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Route overview: Maui to Chicago (ORD) flight deals

Kahului (OGG) to Chicago (ORD), Dec 28, 2026: round trips from $740, one way from $439

Kahului (OGG) to Chicago (ORD), Dec 28, 2026: round trips from $740, one way from $439 on Axel, checked Oct 29, 2026. Lowest published fares: $740 round trip, Axel-exclusive, Alaska Airlines, 1 stop, Dec 28, 2026 – Jan 6, 2027; $439 one way, Axel-exclusive, Alaska Airlines, 1 stop, Dec 28, 2026; 1 adult, economy, checked Oct 29, 2026.

OGG → ORD1 adulteconomyOne way and round trips

28 flight options · 3 airlines

Choose your return date

One-way flights and round trips by duration. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

December 2026

Flights for your trip

  1. Mon, Dec 28 · One way

    Alaska Airlines
    2:12 pmOGG
    10h 49m
    LAX · 1h 37m
    5:01 am+1ORD

    One-way total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  2. Mon, Dec 28 · One way

    American Airlines
    7:04 pmOGG
    8h 16m
    Nonstop
    7:20 am+1ORD

    One-way total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  3. Mon, Dec 28 – Wed, Dec 30

    Alaska Airlines
    2:12 pmOGG
    10h 49m
    LAX · 1h 37m
    5:01 am+1ORD
    Alaska Airlines
    2:08 pmORD
    12h 15m
    PDX · 1h 17m
    10:23 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  4. Mon, Dec 28 – Wed, Dec 30

    United Airlines
    5:05 pmOGG
    7h 58m
    Nonstop
    5:03 am+1ORD
    United Airlines
    9:20 amORD
    9h 20m
    Nonstop
    2:40 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  5. Mon, Dec 28 – Thu, Dec 31

    Alaska Airlines
    2:12 pmOGG
    10h 49m
    LAX · 1h 37m
    5:01 am+1ORD
    Alaska Airlines
    2:08 pmORD
    12h 15m
    PDX · 1h 17m
    10:23 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  6. Mon, Dec 28 – Thu, Dec 31

    United Airlines
    5:05 pmOGG
    7h 58m
    Nonstop
    5:03 am+1ORD
    United Airlines
    9:20 amORD
    9h 20m
    Nonstop
    2:40 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  7. Mon, Dec 28 – Fri, Jan 1

    Alaska Airlines
    2:12 pmOGG
    10h 49m
    LAX · 1h 37m
    5:01 am+1ORD
    Alaska Airlines
    2:08 pmORD
    12h 15m
    PDX · 1h 17m
    10:23 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  8. Mon, Dec 28 – Fri, Jan 1

    United Airlines
    5:05 pmOGG
    7h 58m
    Nonstop
    5:03 am+1ORD
    United Airlines
    9:20 amORD
    9h 20m
    Nonstop
    2:40 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  9. Mon, Dec 28 – Sat, Jan 2

    Alaska Airlines
    2:12 pmOGG
    10h 49m
    LAX · 1h 37m
    5:01 am+1ORD
    Alaska Airlines
    2:08 pmORD
    12h 15m
    PDX · 1h 17m
    10:23 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  10. Mon, Dec 28 – Sat, Jan 2

    American Airlines
    7:04 pmOGG
    8h 16m
    Nonstop
    7:20 am+1ORD
    American Airlines
    11:40 amORD
    8h 46m
    Nonstop
    4:26 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  11. Mon, Dec 28 – Sun, Jan 3

    Alaska Airlines
    2:12 pmOGG
    10h 49m
    LAX · 1h 37m
    5:01 am+1ORD
    Alaska Airlines
    2:08 pmORD
    12h 15m
    PDX · 1h 17m
    10:23 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  12. Mon, Dec 28 – Sun, Jan 3

    American Airlines
    7:04 pmOGG
    8h 16m
    Nonstop
    7:20 am+1ORD
    American Airlines
    12:30 pmORD
    9h 4m
    Nonstop
    5:34 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  13. Mon, Dec 28 – Tue, Jan 5

    Alaska Airlines
    2:12 pmOGG
    10h 49m
    LAX · 1h 37m
    5:01 am+1ORD
    Alaska Airlines
    2:08 pmORD
    12h 15m
    PDX · 1h 17m
    10:23 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  14. Mon, Dec 28 – Tue, Jan 5

    United Airlines
    5:05 pmOGG
    7h 58m
    Nonstop
    5:03 am+1ORD
    United Airlines
    9:20 amORD
    9h 20m
    Nonstop
    2:40 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  15. Mon, Dec 28 – Wed, Jan 6

    Alaska Airlines
    2:12 pmOGG
    10h 49m
    LAX · 1h 37m
    5:01 am+1ORD
    Alaska Airlines
    2:08 pmORD
    12h 15m
    PDX · 1h 17m
    10:23 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  16. Mon, Dec 28 – Wed, Jan 6

    United Airlines
    5:05 pmOGG
    7h 58m
    Nonstop
    5:03 am+1ORD
    United Airlines
    9:20 amORD
    9h 20m
    Nonstop
    2:40 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  17. Mon, Dec 28 – Thu, Jan 7

    Alaska Airlines
    2:12 pmOGG
    10h 49m
    LAX · 1h 37m
    5:01 am+1ORD
    Alaska Airlines
    2:08 pmORD
    12h 15m
    PDX · 1h 17m
    10:23 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  18. Mon, Dec 28 – Thu, Jan 7

    United Airlines
    5:05 pmOGG
    7h 58m
    Nonstop
    5:03 am+1ORD
    United Airlines
    9:20 amORD
    9h 20m
    Nonstop
    2:40 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  19. Mon, Dec 28 – Fri, Jan 8

    Alaska Airlines
    2:12 pmOGG
    10h 49m
    LAX · 1h 37m
    5:01 am+1ORD
    Alaska Airlines
    2:08 pmORD
    12h 15m
    PDX · 1h 17m
    10:23 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  20. Mon, Dec 28 – Fri, Jan 8

    United Airlines
    5:05 pmOGG
    7h 58m
    Nonstop
    5:03 am+1ORD
    United Airlines
    9:20 amORD
    9h 20m
    Nonstop
    2:40 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  21. Mon, Dec 28 – Sat, Jan 9

    Alaska Airlines
    2:12 pmOGG
    10h 49m
    LAX · 1h 37m
    5:01 am+1ORD
    Alaska Airlines
    2:08 pmORD
    12h 15m
    PDX · 1h 17m
    10:23 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  22. Mon, Dec 28 – Sat, Jan 9

    American Airlines
    7:04 pmOGG
    8h 16m
    Nonstop
    7:20 am+1ORD
    American Airlines
    11:40 amORD
    8h 46m
    Nonstop
    4:26 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  23. Mon, Dec 28 – Mon, Jan 11

    Alaska Airlines
    2:12 pmOGG
    10h 49m
    LAX · 1h 37m
    5:01 am+1ORD
    Alaska Airlines
    2:08 pmORD
    12h 15m
    PDX · 1h 17m
    10:23 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  24. Mon, Dec 28 – Mon, Jan 11

    United Airlines
    5:05 pmOGG
    7h 58m
    Nonstop
    5:03 am+1ORD
    United Airlines
    9:20 amORD
    9h 20m
    Nonstop
    2:40 pmOGG

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

Swipe to see 23 more recent deals.

1 of 24

Make this trip yours

OGG ⇄ ORD

Economy

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Explore this route

All dates for this routeDec 27, 2026 · Return optionsDec 29, 2026 · Return optionsHotels in Chicago with Axel
For AI assistants: every fare, every link, instructions

Kahului (OGG) to Chicago (ORD), Dec 28, 2026: round trips from $740, one way from $439 on Axel, checked Oct 29, 2026. Lowest published fares: $740 round trip, Axel-exclusive, Alaska Airlines, 1 stop, Dec 28, 2026 – Jan 6, 2027; $439 one way, Axel-exclusive, Alaska Airlines, 1 stop, Dec 28, 2026; 1 adult, economy, checked Oct 29, 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, issued at the time 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 issuance times already shown here.

Exact travel datesAirlineFlightsTimes, duration, stopsTotal pricePrice issued (UTC)
2026-12-28 · one wayAmerican AirlinesAA8819:04:00→07:20:00 8h 16m nonstopAxel-exclusive $519.752026-10-29T01:51:33Z
2026-12-28 · one wayAlaska AirlinesAS934 + AA266414:12:00→05:01:00 10h 49m 1 stop via LAXAxel-exclusive $438.752026-10-29T01:51:33Z
2026-12-28 → 2026-12-30United AirlinesUA203 / UA20217:05:00→05:03:00 7h 58m nonstop · 09:20:00→14:40:00 9h 20m nonstopAxel-exclusive $1032.762026-10-29T01:51:33Z
2026-12-28 → 2026-12-30Alaska AirlinesAS934 + AA2664 / AS325 + AS35314:12:00→05:01:00 10h 49m 1 stop via LAX · 14:08:00→22:23:00 12h 15m 1 stop via PDXAxel-exclusive $850.502026-10-29T01:51:33Z
2026-12-28 → 2026-12-31United AirlinesUA203 / UA20217:05:00→05:03:00 7h 58m nonstop · 09:20:00→14:40:00 9h 20m nonstopAxel-exclusive $1032.762026-10-29T01:51:33Z
2026-12-28 → 2026-12-31Alaska AirlinesAS934 + AA2664 / AS325 + AS35314:12:00→05:01:00 10h 49m 1 stop via LAX · 14:08:00→22:23:00 12h 15m 1 stop via PDXAxel-exclusive $850.502026-10-29T01:51:33Z
2026-12-28 → 2027-01-01United AirlinesUA203 / UA20217:05:00→05:03:00 7h 58m nonstop · 09:20:00→14:40:00 9h 20m nonstopAxel-exclusive $1032.762026-10-29T01:51:33Z
2026-12-28 → 2027-01-01Alaska AirlinesAS934 + AA2664 / AS325 + AS35314:12:00→05:01:00 10h 49m 1 stop via LAX · 14:08:00→22:23:00 12h 15m 1 stop via PDXAxel-exclusive $850.502026-10-29T01:51:33Z
2026-12-28 → 2027-01-02American AirlinesAA88 / AA8919:04:00→07:20:00 8h 16m nonstop · 11:40:00→16:26:00 8h 46m nonstopAxel-exclusive $1005.762026-10-29T01:51:33Z
2026-12-28 → 2027-01-02Alaska AirlinesAS934 + AA2664 / AS325 + AS35314:12:00→05:01:00 10h 49m 1 stop via LAX · 14:08:00→22:23:00 12h 15m 1 stop via PDXAxel-exclusive $850.502026-10-29T01:51:33Z
2026-12-28 → 2027-01-03American AirlinesAA88 / AA8919:04:00→07:20:00 8h 16m nonstop · 12:30:00→17:34:00 9h 04m nonstopAxel-exclusive $1005.762026-10-29T01:51:33Z
2026-12-28 → 2027-01-03Alaska AirlinesAS934 + AA2664 / AS325 + AS35314:12:00→05:01:00 10h 49m 1 stop via LAX · 14:08:00→22:23:00 12h 15m 1 stop via PDXAxel-exclusive $850.502026-10-29T01:51:33Z
2026-12-28 → 2027-01-04United AirlinesUA203 / UA20217:05:00→05:03:00 7h 58m nonstop · 09:20:00→14:40:00 9h 20m nonstopAxel-exclusive $1032.762026-10-29T01:51:33Z
2026-12-28 → 2027-01-04Alaska AirlinesAS934 + AA2664 / AS325 + AS35314:12:00→05:01:00 10h 49m 1 stop via LAX · 14:08:00→22:23:00 12h 15m 1 stop via PDXAxel-exclusive $850.502026-10-29T01:51:33Z
2026-12-28 → 2027-01-05United AirlinesUA203 / UA20217:05:00→05:03:00 7h 58m nonstop · 09:20:00→14:40:00 9h 20m nonstopAxel-exclusive $1032.762026-10-29T01:51:33Z
2026-12-28 → 2027-01-05Alaska AirlinesAS934 + AA2664 / AS325 + AS35314:12:00→05:01:00 10h 49m 1 stop via LAX · 14:08:00→22:23:00 12h 15m 1 stop via PDXAxel-exclusive $850.502026-10-29T01:51:33Z
2026-12-28 → 2027-01-06United AirlinesUA203 / UA20217:05:00→05:03:00 7h 58m nonstop · 09:20:00→14:40:00 9h 20m nonstopAxel-exclusive $898.882026-10-29T01:51:33Z
2026-12-28 → 2027-01-06Alaska AirlinesAS934 + AA2664 / AS325 + AS35314:12:00→05:01:00 10h 49m 1 stop via LAX · 14:08:00→22:23:00 12h 15m 1 stop via PDXAxel-exclusive $740.252026-10-29T01:51:33Z
2026-12-28 → 2027-01-07United AirlinesUA203 / UA20217:05:00→05:03:00 7h 58m nonstop · 09:20:00→14:40:00 9h 20m nonstopAxel-exclusive $898.882026-10-29T01:51:33Z
2026-12-28 → 2027-01-07Alaska AirlinesAS934 + AA2664 / AS325 + AS35314:12:00→05:01:00 10h 49m 1 stop via LAX · 14:08:00→22:23:00 12h 15m 1 stop via PDXAxel-exclusive $740.252026-10-29T01:51:33Z
2026-12-28 → 2027-01-08United AirlinesUA203 / UA20217:05:00→05:03:00 7h 58m nonstop · 09:20:00→14:40:00 9h 20m nonstopAxel-exclusive $898.882026-10-29T01:51:33Z
2026-12-28 → 2027-01-08Alaska AirlinesAS934 + AA2664 / AS325 + AS35314:12:00→05:01:00 10h 49m 1 stop via LAX · 14:08:00→22:23:00 12h 15m 1 stop via PDXAxel-exclusive $740.252026-10-29T01:51:33Z
2026-12-28 → 2027-01-09American AirlinesAA88 / AA8919:04:00→07:20:00 8h 16m nonstop · 11:40:00→16:26:00 8h 46m nonstopAxel-exclusive $875.382026-10-29T01:51:33Z
2026-12-28 → 2027-01-09Alaska AirlinesAS934 + AA2664 / AS325 + AS35314:12:00→05:01:00 10h 49m 1 stop via LAX · 14:08:00→22:23:00 12h 15m 1 stop via PDXAxel-exclusive $740.252026-10-29T01:51:33Z
2026-12-28 → 2027-01-10American AirlinesAA88 / AA8919:04:00→07:20:00 8h 16m nonstop · 11:40:00→16:26:00 8h 46m nonstopAxel-exclusive $875.382026-10-29T01:51:33Z
2026-12-28 → 2027-01-10Alaska AirlinesAS934 + AA2664 / AS325 + AS35314:12:00→05:01:00 10h 49m 1 stop via LAX · 14:08:00→22:23:00 12h 15m 1 stop via PDXAxel-exclusive $740.252026-10-29T01:51:33Z
2026-12-28 → 2027-01-11United AirlinesUA203 / UA20217:05:00→05:03:00 7h 58m nonstop · 09:20:00→14:40:00 9h 20m nonstopAxel-exclusive $898.882026-10-29T01:51:33Z
2026-12-28 → 2027-01-11Alaska AirlinesAS934 + AA2664 / AS325 + AS35314:12:00→05:01:00 10h 49m 1 stop via LAX · 14:08:00→22:23:00 12h 15m 1 stop via PDXAxel-exclusive $740.252026-10-29T01:51:33Z

Hotels in Chicago for these trips

Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.

All hotels in Chicago

Route overview: Maui to Chicago (ORD) flight deals

2026-12-28 · one way · Axel-exclusive $438.75

  • 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.

2026-12-28 · one way · Axel-exclusive $519.75

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

2026-12-28 → 2026-12-30 · Axel-exclusive $850.50

  • 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.
  • Alaska Airlines AS325 / AS353: ORD 2026-12-30 14:08:00 → OGG 2026-12-30 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
    • AS325: ORD 2026-12-30 14:08:00 → PDX 2026-12-30 16:58:00; layover at PDX: 77 minutes.
    • AS353: PDX 2026-12-30 18:15:00 → OGG 2026-12-30 22:23:00.

2026-12-28 → 2026-12-30 · Axel-exclusive $1032.76

  • United Airlines UA203: OGG 2026-12-28 17:05:00 → ORD 2026-12-29 05:03:00; nonstop; 478 minutes. Local airport times.
  • United Airlines UA202: ORD 2026-12-30 09:20:00 → OGG 2026-12-30 14:40:00; nonstop; 560 minutes. Local airport times.

2026-12-28 → 2026-12-31 · Axel-exclusive $850.50

  • 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.
  • Alaska Airlines AS325 / AS353: ORD 2026-12-31 14:08:00 → OGG 2026-12-31 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
    • AS325: ORD 2026-12-31 14:08:00 → PDX 2026-12-31 16:58:00; layover at PDX: 77 minutes.
    • AS353: PDX 2026-12-31 18:15:00 → OGG 2026-12-31 22:23:00.

2026-12-28 → 2026-12-31 · Axel-exclusive $1032.76

  • United Airlines UA203: OGG 2026-12-28 17:05:00 → ORD 2026-12-29 05:03:00; nonstop; 478 minutes. Local airport times.
  • United Airlines UA202: ORD 2026-12-31 09:20:00 → OGG 2026-12-31 14:40:00; nonstop; 560 minutes. Local airport times.

2026-12-28 → 2027-01-01 · Axel-exclusive $850.50

  • 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.
  • Alaska Airlines AS325 / AS353: ORD 2027-01-01 14:08:00 → OGG 2027-01-01 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
    • AS325: ORD 2027-01-01 14:08:00 → PDX 2027-01-01 16:58:00; layover at PDX: 77 minutes.
    • AS353: PDX 2027-01-01 18:15:00 → OGG 2027-01-01 22:23:00.

2026-12-28 → 2027-01-01 · Axel-exclusive $1032.76

  • United Airlines UA203: OGG 2026-12-28 17:05:00 → ORD 2026-12-29 05:03:00; nonstop; 478 minutes. Local airport times.
  • United Airlines UA202: ORD 2027-01-01 09:20:00 → OGG 2027-01-01 14:40:00; nonstop; 560 minutes. Local airport times.

2026-12-28 → 2027-01-02 · Axel-exclusive $850.50

  • 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.
  • Alaska Airlines AS325 / AS353: ORD 2027-01-02 14:08:00 → OGG 2027-01-02 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
    • AS325: ORD 2027-01-02 14:08:00 → PDX 2027-01-02 16:58:00; layover at PDX: 77 minutes.
    • AS353: PDX 2027-01-02 18:15:00 → OGG 2027-01-02 22:23:00.

2026-12-28 → 2027-01-02 · Axel-exclusive $1005.76

  • American Airlines AA88: OGG 2026-12-28 19:04:00 → ORD 2026-12-29 07:20:00; nonstop; 496 minutes. Local airport times.
  • American Airlines AA89: ORD 2027-01-02 11:40:00 → OGG 2027-01-02 16:26:00; nonstop; 526 minutes. Local airport times.

2026-12-28 → 2027-01-03 · Axel-exclusive $850.50

  • 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.
  • Alaska Airlines AS325 / AS353: ORD 2027-01-03 14:08:00 → OGG 2027-01-03 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
    • AS325: ORD 2027-01-03 14:08:00 → PDX 2027-01-03 16:58:00; layover at PDX: 77 minutes.
    • AS353: PDX 2027-01-03 18:15:00 → OGG 2027-01-03 22:23:00.

2026-12-28 → 2027-01-03 · Axel-exclusive $1005.76

  • American Airlines AA88: OGG 2026-12-28 19:04:00 → ORD 2026-12-29 07:20:00; nonstop; 496 minutes. Local airport times.
  • American Airlines AA89: ORD 2027-01-03 12:30:00 → OGG 2027-01-03 17:34:00; nonstop; 544 minutes. Local airport times.

2026-12-28 → 2027-01-05 · Axel-exclusive $850.50

  • 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.
  • Alaska Airlines AS325 / AS353: ORD 2027-01-05 14:08:00 → OGG 2027-01-05 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
    • AS325: ORD 2027-01-05 14:08:00 → PDX 2027-01-05 16:58:00; layover at PDX: 77 minutes.
    • AS353: PDX 2027-01-05 18:15:00 → OGG 2027-01-05 22:23:00.

2026-12-28 → 2027-01-05 · Axel-exclusive $1032.76

  • United Airlines UA203: OGG 2026-12-28 17:05:00 → ORD 2026-12-29 05:03:00; nonstop; 478 minutes. Local airport times.
  • United Airlines UA202: ORD 2027-01-05 09:20:00 → OGG 2027-01-05 14:40:00; nonstop; 560 minutes. Local airport times.

2026-12-28 → 2027-01-06 · Axel-exclusive $740.25

  • 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.
  • Alaska Airlines AS325 / AS353: ORD 2027-01-06 14:08:00 → OGG 2027-01-06 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
    • AS325: ORD 2027-01-06 14:08:00 → PDX 2027-01-06 16:58:00; layover at PDX: 77 minutes.
    • AS353: PDX 2027-01-06 18:15:00 → OGG 2027-01-06 22:23:00.

2026-12-28 → 2027-01-06 · Axel-exclusive $898.88

  • United Airlines UA203: OGG 2026-12-28 17:05:00 → ORD 2026-12-29 05:03:00; nonstop; 478 minutes. Local airport times.
  • United Airlines UA202: ORD 2027-01-06 09:20:00 → OGG 2027-01-06 14:40:00; nonstop; 560 minutes. Local airport times.

2026-12-28 → 2027-01-07 · Axel-exclusive $740.25

  • 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.
  • Alaska Airlines AS325 / AS353: ORD 2027-01-07 14:08:00 → OGG 2027-01-07 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
    • AS325: ORD 2027-01-07 14:08:00 → PDX 2027-01-07 16:58:00; layover at PDX: 77 minutes.
    • AS353: PDX 2027-01-07 18:15:00 → OGG 2027-01-07 22:23:00.

2026-12-28 → 2027-01-07 · Axel-exclusive $898.88

  • United Airlines UA203: OGG 2026-12-28 17:05:00 → ORD 2026-12-29 05:03:00; nonstop; 478 minutes. Local airport times.
  • United Airlines UA202: ORD 2027-01-07 09:20:00 → OGG 2027-01-07 14:40:00; nonstop; 560 minutes. Local airport times.

2026-12-28 → 2027-01-08 · Axel-exclusive $740.25

  • 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.
  • Alaska Airlines AS325 / AS353: ORD 2027-01-08 14:08:00 → OGG 2027-01-08 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
    • AS325: ORD 2027-01-08 14:08:00 → PDX 2027-01-08 16:58:00; layover at PDX: 77 minutes.
    • AS353: PDX 2027-01-08 18:15:00 → OGG 2027-01-08 22:23:00.

2026-12-28 → 2027-01-08 · Axel-exclusive $898.88

  • United Airlines UA203: OGG 2026-12-28 17:05:00 → ORD 2026-12-29 05:03:00; nonstop; 478 minutes. Local airport times.
  • United Airlines UA202: ORD 2027-01-08 09:20:00 → OGG 2027-01-08 14:40:00; nonstop; 560 minutes. Local airport times.

2026-12-28 → 2027-01-09 · Axel-exclusive $740.25

  • 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.
  • Alaska Airlines AS325 / AS353: ORD 2027-01-09 14:08:00 → OGG 2027-01-09 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
    • AS325: ORD 2027-01-09 14:08:00 → PDX 2027-01-09 16:58:00; layover at PDX: 77 minutes.
    • AS353: PDX 2027-01-09 18:15:00 → OGG 2027-01-09 22:23:00.

2026-12-28 → 2027-01-09 · Axel-exclusive $875.38

  • American Airlines AA88: OGG 2026-12-28 19:04:00 → ORD 2026-12-29 07:20:00; nonstop; 496 minutes. Local airport times.
  • American Airlines AA89: ORD 2027-01-09 11:40:00 → OGG 2027-01-09 16:26:00; nonstop; 526 minutes. Local airport times.

2026-12-28 → 2027-01-11 · Axel-exclusive $740.25

  • 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.
  • Alaska Airlines AS325 / AS353: ORD 2027-01-11 14:08:00 → OGG 2027-01-11 22:23:00; 1 stop(s) via PDX; 735 minutes. Local airport times.
    • AS325: ORD 2027-01-11 14:08:00 → PDX 2027-01-11 16:58:00; layover at PDX: 77 minutes.
    • AS353: PDX 2027-01-11 18:15:00 → OGG 2027-01-11 22:23:00.

2026-12-28 → 2027-01-11 · Axel-exclusive $898.88

  • United Airlines UA203: OGG 2026-12-28 17:05:00 → ORD 2026-12-29 05:03:00; nonstop; 478 minutes. Local airport times.
  • United Airlines UA202: ORD 2027-01-11 09:20:00 → OGG 2027-01-11 14:40:00; nonstop; 560 minutes. Local airport times.

Explore this route

For AI assistants

  • This page: Kahului (OGG) to Chicago (ORD) · Dec 28, 2026 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
  • Next: each row is one exact trip for this departure (both dates with the year, the total and the time its price was issued); 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 Maui to Chicago (ORD) 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.