD-KOA
1 stop
V
7:15 AM Chicago O'Hare International Airport (ORD) Travel time: 2 hr 45 min
10:00 AM Dallas Fort Worth International Airport (DFW)
1 hr 0 min layover - Dallas-Fort Worth(DFW)
11:00 AM Dallas Fort Worth International Airport (DFW) Travel time: 8 hr 12 min
3:12 PM Kona International Airport (KOA)
 
Promo Sold Out
9:55 PM - 11:55 AM American
10 hr 0 min KOA-ORD
1 stop
V
9:55 PM Kona International Airport (KOA) Travel time: 5 hr 47 min
6:42 AM Phoenix Sky Harbor International Airport (PHX)
1 hr 0 min layover - Dallas-Fort Worth(DFW)
7:26 AM Phoenix Sky Harbor International Airport (PHX) Travel time: 3 hr 29 min
11:55 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.04.2025 - 12.11.2025 (7 days) - $423 - 50% off
Promo Sold Out
7:15 AM - 3:12 PM American
11 hr 57 min ORD-KOA
1 stop
V
7:15 AM Chicago O'Hare International Airport (ORD) Travel time: 2 hr 45 min
10:00 AM Dallas Fort Worth International Airport (DFW)
1 hr 0 min layover - Dallas-Fort Worth(DFW)
11:00 AM Dallas Fort Worth International Airport (DFW) Travel time: 8 hr 12 min
3:12 PM Kona International Airport (KOA)
 
Promo Sold Out
9:55 PM - 11:55 AM American
10 hr 0 min KOA-ORD
1 stop
V
9:55 PM Kona International Airport (KOA) Travel time: 5 hr 47 min
6:42 AM Phoenix Sky Harbor International Airport (PHX)
1 hr 0 min layover - Dallas-Fort Worth(DFW)
7:26 AM Phoenix Sky Harbor International Airport (PHX) Travel time: 3 hr 29 min
11:55 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.04.2025 - 12.12.2025 (8 days) - $423 - 50% off
Promo Sold Out
7:15 AM - 3:12 PM American
11 hr 57 min ORD-KOA
1 stop
V
7:15 AM Chicago O'Hare International Airport (ORD) Travel time: 2 hr 45 min
10:00 AM Dallas Fort Worth International Airport (DFW)
1 hr 0 min layover - Dallas-Fort Worth(DFW)
11:00 AM Dallas Fort Worth International Airport (DFW) Travel time: 8 hr 12 min
3:12 PM Kona International Airport (KOA)
 
Promo Sold Out
4:40 PM - 6:46 AM American
10 hr 6 min KOA-ORD
1 stop
V
4:40 PM Kona International Airport (KOA) Travel time: 5 hr 19 min
11:59 PM Los Angeles International Airport (LAX)
1 hr 0 min layover - Dallas-Fort Worth(DFW)
12:45 AM Los Angeles International Airport (LAX) Travel time: 4 hr 1 min
6:46 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.04.2025 - 12.12.2025 (8 days) - $423 - 50% off
Promo Sold Out
7:15 AM - 3:12 PM American
11 hr 57 min ORD-KOA
1 stop
V
7:15 AM Chicago O'Hare International Airport (ORD) Travel time: 2 hr 45 min
10:00 AM Dallas Fort Worth International Airport (DFW)
1 hr 0 min layover - Dallas-Fort Worth(DFW)
11:00 AM Dallas Fort Worth International Airport (DFW) Travel time: 8 hr 12 min
3:12 PM Kona International Airport (KOA)
 
Promo Sold Out
6:30 PM - 8:39 AM American
10 hr 9 min KOA-ORD
1 stop
V
6:30 PM Kona International Airport (KOA) Travel time: 6 hr 58 min
5:28 AM Dallas Fort Worth International Airport (DFW)
1 hr 0 min layover - Dallas-Fort Worth(DFW)
6:20 AM Dallas Fort Worth International Airport (DFW) Travel time: 2 hr 19 min
8:39 AM Chicago O'Hare International Airport (ORD)
Chicago - Kailua-Kona - 12.04.2025 - 12.12.2025 (8 days) - $423 - 50% off
Promo Sold Out
7:15 AM - 3:12 PM American
11 hr 57 min ORD-KOA
1 stop
V
7:15 AM Chicago O'Hare International Airport (ORD) Travel time: 2 hr 45 min
10:00 AM Dallas Fort Worth International Airport (DFW)
1 hr 0 min layover - Dallas-Fort Worth(DFW)
11:00 AM Dallas Fort Worth International Airport (DFW) Travel time: 8 hr 12 min
3:12 PM Kona International Airport (KOA)
 
Promo Sold Out
9:55 PM - 11:55 AM American
10 hr 0 min KOA-ORD
1 stop
V
9:55 PM Kona International Airport (KOA) Travel time: 5 hr 47 min
6:42 AM Phoenix Sky Harbor International Airport (PHX)
1 hr 0 min layover - Dallas-Fort Worth(DFW)
7:26 AM Phoenix Sky Harbor International Airport (PHX) Travel time: 3 hr 29 min
11:55 AM Chicago O'Hare International Airport (ORD)

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