Chicago (ORD) to Anchorage (ANC), Dec 21, 2026: round trips from $494, one way from $304

Chicago (ORD) to Anchorage (ANC), Dec 21, 2026: round trips from $494, one way from $304 on Axel, checked Oct 29, 2026. Lowest published fares: $494 round trip, Axel-exclusive, Alaska Airlines, 1 stop, Dec 21, 2026 – Jan 4, 2027; $304 one way, Axel-exclusive, Alaska Airlines, 1 stop, Dec 21, 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.

Hotels in Anchorage for these trips

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

• Hotels in Anchorage for these nights (Dec 21–22, 2026 · 1 night · 2 adults, 1 room): 3★ Wyndham Garden Anchorage Airport, $91 a night · 4★ Hotel Captain Cook, $224 a night
• Hotels in Anchorage for these nights (Dec 21–23, 2026 · 2 nights · 2 adults, 1 room): 3★ Wyndham Garden Anchorage Airport, $92 a night, $183 for 2 nights · 4★ Hotel Captain Cook, $224 a night, $448 for 2 nights
• Hotels in Anchorage for these nights (Dec 21–24, 2026 · 3 nights · 2 adults, 1 room): 3★ Wyndham Garden Anchorage Airport, $91 a night, $274 for 3 nights · 4★ Hotel Captain Cook, $224 a night, $672 for 3 nights
• Hotels in Anchorage for these nights (Dec 21–25, 2026 · 4 nights · 2 adults, 1 room): 3★ Wyndham Garden Anchorage Airport, $92 a night, $366 for 4 nights · 4★ Hotel Captain Cook, $224 a night, $896 for 4 nights
• Hotels in Anchorage for these nights (Dec 21–26, 2026 · 5 nights · 2 adults, 1 room): 3★ Wyndham Garden Anchorage Airport, $91 a night, $455 for 5 nights · 4★ Hotel Captain Cook, $224 a night, $1,120 for 5 nights
• Hotels in Anchorage for these nights (Dec 21–27, 2026 · 6 nights · 2 adults, 1 room): 3★ Wyndham Garden Anchorage Airport, $91 a night, $546 for 6 nights · 4★ Hotel Captain Cook, $224 a night, $1,344 for 6 nights
• Hotels in Anchorage for these nights (Dec 21–28, 2026 · 7 nights · 2 adults, 1 room): 3★ Wyndham Garden Anchorage Airport, $91 a night, $638 for 7 nights · 4★ Hotel Captain Cook, $224 a night, $1,568 for 7 nights
• Hotels in Anchorage for these nights (Dec 21–29, 2026 · 8 nights · 2 adults, 1 room): 3★ Wyndham Garden Anchorage Airport, $91 a night, $730 for 8 nights · 4★ Hotel Captain Cook, $224 a night, $1,792 for 8 nights
• Hotels in Anchorage for these nights (Dec 21–30, 2026 · 9 nights · 2 adults, 1 room): 3★ Wyndham Garden Anchorage Airport, $91 a night, $822 for 9 nights · 4★ Hotel Captain Cook, $224 a night, $2,016 for 9 nights
• Hotels in Anchorage for these nights (Dec 21–31, 2026 · 10 nights · 2 adults, 1 room): 3★ Wyndham Garden Anchorage Airport, $91 a night, $913 for 10 nights · 4★ Hotel Captain Cook, $224 a night, $2,240 for 10 nights
• Hotels in Anchorage for these nights (Dec 21 – Jan 1, 2027 · 11 nights · 2 adults, 1 room): 3★ Wyndham Garden Anchorage Airport, $91 a night, $1,004 for 11 nights · 4★ Hotel Captain Cook, $224 a night, $2,464 for 11 nights
• Hotels in Anchorage for these nights (Dec 21 – Jan 2, 2027 · 12 nights · 2 adults, 1 room): 3★ Wyndham Garden Anchorage Airport, $91 a night, $1,093 for 12 nights · 4★ Hotel Captain Cook, $224 a night, $2,685 for 12 nights
• Hotels in Anchorage for these nights (Dec 21 – Jan 3, 2027 · 13 nights · 2 adults, 1 room): 3★ Wyndham Garden Anchorage Airport, $91 a night, $1,184 for 13 nights · 4★ Hotel Captain Cook, $224 a night, $2,906 for 13 nights
• Hotels in Anchorage for these nights (Dec 21 – Jan 4, 2027 · 14 nights · 2 adults, 1 room): 3★ Wyndham Garden Anchorage Airport, $91 a night, $1,271 for 14 nights · 4★ Hotel Captain Cook, $224 a night, $3,130 for 14 nights

All hotels in Anchorage

Route overview: Chicago to Anchorage (ANC) flight deals

2026-12-21 · one way · Axel-exclusive $303.75

• Alaska Airlines AS583 / AS99: ORD 2026-12-21 09:00:00 → ANC 2026-12-21 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2026-12-21 09:00:00 → SEA 2026-12-21 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2026-12-21 14:00:00 → ANC 2026-12-21 16:47:00.

2026-12-21 · one way · Axel-exclusive $364.50

• United Airlines UA1892: ORD 2026-12-21 15:30:00 → ANC 2026-12-21 19:23:00; nonstop; 413 minutes. Local airport times.

2026-12-21 → 2026-12-22 · Axel-exclusive $567.00

• Alaska Airlines AS583 / AS99: ORD 2026-12-21 09:00:00 → ANC 2026-12-21 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2026-12-21 09:00:00 → SEA 2026-12-21 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2026-12-21 14:00:00 → ANC 2026-12-21 16:47:00.
• Alaska Airlines AS766 / AS328: ANC 2026-12-22 16:18:00 → ORD 2026-12-23 05:37:00; 1 stop(s) via SEA; 619 minutes. Local airport times.
  • AS766: ANC 2026-12-22 16:18:00 → SEA 2026-12-22 20:50:00; layover at SEA: 170 minutes.
  • AS328: SEA 2026-12-22 23:40:00 → ORD 2026-12-23 05:37:00.

2026-12-21 → 2026-12-22 · Axel-exclusive $688.50

• United Airlines UA1892: ORD 2026-12-21 15:30:00 → ANC 2026-12-21 19:23:00; nonstop; 413 minutes. Local airport times.
• United Airlines UA267: ANC 2026-12-22 20:30:00 → ORD 2026-12-23 05:58:00; nonstop; 388 minutes. Local airport times.

2026-12-21 → 2026-12-23 · Axel-exclusive $567.00

• Alaska Airlines AS583 / AS99: ORD 2026-12-21 09:00:00 → ANC 2026-12-21 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2026-12-21 09:00:00 → SEA 2026-12-21 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2026-12-21 14:00:00 → ANC 2026-12-21 16:47:00.
• Alaska Airlines AS760 / AA3216: ANC 2026-12-23 23:05:00 → ORD 2026-12-24 12:35:00; 1 stop(s) via LAS; 630 minutes. Local airport times.
  • AS760: ANC 2026-12-23 23:05:00 → LAS 2026-12-24 05:15:00; layover at LAS: 96 minutes.
  • AA3216: LAS 2026-12-24 06:51:00 → ORD 2026-12-24 12:35:00.

2026-12-21 → 2026-12-23 · Axel-exclusive $688.50

• United Airlines UA1892: ORD 2026-12-21 15:30:00 → ANC 2026-12-21 19:23:00; nonstop; 413 minutes. Local airport times.
• United Airlines UA267: ANC 2026-12-23 20:43:00 → ORD 2026-12-24 05:59:00; nonstop; 376 minutes. Local airport times.

2026-12-21 → 2026-12-24 · Axel-exclusive $567.00

• Alaska Airlines AS583 / AS99: ORD 2026-12-21 09:00:00 → ANC 2026-12-21 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2026-12-21 09:00:00 → SEA 2026-12-21 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2026-12-21 14:00:00 → ANC 2026-12-21 16:47:00.
• Alaska Airlines AS760 / AA3216: ANC 2026-12-24 23:05:00 → ORD 2026-12-25 12:35:00; 1 stop(s) via LAS; 630 minutes. Local airport times.
  • AS760: ANC 2026-12-24 23:05:00 → LAS 2026-12-25 05:15:00; layover at LAS: 96 minutes.
  • AA3216: LAS 2026-12-25 06:51:00 → ORD 2026-12-25 12:35:00.

2026-12-21 → 2026-12-24 · Axel-exclusive $688.50

• United Airlines UA1892: ORD 2026-12-21 15:30:00 → ANC 2026-12-21 19:23:00; nonstop; 413 minutes. Local airport times.
• United Airlines UA267: ANC 2026-12-24 20:30:00 → ORD 2026-12-25 05:58:00; nonstop; 388 minutes. Local airport times.

2026-12-21 → 2026-12-25 · Axel-exclusive $567.00

• Alaska Airlines AS583 / AS99: ORD 2026-12-21 09:00:00 → ANC 2026-12-21 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2026-12-21 09:00:00 → SEA 2026-12-21 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2026-12-21 14:00:00 → ANC 2026-12-21 16:47:00.
• Alaska Airlines AS760 / AA3216: ANC 2026-12-25 23:05:00 → ORD 2026-12-26 12:35:00; 1 stop(s) via LAS; 630 minutes. Local airport times.
  • AS760: ANC 2026-12-25 23:05:00 → LAS 2026-12-26 05:15:00; layover at LAS: 96 minutes.
  • AA3216: LAS 2026-12-26 06:51:00 → ORD 2026-12-26 12:35:00.

2026-12-21 → 2026-12-25 · Axel-exclusive $688.50

• United Airlines UA1892: ORD 2026-12-21 15:30:00 → ANC 2026-12-21 19:23:00; nonstop; 413 minutes. Local airport times.
• United Airlines UA267: ANC 2026-12-25 20:30:00 → ORD 2026-12-26 05:58:00; nonstop; 388 minutes. Local airport times.

2026-12-21 → 2026-12-27 · Axel-exclusive $567.00

• Alaska Airlines AS583 / AS99: ORD 2026-12-21 09:00:00 → ANC 2026-12-21 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2026-12-21 09:00:00 → SEA 2026-12-21 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2026-12-21 14:00:00 → ANC 2026-12-21 16:47:00.
• 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.

2026-12-21 → 2026-12-27 · Axel-exclusive $688.50

• United Airlines UA1892: ORD 2026-12-21 15:30:00 → ANC 2026-12-21 19:23:00; nonstop; 413 minutes. Local airport times.
• United Airlines UA267: ANC 2026-12-27 20:45:00 → ORD 2026-12-28 05:59:00; nonstop; 374 minutes. Local airport times.

2026-12-21 → 2026-12-28 · Axel-exclusive $567.00

• Alaska Airlines AS583 / AS99: ORD 2026-12-21 09:00:00 → ANC 2026-12-21 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2026-12-21 09:00:00 → SEA 2026-12-21 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2026-12-21 14:00:00 → ANC 2026-12-21 16:47:00.
• Alaska Airlines AS766 / AS328: ANC 2026-12-28 16:18:00 → ORD 2026-12-29 05:37:00; 1 stop(s) via SEA; 619 minutes. Local airport times.
  • AS766: ANC 2026-12-28 16:18:00 → SEA 2026-12-28 20:50:00; layover at SEA: 170 minutes.
  • AS328: SEA 2026-12-28 23:40:00 → ORD 2026-12-29 05:37:00.

2026-12-21 → 2026-12-28 · Axel-exclusive $688.50

• United Airlines UA1892: ORD 2026-12-21 15:30:00 → ANC 2026-12-21 19:23:00; nonstop; 413 minutes. Local airport times.
• United Airlines UA267: ANC 2026-12-28 20:45:00 → ORD 2026-12-29 05:59:00; nonstop; 374 minutes. Local airport times.

2026-12-21 → 2026-12-29 · Axel-exclusive $567.00

• Alaska Airlines AS583 / AS99: ORD 2026-12-21 09:00:00 → ANC 2026-12-21 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2026-12-21 09:00:00 → SEA 2026-12-21 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2026-12-21 14:00:00 → ANC 2026-12-21 16:47:00.
• Alaska Airlines AS766 / AS328: ANC 2026-12-29 16:18:00 → ORD 2026-12-30 05:37:00; 1 stop(s) via SEA; 619 minutes. Local airport times.
  • AS766: ANC 2026-12-29 16:18:00 → SEA 2026-12-29 20:50:00; layover at SEA: 170 minutes.
  • AS328: SEA 2026-12-29 23:40:00 → ORD 2026-12-30 05:37:00.

2026-12-21 → 2026-12-29 · Axel-exclusive $688.50

• United Airlines UA1892: ORD 2026-12-21 15:30:00 → ANC 2026-12-21 19:23:00; nonstop; 413 minutes. Local airport times.
• United Airlines UA267: ANC 2026-12-29 20:30:00 → ORD 2026-12-30 05:58:00; nonstop; 388 minutes. Local airport times.

2026-12-21 → 2026-12-31 · Axel-exclusive $567.00

• Alaska Airlines AS583 / AS99: ORD 2026-12-21 09:00:00 → ANC 2026-12-21 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2026-12-21 09:00:00 → SEA 2026-12-21 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2026-12-21 14:00:00 → ANC 2026-12-21 16:47:00.
• Alaska Airlines AS760 / AA3216: ANC 2026-12-31 23:05:00 → ORD 2027-01-01 12:35:00; 1 stop(s) via LAS; 630 minutes. Local airport times.
  • AS760: ANC 2026-12-31 23:05:00 → LAS 2027-01-01 05:15:00; layover at LAS: 96 minutes.
  • AA3216: LAS 2027-01-01 06:51:00 → ORD 2027-01-01 12:35:00.

2026-12-21 → 2026-12-31 · Axel-exclusive $688.50

• United Airlines UA1892: ORD 2026-12-21 15:30:00 → ANC 2026-12-21 19:23:00; nonstop; 413 minutes. Local airport times.
• United Airlines UA267: ANC 2026-12-31 20:30:00 → ORD 2027-01-01 05:58:00; nonstop; 388 minutes. Local airport times.

2026-12-21 → 2027-01-01 · Axel-exclusive $567.00

• Alaska Airlines AS583 / AS99: ORD 2026-12-21 09:00:00 → ANC 2026-12-21 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2026-12-21 09:00:00 → SEA 2026-12-21 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2026-12-21 14:00:00 → ANC 2026-12-21 16:47:00.
• Alaska Airlines AS760 / AA3216: ANC 2027-01-01 23:05:00 → ORD 2027-01-02 12:35:00; 1 stop(s) via LAS; 630 minutes. Local airport times.
  • AS760: ANC 2027-01-01 23:05:00 → LAS 2027-01-02 05:15:00; layover at LAS: 96 minutes.
  • AA3216: LAS 2027-01-02 06:51:00 → ORD 2027-01-02 12:35:00.

2026-12-21 → 2027-01-01 · Axel-exclusive $688.50

• United Airlines UA1892: ORD 2026-12-21 15:30:00 → ANC 2026-12-21 19:23:00; nonstop; 413 minutes. Local airport times.
• United Airlines UA267: ANC 2027-01-01 20:30:00 → ORD 2027-01-02 05:58:00; nonstop; 388 minutes. Local airport times.

2026-12-21 → 2027-01-02 · Axel-exclusive $567.00

• Alaska Airlines AS583 / AS99: ORD 2026-12-21 09:00:00 → ANC 2026-12-21 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2026-12-21 09:00:00 → SEA 2026-12-21 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2026-12-21 14:00:00 → ANC 2026-12-21 16:47:00.
• Alaska Airlines AS760 / AA3216: ANC 2027-01-02 23:05:00 → ORD 2027-01-03 12:35:00; 1 stop(s) via LAS; 630 minutes. Local airport times.
  • AS760: ANC 2027-01-02 23:05:00 → LAS 2027-01-03 05:15:00; layover at LAS: 96 minutes.
  • AA3216: LAS 2027-01-03 06:51:00 → ORD 2027-01-03 12:35:00.

2026-12-21 → 2027-01-02 · Axel-exclusive $688.50

• United Airlines UA1892: ORD 2026-12-21 15:30:00 → ANC 2026-12-21 19:23:00; nonstop; 413 minutes. Local airport times.
• United Airlines UA267: ANC 2027-01-02 20:30:00 → ORD 2027-01-03 05:58:00; nonstop; 388 minutes. Local airport times.

2026-12-21 → 2027-01-04 · Axel-exclusive $493.50

• Alaska Airlines AS583 / AS99: ORD 2026-12-21 09:00:00 → ANC 2026-12-21 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2026-12-21 09:00:00 → SEA 2026-12-21 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2026-12-21 14:00:00 → ANC 2026-12-21 16:47:00.
• Alaska Airlines AS766 / AS328: ANC 2027-01-04 16:18:00 → ORD 2027-01-05 05:37:00; 1 stop(s) via SEA; 619 minutes. Local airport times.
  • AS766: ANC 2027-01-04 16:18:00 → SEA 2027-01-04 20:50:00; layover at SEA: 170 minutes.
  • AS328: SEA 2027-01-04 23:40:00 → ORD 2027-01-05 05:37:00.

2026-12-21 → 2027-01-04 · Axel-exclusive $599.25

• United Airlines UA1892: ORD 2026-12-21 15:30:00 → ANC 2026-12-21 19:23:00; nonstop; 413 minutes. Local airport times.
• United Airlines UA267: ANC 2027-01-04 20:45:00 → ORD 2027-01-05 05:59:00; nonstop; 374 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 20, 2026 · Return options
• Dec 22, 2026 · Return options
• Hotels in Anchorage with Axel

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• This page: Chicago (ORD) to Anchorage (ANC) · Dec 21, 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 Anchorage for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the nightly rate and the stay's total, from the lowest saved total 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.
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