Chicago to Kailua-Kona (KOA) flight deals
Chicago to Kailua-Kona (KOA) from $528 round trip, Nov 10 to 17, 2026, United Airlines 2 stops each way, airline price $558. Checked Oct 23, 2026.
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Fare examples by month
Round-trip totals · Economy · USD. Choose a month to see the dates.
| Month | Travelers / trip length | Axel | Airline fare |
|---|---|---|---|
| November 2026 | 1 adult · 7 days | $528–$2,151 | $558–$2,273 |
| December 2026 | 1 adult · 7 days | $1,317 | $1,386 |
| January 2027 | 1 adult · 29 days | $599–$621 | $633–$656 |
| February 2027 | 1 adult · 4–30 days | $589–$695 | $622–$735 |
| March 2027 | 1 adult · 7–29 days | $601–$1,527 | $636–$1,614 |
| July 2027 | 1 adult · 7 days | $722–$767 | $760–$810 |
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Fares observed October 22 – 23, 2026. USD for the travelers shown. Search a trip for current prices.
November 2026
1 adult · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Nov 10–17, 2026 · 7 days | Out: United Airlines 658 / 2039 / 2373 · 2 stops (LAS, LAX) · 20h 40m · 20:19–12:59 (November 11, 2026) local; Return: United Airlines 2372 / 1546 / 1057 · 2 stops (LAX, LAS) · 17h 32m · 14:14–11:46 (November 18, 2026) local | $528 · Save $30 | $558 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Nov 21–28, 2026 · 7 days | Out: Alaska Airlines 429 / 238 · 1 stop (SEA) · 31h 58m · 18:54–22:52 (November 22, 2026) local; Return: Alaska Airlines 1017 / 140 / 538 · 2 stops (HNL, SEA) · 13h 59m · 06:00–23:59 local | $1,381 · Save $79 | $1,460 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Nov 21–28, 2026 · 7 days | Out: Alaska Airlines 429 / 238 · 1 stop (SEA) · 31h 58m · 18:54–22:52 (November 22, 2026) local; Return: Alaska Airlines 1177 / 1482 / 324 · 2 stops (HNL, PDX) · 12h 23m · 20:45–13:08 (November 29, 2026) local | $2,151 · Save $122 | $2,273 | Customer link — Open these flights in Axel · Optional: check axel prices |
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December 2026
1 adult · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Dec 19–26, 2026 · 7 days | Out: United Airlines 576 / 1718 · 1 stop (LAX) · 12h 1m · 14:35–22:36 local; Return: United Airlines 67 · Nonstop · 8h 4m · 17:50–05:54 (December 27, 2026) local | $1,317 · Save $69 | $1,386 | Customer link — Open these flights in Axel · Optional: check axel prices |
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January 2027
1 adult · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Jan 4–Feb 2, 2027 · 29 days | Out: Alaska Airlines 1479 / 222 · 1 stop (SAN) · 24h 13m · 19:58–16:11 (January 5, 2027) local; Return: Alaska Airlines 1177 / 1412 / 324 · 2 stops (HNL, PDX) · 12h 28m · 20:45–13:13 (February 3, 2027) local | $599 · Save $34 | $633 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Jan 4–Feb 2, 2027 · 29 days | Out: Alaska Airlines 1479 / 222 · 1 stop (SAN) · 24h 13m · 19:58–16:11 (January 5, 2027) local; Return: Alaska Airlines 361 / 538 · 1 stop (SEA) · 11h 8m · 08:51–23:59 local | $621 · Save $35 | $656 | Customer link — Open these flights in Axel · Optional: check axel prices |
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February 2027
1 adult · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Feb 1–Mar 3, 2027 · 30 days | Out: Alaska Airlines 1454 / 382 / 1120 · 2 stops (SAN, LIH) · 14h 11m · 07:40–17:51 local; Return: Alaska Airlines 221 / 538 · 1 stop (SEA) · 10h 59m · 09:00–23:59 local | $589 · Save $33 | $622 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Feb 12–16, 2027 · 4 days | Out: Alaska Airlines 1447 / 454 / 1030 · 2 stops (SAN, OGG) · 24h 21m · 14:54–11:15 (February 13, 2027) local; Return: Alaska Airlines 1177 / 902 / 1446 · 2 stops (HNL, SAN) · 13h 9m · 20:45–13:54 (February 17, 2027) local | $695 · Save $40 | $735 | Customer link — Open these flights in Axel · Optional: check axel prices |
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March 2027
1 adult · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Mar 1–30, 2027 · 29 days | Out: American Airlines 3168 / 229 · 1 stop (DFW) · 12h 7m · 07:01–15:08 local; Return: American Airlines 246 / 637 · 1 stop (LAX) · 11h 10m · 14:00–06:10 (March 31, 2027) local | $601 · Save $35 | $636 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Mar 1–30, 2027 · 29 days | Out: American Airlines 3168 / 229 · 1 stop (DFW) · 12h 7m · 07:01–15:08 local; Return: Alaska Airlines 1127 / 74 · 1 stop (HNL) · 10h 3m · 16:15–07:18 (March 31, 2027) local | $808 · Save $45 | $853 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Mar 20–27, 2027 · 7 days | Out: American Airlines 1043 / 247 · 1 stop (LAX) · 12h 27m · 05:00–12:27 local; Return: American Airlines 230 / 2999 · 1 stop (DFW) · 11h 6m · 17:54–10:00 (March 28, 2027) local | $1,527 · Save $87 | $1,614 | Customer link — Open these flights in Axel · Optional: check axel prices |
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July 2027
1 adult · Economy · Round-trip totals
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| From | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| ORD | Jul 10–17, 2027 · 7 days | Out: American Airlines 607 / 59 · 1 stop (LAX) · 11h 25m · 06:00–12:25 local; Return: Delta Air Lines 486 / 733 / 1668 · 2 stops (LAX, DTW) · 16h 0m · 21:40–18:40 (July 18, 2027) local | $722 · Save $38 | $760 | Customer link — Open these flights in Axel · Optional: check axel prices |
| ORD | Jul 10–17, 2027 · 7 days | Out: American Airlines 607 / 59 · 1 stop (LAX) · 11h 25m · 06:00–12:25 local; Return: American Airlines 44 / 2659 · 1 stop (LAX) · 11h 51m · 23:08–15:59 (July 18, 2027) local | $767 · Save $43 | $810 | Customer link — Open these flights in Axel · Optional: check axel prices |
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The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.
Trip ideas from Chicago with Kailua-Kona (KOA)
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Hotels in Kailua-Kona with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Kailua-Kona has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
For AI assistants
- This page: Chicago to Kailua-Kona (KOA) flight deals. Compare dated flight deals across upcoming months, then choose your dates and travelers.
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