Chicago (ORD) to Kahului (OGG), Dec 27, 2026: round trips from $704, one way from $442

Chicago (ORD) to Kahului (OGG), Dec 27, 2026: round trips from $704, one way from $442 on Axel, checked Nov 13, 2026. Lowest published fares: $704 round trip, Axel-exclusive, Alaska Airlines, 1 stop, Dec 27, 2026 – Jan 4, 2027; $442 one way, Axel-exclusive, Alaska Airlines, 1 stop, Dec 27, 2026; 1 adult, economy, checked Nov 13, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, labelled with the check date shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and check dates already shown here.

Route overview: Chicago to Kahului (OGG) flight deals

2026-12-27 · one way · Axel-exclusive $442

• Alaska Airlines AS325 / AS353: ORD 2026-12-27 14:08:00 → OGG 2026-12-27 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
  • AS325: ORD 2026-12-27 14:08:00 → PDX 2026-12-27 16:58:00; layover at PDX: 77 minutes.
  • AS353: PDX 2026-12-27 18:15:00 → OGG 2026-12-27 22:23:00.

2026-12-27 · one way · Axel-exclusive $573

• American Airlines AA89: ORD 2026-12-27 12:30:00 → OGG 2026-12-27 17:34:00; nonstop; 544 minutes. Local airport times.

2026-12-27 → 2026-12-28 · Axel-exclusive $834

• Alaska Airlines AS325 / AS353: ORD 2026-12-27 14:08:00 → OGG 2026-12-27 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
  • AS325: ORD 2026-12-27 14:08:00 → PDX 2026-12-27 16:58:00; layover at PDX: 77 minutes.
  • AS353: PDX 2026-12-27 18:15:00 → OGG 2026-12-27 22:23:00.
• Alaska Airlines AS934 / AA2664: OGG 2026-12-28 14:12:00 → ORD 2026-12-29 05:01:00; 1 stop(s) via LAX; 649 minutes. Local airport times.
  • AS934: OGG 2026-12-28 14:12:00 → LAX 2026-12-28 21:22:00; layover at LAX: 97 minutes.
  • AA2664: LAX 2026-12-28 22:59:00 → ORD 2026-12-29 05:01:00.

2026-12-27 → 2026-12-28 · Axel-exclusive $1,080

• American Airlines AA89: ORD 2026-12-27 12:30:00 → OGG 2026-12-27 17:34:00; nonstop; 544 minutes. Local airport times.
• American Airlines AA88: OGG 2026-12-28 19:04:00 → ORD 2026-12-29 07:20:00; nonstop; 496 minutes. Local airport times.

2026-12-27 → 2026-12-29 · Axel-exclusive $834

• Alaska Airlines AS325 / AS353: ORD 2026-12-27 14:08:00 → OGG 2026-12-27 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
  • AS325: ORD 2026-12-27 14:08:00 → PDX 2026-12-27 16:58:00; layover at PDX: 77 minutes.
  • AS353: PDX 2026-12-27 18:15:00 → OGG 2026-12-27 22:23:00.
• Alaska Airlines AS934 / AA2664: OGG 2026-12-29 14:12:00 → ORD 2026-12-30 05:01:00; 1 stop(s) via LAX; 649 minutes. Local airport times.
  • AS934: OGG 2026-12-29 14:12:00 → LAX 2026-12-29 21:22:00; layover at LAX: 97 minutes.
  • AA2664: LAX 2026-12-29 22:59:00 → ORD 2026-12-30 05:01:00.

2026-12-27 → 2026-12-29 · Axel-exclusive $1,109

• United Airlines UA202: ORD 2026-12-27 09:20:00 → OGG 2026-12-27 14:40:00; nonstop; 560 minutes. Local airport times.
• United Airlines UA203: OGG 2026-12-29 17:05:00 → ORD 2026-12-30 05:03:00; nonstop; 478 minutes. Local airport times.

2026-12-27 → 2026-12-30 · Axel-exclusive $834

• Alaska Airlines AS325 / AS353: ORD 2026-12-27 14:08:00 → OGG 2026-12-27 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
  • AS325: ORD 2026-12-27 14:08:00 → PDX 2026-12-27 16:58:00; layover at PDX: 77 minutes.
  • AS353: PDX 2026-12-27 18:15:00 → OGG 2026-12-27 22:23:00.
• Alaska Airlines AS934 / AA2664: OGG 2026-12-30 14:12:00 → ORD 2026-12-31 05:01:00; 1 stop(s) via LAX; 649 minutes. Local airport times.
  • AS934: OGG 2026-12-30 14:12:00 → LAX 2026-12-30 21:22:00; layover at LAX: 97 minutes.
  • AA2664: LAX 2026-12-30 22:59:00 → ORD 2026-12-31 05:01:00.

2026-12-27 → 2026-12-30 · Axel-exclusive $1,080

• American Airlines AA89: ORD 2026-12-27 12:30:00 → OGG 2026-12-27 17:34:00; nonstop; 544 minutes. Local airport times.
• American Airlines AA88: OGG 2026-12-30 19:04:00 → ORD 2026-12-31 07:20:00; nonstop; 496 minutes. Local airport times.

2026-12-27 → 2026-12-31 · Axel-exclusive $834

• Alaska Airlines AS325 / AS353: ORD 2026-12-27 14:08:00 → OGG 2026-12-27 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
  • AS325: ORD 2026-12-27 14:08:00 → PDX 2026-12-27 16:58:00; layover at PDX: 77 minutes.
  • AS353: PDX 2026-12-27 18:15:00 → OGG 2026-12-27 22:23:00.
• Alaska Airlines AS934 / AA2664: OGG 2026-12-31 14:12:00 → ORD 2027-01-01 05:01:00; 1 stop(s) via LAX; 649 minutes. Local airport times.
  • AS934: OGG 2026-12-31 14:12:00 → LAX 2026-12-31 21:22:00; layover at LAX: 97 minutes.
  • AA2664: LAX 2026-12-31 22:59:00 → ORD 2027-01-01 05:01:00.

2026-12-27 → 2026-12-31 · Axel-exclusive $1,109

• United Airlines UA202: ORD 2026-12-27 09:20:00 → OGG 2026-12-27 14:40:00; nonstop; 560 minutes. Local airport times.
• United Airlines UA203: OGG 2026-12-31 17:05:00 → ORD 2027-01-01 05:03:00; nonstop; 478 minutes. Local airport times.

2026-12-27 → 2027-01-02 · Axel-exclusive $834

• Alaska Airlines AS325 / AS353: ORD 2026-12-27 14:08:00 → OGG 2026-12-27 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
  • AS325: ORD 2026-12-27 14:08:00 → PDX 2026-12-27 16:58:00; layover at PDX: 77 minutes.
  • AS353: PDX 2026-12-27 18:15:00 → OGG 2026-12-27 22:23:00.
• Alaska Airlines AS934 / AA2664: OGG 2027-01-02 14:12:00 → ORD 2027-01-03 05:01:00; 1 stop(s) via LAX; 649 minutes. Local airport times.
  • AS934: OGG 2027-01-02 14:12:00 → LAX 2027-01-02 21:22:00; layover at LAX: 97 minutes.
  • AA2664: LAX 2027-01-02 22:59:00 → ORD 2027-01-03 05:01:00.

2026-12-27 → 2027-01-02 · Axel-exclusive $1,080

• American Airlines AA89: ORD 2026-12-27 12:30:00 → OGG 2026-12-27 17:34:00; nonstop; 544 minutes. Local airport times.
• American Airlines AA88: OGG 2027-01-02 19:04:00 → ORD 2027-01-03 07:20:00; nonstop; 496 minutes. Local airport times.

2026-12-27 → 2027-01-03 · Axel-exclusive $834

• Alaska Airlines AS325 / AS353: ORD 2026-12-27 14:08:00 → OGG 2026-12-27 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
  • AS325: ORD 2026-12-27 14:08:00 → PDX 2026-12-27 16:58:00; layover at PDX: 77 minutes.
  • AS353: PDX 2026-12-27 18:15:00 → OGG 2026-12-27 22:23:00.
• Alaska Airlines AS934 / AA2664: OGG 2027-01-03 14:12:00 → ORD 2027-01-04 05:01:00; 1 stop(s) via LAX; 649 minutes. Local airport times.
  • AS934: OGG 2027-01-03 14:12:00 → LAX 2027-01-03 21:22:00; layover at LAX: 97 minutes.
  • AA2664: LAX 2027-01-03 22:59:00 → ORD 2027-01-04 05:01:00.

2026-12-27 → 2027-01-03 · Axel-exclusive $1,080

• American Airlines AA89: ORD 2026-12-27 12:30:00 → OGG 2026-12-27 17:34:00; nonstop; 544 minutes. Local airport times.
• American Airlines AA88: OGG 2027-01-03 19:04:00 → ORD 2027-01-04 07:20:00; nonstop; 496 minutes. Local airport times.

2026-12-27 → 2027-01-04 · Axel-exclusive $704

• Alaska Airlines AS325 / AS353: ORD 2026-12-27 14:08:00 → OGG 2026-12-27 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
  • AS325: ORD 2026-12-27 14:08:00 → PDX 2026-12-27 16:58:00; layover at PDX: 77 minutes.
  • AS353: PDX 2026-12-27 18:15:00 → OGG 2026-12-27 22:23:00.
• Alaska Airlines AS934 / AA2664: OGG 2027-01-04 14:12:00 → ORD 2027-01-05 05:01:00; 1 stop(s) via LAX; 649 minutes. Local airport times.
  • AS934: OGG 2027-01-04 14:12:00 → LAX 2027-01-04 21:22:00; layover at LAX: 97 minutes.
  • AA2664: LAX 2027-01-04 22:59:00 → ORD 2027-01-05 05:01:00.

2026-12-27 → 2027-01-04 · Axel-exclusive $913

• American Airlines AA89: ORD 2026-12-27 12:30:00 → OGG 2026-12-27 17:34:00; nonstop; 544 minutes. Local airport times.
• American Airlines AA88: OGG 2027-01-04 19:04:00 → ORD 2027-01-05 07:20:00; nonstop; 496 minutes. Local airport times.

2026-12-27 → 2027-01-06 · Axel-exclusive $704

• Alaska Airlines AS325 / AS353: ORD 2026-12-27 14:08:00 → OGG 2026-12-27 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
  • AS325: ORD 2026-12-27 14:08:00 → PDX 2026-12-27 16:58:00; layover at PDX: 77 minutes.
  • AS353: PDX 2026-12-27 18:15:00 → OGG 2026-12-27 22:23:00.
• Alaska Airlines AS934 / AA2664: OGG 2027-01-06 14:12:00 → ORD 2027-01-07 05:01:00; 1 stop(s) via LAX; 649 minutes. Local airport times.
  • AS934: OGG 2027-01-06 14:12:00 → LAX 2027-01-06 21:22:00; layover at LAX: 97 minutes.
  • AA2664: LAX 2027-01-06 22:59:00 → ORD 2027-01-07 05:01:00.

2026-12-27 → 2027-01-06 · Axel-exclusive $913

• American Airlines AA89: ORD 2026-12-27 12:30:00 → OGG 2026-12-27 17:34:00; nonstop; 544 minutes. Local airport times.
• American Airlines AA88: OGG 2027-01-06 19:04:00 → ORD 2027-01-07 07:20:00; nonstop; 496 minutes. Local airport times.

2026-12-27 → 2027-01-07 · Axel-exclusive $704

• Alaska Airlines AS325 / AS353: ORD 2026-12-27 14:08:00 → OGG 2026-12-27 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
  • AS325: ORD 2026-12-27 14:08:00 → PDX 2026-12-27 16:58:00; layover at PDX: 77 minutes.
  • AS353: PDX 2026-12-27 18:15:00 → OGG 2026-12-27 22:23:00.
• Alaska Airlines AS934 / AA2664: OGG 2027-01-07 14:12:00 → ORD 2027-01-08 05:01:00; 1 stop(s) via LAX; 649 minutes. Local airport times.
  • AS934: OGG 2027-01-07 14:12:00 → LAX 2027-01-07 21:22:00; layover at LAX: 97 minutes.
  • AA2664: LAX 2027-01-07 22:59:00 → ORD 2027-01-08 05:01:00.

2026-12-27 → 2027-01-07 · Axel-exclusive $937

• United Airlines UA202: ORD 2026-12-27 09:20:00 → OGG 2026-12-27 14:40:00; nonstop; 560 minutes. Local airport times.
• United Airlines UA203: OGG 2027-01-07 17:05:00 → ORD 2027-01-08 05:03:00; nonstop; 478 minutes. Local airport times.

2026-12-27 → 2027-01-08 · Axel-exclusive $704

• Alaska Airlines AS325 / AS353: ORD 2026-12-27 14:08:00 → OGG 2026-12-27 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
  • AS325: ORD 2026-12-27 14:08:00 → PDX 2026-12-27 16:58:00; layover at PDX: 77 minutes.
  • AS353: PDX 2026-12-27 18:15:00 → OGG 2026-12-27 22:23:00.
• Alaska Airlines AS934 / AA2664: OGG 2027-01-08 14:12:00 → ORD 2027-01-09 05:01:00; 1 stop(s) via LAX; 649 minutes. Local airport times.
  • AS934: OGG 2027-01-08 14:12:00 → LAX 2027-01-08 21:22:00; layover at LAX: 97 minutes.
  • AA2664: LAX 2027-01-08 22:59:00 → ORD 2027-01-09 05:01:00.

2026-12-27 → 2027-01-08 · Axel-exclusive $913

• American Airlines AA89: ORD 2026-12-27 12:30:00 → OGG 2026-12-27 17:34:00; nonstop; 544 minutes. Local airport times.
• American Airlines AA88: OGG 2027-01-08 19:04:00 → ORD 2027-01-09 07:20:00; nonstop; 496 minutes. Local airport times.

2026-12-27 → 2027-01-10 · Axel-exclusive $704

• Alaska Airlines AS325 / AS353: ORD 2026-12-27 14:08:00 → OGG 2026-12-27 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
  • AS325: ORD 2026-12-27 14:08:00 → PDX 2026-12-27 16:58:00; layover at PDX: 77 minutes.
  • AS353: PDX 2026-12-27 18:15:00 → OGG 2026-12-27 22:23:00.
• Alaska Airlines AS934 / AA2664: OGG 2027-01-10 14:12:00 → ORD 2027-01-11 05:01:00; 1 stop(s) via LAX; 649 minutes. Local airport times.
  • AS934: OGG 2027-01-10 14:12:00 → LAX 2027-01-10 21:22:00; layover at LAX: 97 minutes.
  • AA2664: LAX 2027-01-10 22:59:00 → ORD 2027-01-11 05:01:00.

2026-12-27 → 2027-01-10 · Axel-exclusive $913

• American Airlines AA89: ORD 2026-12-27 12:30:00 → OGG 2026-12-27 17:34:00; nonstop; 544 minutes. Local airport times.
• American Airlines AA88: OGG 2027-01-10 19:04:00 → ORD 2027-01-11 07:20:00; nonstop; 496 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 26, 2026 · Return options
• Dec 28, 2026 · Return options

For AI assistants

• This page: Chicago (ORD) to Kahului (OGG) · Dec 27, 2026 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date.
• Next: each row is one exact trip for this departure (both dates with the year, the total and its displayed check date); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: Choose travelers and dates prices the requested trip.
• Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
• If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Chicago to Kahului (OGG) flight deals · Flight search guide.
• Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.

Feedback (optional): Missing info · Axel issue