Anchorage (ANC) to Chicago (ORD) · Dec 27, 2026 · return Jan 3, 2027

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Hotels in Chicago for these trips

Hotels: under a trip, hotels in Chicago for exactly those nights: the lowest 3★, 4★, 5★ stay totals among the city's featured hotels, Axel's price for 2 adults in 1 room, each opening that hotel's page for those dates with the rooms and the booking link.

• Hotels in Chicago for these nights (Dec 27 – Jan 3, 2027 · 7 nights · 2 adults, 1 room): 3★ The Willows Hotel, $853 total · 4★ Claridge House Chicago, Tapestry Collection by Hilton, $1,033 total · 5★ Nobu Hotel Chicago, $2,748 total

All hotels in Chicago

Route overview: Anchorage to Chicago (ORD) flight deals

2026-12-27 → 2027-01-03 · Axel-exclusive $702.00

• United Airlines UA267: ANC 2026-12-27 20:45:00 → ORD 2026-12-28 05:59:00; nonstop; 374 minutes. Local airport times.
• United Airlines UA1063: ORD 2027-01-03 15:35:00 → ANC 2027-01-03 19:29:00; nonstop; 414 minutes. Local airport times.

2026-12-27 → 2027-01-03 · Axel-exclusive $598.00

• Alaska Airlines AS760 / AA3216: ANC 2026-12-27 23:05:00 → ORD 2026-12-28 12:35:00; 1 stop(s) via LAS; 630 minutes. Local airport times.
  • AS760: ANC 2026-12-27 23:05:00 → LAS 2026-12-28 05:15:00; layover at LAS: 96 minutes.
  • AA3216: LAS 2026-12-28 06:51:00 → ORD 2026-12-28 12:35:00.
• Alaska Airlines AS583 / AS99: ORD 2027-01-03 09:00:00 → ANC 2027-01-03 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2027-01-03 09:00:00 → SEA 2027-01-03 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2027-01-03 14:00:00 → ANC 2027-01-03 16:47:00.

2026-12-27 → 2027-01-03 · Axel-exclusive $650.00

• Delta Air Lines DL925 / DL2055: ANC 2026-12-27 01:15:00 → ORD 2026-12-27 13:30:00; 1 stop(s) via SEA; 555 minutes. Local airport times.
  • DL925: ANC 2026-12-27 01:15:00 → SEA 2026-12-27 05:58:00; layover at SEA: 82 minutes.
  • DL2055: SEA 2026-12-27 07:20:00 → ORD 2026-12-27 13:30:00.
• Delta Air Lines DL1306 / DL411: ORD 2027-01-03 17:42:00 → ANC 2027-01-04 00:59:00; 1 stop(s) via MSP; 617 minutes. Local airport times.
  • DL1306: ORD 2027-01-03 17:42:00 → MSP 2027-01-03 19:14:00; layover at MSP: 151 minutes.
  • DL411: MSP 2027-01-03 21:45:00 → ANC 2027-01-04 00:59:00.

2026-12-27 → 2027-01-03 · Axel-exclusive $598.00

• Alaska Airlines AS1501 / AA562: ANC 2026-12-27 07:00:00 → ORD 2026-12-27 19:44:00; 1 stop(s) via PDX; 584 minutes. Local airport times.
  • AS1501: ANC 2026-12-27 07:00:00 → PDX 2026-12-27 11:36:00; layover at PDX: 114 minutes.
  • AA562: PDX 2026-12-27 13:30:00 → ORD 2026-12-27 19:44:00.
• Alaska Airlines AS583 / AS99: ORD 2027-01-03 09:00:00 → ANC 2027-01-03 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2027-01-03 09:00:00 → SEA 2027-01-03 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2027-01-03 14:00:00 → ANC 2027-01-03 16:47:00.

2026-12-27 → 2027-01-03 · Axel-exclusive $598.00

• Alaska Airlines AS766 / AS328: ANC 2026-12-27 16:18:00 → ORD 2026-12-28 05:37:00; 1 stop(s) via SEA; 619 minutes. Local airport times.
  • AS766: ANC 2026-12-27 16:18:00 → SEA 2026-12-27 20:50:00; layover at SEA: 170 minutes.
  • AS328: SEA 2026-12-27 23:40:00 → ORD 2026-12-28 05:37:00.
• Alaska Airlines AS583 / AS99: ORD 2027-01-03 09:00:00 → ANC 2027-01-03 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2027-01-03 09:00:00 → SEA 2027-01-03 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2027-01-03 14:00:00 → ANC 2027-01-03 16:47:00.

2026-12-27 → 2027-01-03 · Axel-exclusive $650.00

• Delta Air Lines DL377 / DL1810: ANC 2026-12-27 21:50:00 → ORD 2026-12-28 09:04:00; 1 stop(s) via MSP; 494 minutes. Local airport times.
  • DL377: ANC 2026-12-27 21:50:00 → MSP 2026-12-28 06:13:00; layover at MSP: 62 minutes.
  • DL1810: MSP 2026-12-28 07:15:00 → ORD 2026-12-28 09:04:00.
• Delta Air Lines DL1306 / DL411: ORD 2027-01-03 17:42:00 → ANC 2027-01-04 00:59:00; 1 stop(s) via MSP; 617 minutes. Local airport times.
  • DL1306: ORD 2027-01-03 17:42:00 → MSP 2027-01-03 19:14:00; layover at MSP: 151 minutes.
  • DL411: MSP 2027-01-03 21:45:00 → ANC 2027-01-04 00:59:00.

2026-12-27 → 2027-01-03 · Axel-exclusive $663.00

• United Airlines UA1959 / UA2329: ANC 2026-12-27 00:07:00 → ORD 2026-12-27 13:35:00; 1 stop(s) via DEN; 628 minutes. Local airport times.
  • UA1959: ANC 2026-12-27 00:07:00 → DEN 2026-12-27 07:23:00; layover at DEN: 152 minutes.
  • UA2329: DEN 2026-12-27 09:55:00 → ORD 2026-12-27 13:35:00.
• United Airlines UA1063: ORD 2027-01-03 15:35:00 → ANC 2027-01-03 19:29:00; nonstop; 414 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 26, 2026 · Return options
• Dec 28, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Anchorage (ANC) to Chicago (ORD) · Dec 27, 2026 · return Jan 3, 2027: 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: the lowest 3★, 4★ and 5★ stay totals for 2 adults in 1 room, each linking to that hotel's page for those dates.
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