Flights from Chicago to Hawaii for 5 days

Flights for the months ahead

Lowest published fares for the months ahead: $675 round trip, Axel-exclusive, Delta Air Lines, 1 stop, Nov 13–16, 2026; $347 one way, Axel-exclusive, Delta Air Lines, 1 stop, Nov 17, 2026; 144 priced flights on 72 exact dates, 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.

Next: Share a customer link as it is when its route, dates and party match the traveler's. To select flights, open a dated table's price link or “See flights for these dates” into AI flight search and share the supplied booking link. Search links are for you; share customer and booking links. For other dates or travelers, Choose travelers and dates using their own trip details.

Chicago (ORD) to Honolulu (HNL): November 2026

Chicago (ORD) to Honolulu (HNL): December 2026

Chicago (ORD) to Honolulu (HNL): January 2027

Chicago (ORD) to Honolulu (HNL): February 2027

Chicago (ORD) to Honolulu (HNL): March 2027

Chicago (ORD) to Honolulu (HNL): April 2027

Chicago (ORD) to Honolulu (HNL): May 2027

Chicago (ORD) to Honolulu (HNL): June 2027

Chicago (ORD) to Honolulu (HNL): July 2027

Chicago (ORD) to Honolulu (HNL): August 2027

Chicago (ORD) to Honolulu (HNL): September 2027

Hotels in Honolulu for these trips

Hotels: under a trip, hotels in Honolulu 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.

• Hotels in Honolulu for these nights (Nov 13–16, 2026 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Nov 14–21, 2026 · 7 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Nov 19–22, 2026 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Nov 20–23, 2026 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Nov 21–28, 2026 · 7 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Nov 24–29, 2026 · 5 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Nov 26–29, 2026 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Nov 27–30, 2026 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Nov 28 – Dec 5, 2026 · 7 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Dec 3–6, 2026 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Dec 4–7, 2026 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Dec 5–12, 2026 · 7 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Dec 10–13, 2026 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Dec 11–14, 2026 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Dec 12–19, 2026 · 7 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Dec 17–20, 2026 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Dec 18–21, 2026 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Dec 19–26, 2026 · 7 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Dec 22–27, 2026 · 5 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Dec 24–27, 2026 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Dec 25–28, 2026 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Dec 26 – Jan 2, 2027 · 7 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Dec 30 – Jan 2, 2027 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Dec 31 – Jan 3, 2027 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Jan 1–4, 2027 · 3 nights · 2 adults, 1 room): 3★ Pagoda Hotel, $609 total · 4★ Queen Kapiolani Hotel, $729 total · 5★ Alohilani Resort Waikiki Beach, $912 total
• Hotels in Honolulu for these nights (Jan 2–9, 2027 · 7 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $1,041 total · 4★ Queen Kapiolani Hotel, $1,347 total · 5★ Alohilani Resort Waikiki Beach, $1,908 total
• Hotels in Honolulu for these nights (Jan 7–10, 2027 · 3 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $416 total · 4★ Hotel La Croix, $539 total · 5★ Alohilani Resort Waikiki Beach, $832 total
• Hotels in Honolulu for these nights (Jan 8–11, 2027 · 3 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $425 total · 4★ Queen Kapiolani Hotel, $557 total · 5★ Alohilani Resort Waikiki Beach, $810 total
• Hotels in Honolulu for these nights (Jan 9–16, 2027 · 7 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $942 total · 4★ Queen Kapiolani Hotel, $1,333 total · 5★ Alohilani Resort Waikiki Beach, $1,814 total
• Hotels in Honolulu for these nights (Jan 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $422 total · 4★ Hotel La Croix, $641 total · 5★ Alohilani Resort Waikiki Beach, $821 total
• Hotels in Honolulu for these nights (Jan 15–18, 2027 · 3 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $433 total · 4★ Queen Kapiolani Hotel, $658 total · 5★ Alohilani Resort Waikiki Beach, $819 total
• Hotels in Honolulu for these nights (Jan 16–23, 2027 · 7 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $948 total · 4★ Queen Kapiolani Hotel, $1,418 total · 5★ Alohilani Resort Waikiki Beach, $1,832 total
• Hotels in Honolulu for these nights (Jan 21–24, 2027 · 3 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $421 total · 4★ Hilton Vacation Club The Modern Honolulu, $549 total · 5★ Alohilani Resort Waikiki Beach, $789 total
• Hotels in Honolulu for these nights (Jan 22–25, 2027 · 3 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $421 total · 4★ Hilton Vacation Club The Modern Honolulu, $551 total · 5★ Alohilani Resort Waikiki Beach, $785 total
• Hotels in Honolulu for these nights (Jan 23–30, 2027 · 7 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $934 total · 4★ Queen Kapiolani Hotel, $1,306 total · 5★ Alohilani Resort Waikiki Beach, $1,766 total
• Hotels in Honolulu for these nights (Jan 28–31, 2027 · 3 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $418 total · 4★ Queen Kapiolani Hotel, $559 total · 5★ Alohilani Resort Waikiki Beach, $784 total
• Hotels in Honolulu for these nights (Jan 29 – Feb 1, 2027 · 3 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $424 total · 4★ Queen Kapiolani Hotel, $561 total · 5★ Alohilani Resort Waikiki Beach, $771 total
• Hotels in Honolulu for these nights (Jan 30 – Feb 6, 2027 · 7 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $948 total · 4★ Hotel La Croix, $1,312 total · 5★ Alohilani Resort Waikiki Beach, $1,694 total
• Hotels in Honolulu for these nights (Feb 12–15, 2027 · 3 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $522 total · 4★ Hilton Vacation Club The Modern Honolulu, $627 total · 5★ Alohilani Resort Waikiki Beach, $875 total
• Hotels in Honolulu for these nights (Feb 19–22, 2027 · 3 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $486 total · 4★ Hotel La Croix, $596 total · 5★ Alohilani Resort Waikiki Beach, $826 total
• Hotels in Honolulu for these nights (Feb 20–27, 2027 · 7 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $1,002 total · 4★ Hilton Vacation Club The Modern Honolulu, $1,364 total · 5★ Alohilani Resort Waikiki Beach, $1,802 total
• Hotels in Honolulu for these nights (Mar 19–22, 2027 · 3 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $487 total · 4★ Hotel La Croix, $542 total · 5★ Alohilani Resort Waikiki Beach, $814 total
• Hotels in Honolulu for these nights (Mar 20–27, 2027 · 7 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $1,053 total · 4★ Hotel La Croix, $1,259 total · 5★ Alohilani Resort Waikiki Beach, $1,903 total
• Hotels in Honolulu for these nights (Mar 25–29, 2027 · 4 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $575 total · 4★ Hotel La Croix, $716 total · 5★ Alohilani Resort Waikiki Beach, $1,094 total
• Hotels in Honolulu for these nights (Apr 16–19, 2027 · 3 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $427 total · 4★ Hilton Vacation Club The Modern Honolulu, $544 total · 5★ Alohilani Resort Waikiki Beach, $797 total
• Hotels in Honolulu for these nights (Apr 17–24, 2027 · 7 nights · 2 adults, 1 room): 3★ Stay Hotel Waikiki, $923 total · 4★ Hilton Vacation Club The Modern Honolulu, $1,305 total · 5★ Alohilani Resort Waikiki Beach, $1,820 total
• Hotels in Honolulu for these nights (May 14–17, 2027 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (May 15–22, 2027 · 7 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (May 28–31, 2027 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Jun 11–14, 2027 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Jun 12–19, 2027 · 7 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Jul 2–6, 2027 · 4 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Jul 9–12, 2027 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Jul 10–17, 2027 · 7 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Aug 6–9, 2027 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Aug 7–14, 2027 · 7 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Sep 3–6, 2027 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Sep 4–11, 2027 · 7 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Sep 24–27, 2027 · 3 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina
• Hotels in Honolulu for these nights (Sep 25 – Oct 2, 2027 · 7 nights · 2 adults, 1 room): 3★ The Equus · 4★ Halekulani Hotel · 5★ Four Seasons Resort Oahu at Ko Olina

All hotels in Honolulu

Route overview: Chicago to Honolulu (HNL) flight deals

2026-11-13 → 2026-11-16 · Axel-exclusive $783.76

• American Airlines AA75: ORD 2026-11-13 10:00:00 → HNL 2026-11-13 15:18:00; nonstop; 558 minutes. Local airport times.
• American Airlines AA74: HNL 2026-11-16 19:00:00 → ORD 2026-11-17 07:20:00; nonstop; 500 minutes. Local airport times.

2026-11-13 → 2026-11-16 · Axel-exclusive $812.26

• United Airlines UA411: ORD 2026-11-13 12:45:00 → HNL 2026-11-13 17:57:00; nonstop; 552 minutes. Local airport times.
• United Airlines UA218: HNL 2026-11-16 16:55:00 → ORD 2026-11-17 05:01:00; nonstop; 486 minutes. Local airport times.

2026-11-17 · one way · Axel-exclusive $403.75

• American Airlines AA75: ORD 2026-11-17 10:00:00 → HNL 2026-11-17 15:18:00; nonstop; 558 minutes. Local airport times.

2026-11-17 · one way · Axel-exclusive $418.00

• United Airlines UA219: ORD 2026-11-17 09:15:00 → HNL 2026-11-17 14:27:00; nonstop; 552 minutes. Local airport times.

2026-11-24 → 2026-11-29 · Axel-exclusive $940.50

• American Airlines AA75: ORD 2026-11-24 10:00:00 → HNL 2026-11-24 15:17:00; nonstop; 557 minutes. Local airport times.
• American Airlines AA74: HNL 2026-11-29 19:00:00 → ORD 2026-11-30 07:21:00; nonstop; 501 minutes. Local airport times.

2026-11-24 → 2026-11-29 · Axel-exclusive $974.70

• United Airlines UA219: ORD 2026-11-24 09:15:00 → HNL 2026-11-24 14:27:00; nonstop; 552 minutes. Local airport times.
• United Airlines UA218: HNL 2026-11-29 16:55:00 → ORD 2026-11-30 05:01:00; nonstop; 486 minutes. Local airport times.

2026-12-05 → 2026-12-12 · Axel-exclusive $825.00

• American Airlines AA75: ORD 2026-12-05 10:00:00 → HNL 2026-12-05 15:17:00; nonstop; 557 minutes. Local airport times.
• American Airlines AA74: HNL 2026-12-12 19:00:00 → ORD 2026-12-13 07:20:00; nonstop; 500 minutes. Local airport times.

2026-12-05 → 2026-12-12 · Axel-exclusive $855.00

• United Airlines UA411: ORD 2026-12-05 12:45:00 → HNL 2026-12-05 17:57:00; nonstop; 552 minutes. Local airport times.
• United Airlines UA218: HNL 2026-12-12 16:55:00 → ORD 2026-12-13 05:01:00; nonstop; 486 minutes. Local airport times.

2026-12-19 → 2026-12-26 · Axel-exclusive $1196.26

• American Airlines AA75: ORD 2026-12-19 11:00:00 → HNL 2026-12-19 16:38:00; nonstop; 578 minutes. Local airport times.
• American Airlines AA74: HNL 2026-12-26 18:40:00 → ORD 2026-12-27 07:00:00; nonstop; 500 minutes. Local airport times.

2026-12-19 → 2026-12-26 · Axel-exclusive $1239.76

• United Airlines UA411: ORD 2026-12-19 12:45:00 → HNL 2026-12-19 18:13:00; nonstop; 568 minutes. Local airport times.
• United Airlines UA1244: HNL 2026-12-26 19:45:00 → ORD 2026-12-27 07:56:00; nonstop; 491 minutes. Local airport times.

2026-12-31 → 2027-01-03 · Axel-exclusive $1196.26

• American Airlines AA75: ORD 2026-12-31 10:00:00 → HNL 2026-12-31 15:17:00; nonstop; 557 minutes. Local airport times.
• American Airlines AA74: HNL 2027-01-03 19:00:00 → ORD 2027-01-04 07:20:00; nonstop; 500 minutes. Local airport times.

2026-12-31 → 2027-01-03 · Axel-exclusive $1239.76

• United Airlines UA219: ORD 2026-12-31 09:25:00 → HNL 2026-12-31 14:53:00; nonstop; 568 minutes. Local airport times.
• United Airlines UA218: HNL 2027-01-03 16:50:00 → ORD 2027-01-04 05:01:00; nonstop; 491 minutes. Local airport times.

2027-01-14 → 2027-01-17 · Axel-exclusive $710.00

• Delta Air Lines DL2039 / DL385: ORD 2027-01-14 07:05:00 → HNL 2027-01-14 15:37:00; 1 stop(s) via DTW; 752 minutes. Local airport times.
  • DL2039: ORD 2027-01-14 07:05:00 → DTW 2027-01-14 09:30:00; layover at DTW: 65 minutes.
  • DL385: DTW 2027-01-14 10:35:00 → HNL 2027-01-14 15:37:00.
• Delta Air Lines DL658 / DL967: HNL 2027-01-17 22:59:00 → ORD 2027-01-18 13:33:00; 1 stop(s) via LAX; 634 minutes. Local airport times.
  • DL658: HNL 2027-01-17 22:59:00 → LAX 2027-01-18 06:30:00; layover at LAX: 60 minutes.
  • DL967: LAX 2027-01-18 07:30:00 → ORD 2027-01-18 13:33:00.

2027-01-14 → 2027-01-17 · Axel-exclusive $825.00

• American Airlines AA75: ORD 2027-01-14 10:00:00 → HNL 2027-01-14 15:17:00; nonstop; 557 minutes. Local airport times.
• American Airlines AA74: HNL 2027-01-17 19:00:00 → ORD 2027-01-18 07:20:00; nonstop; 500 minutes. Local airport times.

2027-01-28 → 2027-01-31 · Axel-exclusive $825.00

• American Airlines AA75: ORD 2027-01-28 10:00:00 → HNL 2027-01-28 15:17:00; nonstop; 557 minutes. Local airport times.
• American Airlines AA74: HNL 2027-01-31 19:00:00 → ORD 2027-02-01 07:20:00; nonstop; 500 minutes. Local airport times.

2027-01-28 → 2027-01-31 · Axel-exclusive $855.00

• United Airlines UA219: ORD 2027-01-28 09:25:00 → HNL 2027-01-28 14:53:00; nonstop; 568 minutes. Local airport times.
• United Airlines UA218: HNL 2027-01-31 16:50:00 → ORD 2027-02-01 05:01:00; nonstop; 491 minutes. Local airport times.

2027-03-19 → 2027-03-22 · Axel-exclusive $928.13

• American Airlines AA75: ORD 2027-03-19 11:00:00 → HNL 2027-03-19 15:38:00; nonstop; 578 minutes. Local airport times.
• American Airlines AA74: HNL 2027-03-22 18:40:00 → ORD 2027-03-23 08:00:00; nonstop; 500 minutes. Local airport times.

2027-03-19 → 2027-03-22 · Axel-exclusive $961.88

• United Airlines UA411: ORD 2027-03-19 12:45:00 → HNL 2027-03-19 16:57:00; nonstop; 552 minutes. Local airport times.
• United Airlines UA1244: HNL 2027-03-22 19:45:00 → ORD 2027-03-23 08:56:00; nonstop; 491 minutes. Local airport times.

2027-05-15 → 2027-05-22 · Axel-exclusive $945.26

• American Airlines AA75: ORD 2027-05-15 11:00:00 → HNL 2027-05-15 15:38:00; nonstop; 578 minutes. Local airport times.
• American Airlines AA74: HNL 2027-05-22 18:40:00 → ORD 2027-05-23 08:00:00; nonstop; 500 minutes. Local airport times.

2027-05-15 → 2027-05-22 · Axel-exclusive $969.00

• United Airlines UA411: ORD 2027-05-15 12:45:00 → HNL 2027-05-15 17:13:00; nonstop; 568 minutes. Local airport times.
• United Airlines UA1244: HNL 2027-05-22 19:45:00 → ORD 2027-05-23 08:56:00; nonstop; 491 minutes. Local airport times.

2027-07-10 → 2027-07-17 · Axel-exclusive $995.00

• American Airlines AA75: ORD 2027-07-10 11:00:00 → HNL 2027-07-10 15:38:00; nonstop; 578 minutes. Local airport times.
• American Airlines AA74: HNL 2027-07-17 18:40:00 → ORD 2027-07-18 08:00:00; nonstop; 500 minutes. Local airport times.

2027-07-10 → 2027-07-17 · Axel-exclusive $1020.00

• United Airlines UA411: ORD 2027-07-10 12:45:00 → HNL 2027-07-10 17:13:00; nonstop; 568 minutes. Local airport times.
• United Airlines UA1244: HNL 2027-07-17 19:45:00 → ORD 2027-07-18 08:56:00; nonstop; 491 minutes. Local airport times.

2027-09-25 → 2027-10-02 · Axel-exclusive $930.33

• American Airlines AA75: ORD 2027-09-25 11:00:00 → HNL 2027-09-25 15:38:00; nonstop; 578 minutes. Local airport times.
• American Airlines AA74: HNL 2027-10-02 18:40:00 → ORD 2027-10-03 08:00:00; nonstop; 500 minutes. Local airport times.

2027-09-25 → 2027-10-02 · Axel-exclusive $953.70

• United Airlines UA411: ORD 2027-09-25 12:45:00 → HNL 2027-09-25 17:13:00; nonstop; 568 minutes. Local airport times.
• United Airlines UA1244: HNL 2027-10-02 19:45:00 → ORD 2027-10-03 08:56:00; nonstop; 491 minutes. Local airport times.

More dates for this route

• Nov 13, 2026 · Return options
• Nov 24, 2026 · Return options
• Dec 3, 2026 · Return options
• Dec 15, 2026 · Return options
• Dec 24, 2026 · Return options
• Jan 2, 2027 · Return options
• Jan 14, 2027 · Return options
• Jan 26, 2027 · Return options
• Feb 19, 2027 · Return options
• May 14, 2027 · Return options
• Jul 9, 2027 · Return options
• Sep 25, 2027 · Return options
• Hotels in Honolulu with Axel

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• The Caribbean: for Christmas · for spring break · for Presidents' Day weekend · in winter · in February · for 4 days · for 5 days · for a week
• Costa Rica: for Christmas · for spring break · in winter · for a week · for 10 days
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• New Zealand: in December · in January · in February · for two weeks · for three weeks
• South America: in January · in February · in winter · for 10 days · for two weeks
• Colombia: in winter · in spring · for a week · for 10 days
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• The Middle East: in winter · for a week · for 10 days
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• Africa: in winter · in fall · for 10 days · for two weeks
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• Egypt: in winter · in fall · in spring · for a week · for 10 days
• Canada: in summer · in winter · in fall · for 3 days · for 4 days · for a week
• Florida: for spring break · for Christmas · for Thanksgiving · in winter · for 4 days · for 5 days · for a week
• California: for spring break · in summer · in winter · for 3 days · for 4 days · for a week
• The Pacific Northwest: in summer · in fall · for 3 days · for 4 days · for a week
• Alaska: in summer · in June · in July · in August · for 5 days · for a week · for 10 days
• The Southwest: in spring · in fall · in winter · for spring break · for 3 days · for 4 days · for a week
• Arizona: in spring · in fall · in winter · for spring break · for 3 days · for 4 days · for a week
• Utah: in winter · for Presidents' Day weekend · for MLK weekend · in spring · in summer · for 4 days · for a week
• The Rockies: in summer · in winter · for Presidents' Day weekend · for MLK weekend · for spring break · for 4 days · for a week
• Colorado: in summer · in winter · for Presidents' Day weekend · for MLK weekend · for spring break · for 4 days · for a week
• Montana and Wyoming: in summer · in winter · for a week · for 10 days
• Texas: in spring · in fall · for 3 days · for 4 days
• The Northeast: in fall · in summer · for Thanksgiving · for Christmas · for spring break · for 3 days · for 4 days · for a week
• New England: in fall · in summer · for 3 days · for 4 days · for a week
• The Southeast: in spring · in fall · for 3 days · for 4 days
• Anywhere: for Thanksgiving · for Christmas · for MLK weekend · for Presidents' Day weekend · for spring break · for Easter weekend · for Memorial Day weekend · for July 4th weekend · for Labor Day weekend · in November · in December · in January · in February · in March · in April · in May · in June · in July · in August · in September · for 4 days · for a week · for two weeks

Hawaii for 5 days from other cities

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Hotels in Honolulu with Axel

Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Honolulu has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.

Where to stay: Where to stay in Honolulu: the 6 best neighborhoods, ranked · Honolulu hotels where a family of four can share one room

Hotel details in Honolulu: Halekulani Hotel 4★ from $609 a night in the next 30 days · Moana Surfrider, A Westin Resort & Spa, Waikiki Beach 4★ from $364 a night in the next 30 days · Prince Waikiki 4★ from $242 a night in the next 30 days · Lotus Honolulu at Diamond Head 4★ from $210 a night in the next 30 days · Ala Moana Hotel by Mantra 3★ · All 92 hotels in Honolulu

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• This page: Flights from Chicago to Hawaii for 5 days. Round-trip fares from Chicago to Hawaii for 5 days: Honolulu, Kahului, Kailua-Kona, Kauai Island and Hilo, for stays of 4 to 5 nights. The cheapest saved fare for each destination, and a link to search your own dates.
• Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.