Anchorage (ANC) to Chicago (ORD), Jan 5, 2027: round trips from $460, one way from $245

Anchorage (ANC) to Chicago (ORD), Jan 5, 2027: round trips from $460, one way from $245 on Axel, checked Oct 29, 2026. Lowest published fares: $460 round trip, Axel-exclusive, Alaska Airlines, 1 stop, Jan 5–6, 2027; $245 one way, Axel-exclusive, Alaska Airlines, 1 stop, Jan 5, 2027; 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 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.

• Hotels in Chicago for these nights (Jan 5–6, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $74 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $93 total · 5★ Sofitel Chicago Magnificent Mile, $206 total
• Hotels in Chicago for these nights (Jan 5–7, 2027 · 2 nights · 2 adults, 1 room): 3★ Hotel Versey, $147 total · 4★ Warwick Allerton - Chicago, $181 total · 5★ Sofitel Chicago Magnificent Mile, $416 total
• Hotels in Chicago for these nights (Jan 5–8, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Versey, $221 total · 4★ Warwick Allerton - Chicago, $273 total · 5★ Sofitel Chicago Magnificent Mile, $615 total
• Hotels in Chicago for these nights (Jan 5–9, 2027 · 4 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $316 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $360 total · 5★ Sofitel Chicago Magnificent Mile, $865 total
• Hotels in Chicago for these nights (Jan 5–10, 2027 · 5 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $391 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $450 total · 5★ Sofitel Chicago Magnificent Mile, $1,123 total
• Hotels in Chicago for these nights (Jan 5–11, 2027 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $466 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $535 total · 5★ Sofitel Chicago Magnificent Mile, $1,342 total
• Hotels in Chicago for these nights (Jan 5–12, 2027 · 7 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $551 total · 4★ Warwick Allerton - Chicago, $628 total · 5★ Sofitel Chicago Magnificent Mile, $1,596 total
• Hotels in Chicago for these nights (Jan 5–13, 2027 · 8 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $626 total · 4★ Warwick Allerton - Chicago, $715 total · 5★ Sofitel Chicago Magnificent Mile, $1,850 total
• Hotels in Chicago for these nights (Jan 5–14, 2027 · 9 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $701 total · 4★ Warwick Allerton - Chicago, $803 total · 5★ Sofitel Chicago Magnificent Mile, $2,104 total
• Hotels in Chicago for these nights (Jan 5–15, 2027 · 10 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $776 total · 4★ Warwick Allerton - Chicago, $892 total · 5★ Sofitel Chicago Magnificent Mile, $2,318 total
• Hotels in Chicago for these nights (Jan 5–16, 2027 · 11 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $859 total · 4★ Warwick Allerton - Chicago, $983 total · 5★ Sofitel Chicago Magnificent Mile, $2,533 total
• Hotels in Chicago for these nights (Jan 5–17, 2027 · 12 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $934 total · 4★ Warwick Allerton - Chicago, $1,079 total · 5★ Sofitel Chicago Magnificent Mile, $2,752 total
• Hotels in Chicago for these nights (Jan 5–18, 2027 · 13 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,009 total · 4★ Warwick Allerton - Chicago, $1,169 total · 5★ Sofitel Chicago Magnificent Mile, $2,975 total
• Hotels in Chicago for these nights (Jan 5–19, 2027 · 14 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,084 total · 4★ Warwick Allerton - Chicago, $1,261 total · 5★ Sofitel Chicago Magnificent Mile, $3,229 total

All hotels in Chicago

Route overview: Anchorage to Chicago (ORD) flight deals

2027-01-05 · one way · Axel-exclusive $245.00

• Alaska Airlines AS766 / AS328: ANC 2027-01-05 16:18:00 → ORD 2027-01-06 05:37:00; 1 stop(s) via SEA; 619 minutes. Local airport times.
  • AS766: ANC 2027-01-05 16:18:00 → SEA 2027-01-05 20:50:00; layover at SEA: 170 minutes.
  • AS328: SEA 2027-01-05 23:40:00 → ORD 2027-01-06 05:37:00.

2027-01-05 · one way · Axel-exclusive $285.00

• United Airlines UA267: ANC 2027-01-05 20:30:00 → ORD 2027-01-06 05:58:00; nonstop; 388 minutes. Local airport times.

2027-01-05 → 2027-01-06 · Axel-exclusive $460.00

• Alaska Airlines AS766 / AS328: ANC 2027-01-05 16:18:00 → ORD 2027-01-06 05:37:00; 1 stop(s) via SEA; 619 minutes. Local airport times.
  • AS766: ANC 2027-01-05 16:18:00 → SEA 2027-01-05 20:50:00; layover at SEA: 170 minutes.
  • AS328: SEA 2027-01-05 23:40:00 → ORD 2027-01-06 05:37:00.
• Alaska Airlines AS583 / AS99: ORD 2027-01-06 09:00:00 → ANC 2027-01-06 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2027-01-06 09:00:00 → SEA 2027-01-06 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2027-01-06 14:00:00 → ANC 2027-01-06 16:47:00.

2027-01-05 → 2027-01-06 · Axel-exclusive $540.00

• United Airlines UA267: ANC 2027-01-05 20:30:00 → ORD 2027-01-06 05:58:00; nonstop; 388 minutes. Local airport times.
• United Airlines UA1892: ORD 2027-01-06 15:30:00 → ANC 2027-01-06 19:23:00; nonstop; 413 minutes. Local airport times.

2027-01-05 → 2027-01-07 · Axel-exclusive $460.00

• Alaska Airlines AS766 / AS328: ANC 2027-01-05 16:18:00 → ORD 2027-01-06 05:37:00; 1 stop(s) via SEA; 619 minutes. Local airport times.
  • AS766: ANC 2027-01-05 16:18:00 → SEA 2027-01-05 20:50:00; layover at SEA: 170 minutes.
  • AS328: SEA 2027-01-05 23:40:00 → ORD 2027-01-06 05:37:00.
• Alaska Airlines AS583 / AS99: ORD 2027-01-07 09:00:00 → ANC 2027-01-07 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2027-01-07 09:00:00 → SEA 2027-01-07 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2027-01-07 14:00:00 → ANC 2027-01-07 16:47:00.

2027-01-05 → 2027-01-07 · Axel-exclusive $540.00

• United Airlines UA267: ANC 2027-01-05 20:30:00 → ORD 2027-01-06 05:58:00; nonstop; 388 minutes. Local airport times.
• United Airlines UA1892: ORD 2027-01-07 15:30:00 → ANC 2027-01-07 19:23:00; nonstop; 413 minutes. Local airport times.

2027-01-05 → 2027-01-08 · Axel-exclusive $460.00

• Alaska Airlines AS766 / AS328: ANC 2027-01-05 16:18:00 → ORD 2027-01-06 05:37:00; 1 stop(s) via SEA; 619 minutes. Local airport times.
  • AS766: ANC 2027-01-05 16:18:00 → SEA 2027-01-05 20:50:00; layover at SEA: 170 minutes.
  • AS328: SEA 2027-01-05 23:40:00 → ORD 2027-01-06 05:37:00.
• Alaska Airlines AS583 / AS99: ORD 2027-01-08 09:00:00 → ANC 2027-01-08 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2027-01-08 09:00:00 → SEA 2027-01-08 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2027-01-08 14:00:00 → ANC 2027-01-08 16:47:00.

2027-01-05 → 2027-01-08 · Axel-exclusive $540.00

• United Airlines UA267: ANC 2027-01-05 20:30:00 → ORD 2027-01-06 05:58:00; nonstop; 388 minutes. Local airport times.
• United Airlines UA1892: ORD 2027-01-08 15:30:00 → ANC 2027-01-08 19:23:00; nonstop; 413 minutes. Local airport times.

2027-01-05 → 2027-01-09 · Axel-exclusive $460.00

• Alaska Airlines AS766 / AS328: ANC 2027-01-05 16:18:00 → ORD 2027-01-06 05:37:00; 1 stop(s) via SEA; 619 minutes. Local airport times.
  • AS766: ANC 2027-01-05 16:18:00 → SEA 2027-01-05 20:50:00; layover at SEA: 170 minutes.
  • AS328: SEA 2027-01-05 23:40:00 → ORD 2027-01-06 05:37:00.
• Alaska Airlines AS583 / AS99: ORD 2027-01-09 09:00:00 → ANC 2027-01-09 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2027-01-09 09:00:00 → SEA 2027-01-09 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2027-01-09 14:00:00 → ANC 2027-01-09 16:47:00.

2027-01-05 → 2027-01-09 · Axel-exclusive $540.00

• United Airlines UA267: ANC 2027-01-05 20:30:00 → ORD 2027-01-06 05:58:00; nonstop; 388 minutes. Local airport times.
• United Airlines UA1063: ORD 2027-01-09 15:35:00 → ANC 2027-01-09 19:29:00; nonstop; 414 minutes. Local airport times.

2027-01-05 → 2027-01-11 · Axel-exclusive $460.00

• Alaska Airlines AS766 / AS328: ANC 2027-01-05 16:18:00 → ORD 2027-01-06 05:37:00; 1 stop(s) via SEA; 619 minutes. Local airport times.
  • AS766: ANC 2027-01-05 16:18:00 → SEA 2027-01-05 20:50:00; layover at SEA: 170 minutes.
  • AS328: SEA 2027-01-05 23:40:00 → ORD 2027-01-06 05:37:00.
• Alaska Airlines AS583 / AS99: ORD 2027-01-11 09:00:00 → ANC 2027-01-11 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2027-01-11 09:00:00 → SEA 2027-01-11 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2027-01-11 14:00:00 → ANC 2027-01-11 16:47:00.

2027-01-05 → 2027-01-11 · Axel-exclusive $540.00

• United Airlines UA267: ANC 2027-01-05 20:30:00 → ORD 2027-01-06 05:58:00; nonstop; 388 minutes. Local airport times.
• United Airlines UA1892: ORD 2027-01-11 15:30:00 → ANC 2027-01-11 19:23:00; nonstop; 413 minutes. Local airport times.

2027-01-05 → 2027-01-12 · Axel-exclusive $460.00

• Alaska Airlines AS766 / AS328: ANC 2027-01-05 16:18:00 → ORD 2027-01-06 05:37:00; 1 stop(s) via SEA; 619 minutes. Local airport times.
  • AS766: ANC 2027-01-05 16:18:00 → SEA 2027-01-05 20:50:00; layover at SEA: 170 minutes.
  • AS328: SEA 2027-01-05 23:40:00 → ORD 2027-01-06 05:37:00.
• Alaska Airlines AS583 / AS99: ORD 2027-01-12 09:00:00 → ANC 2027-01-12 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2027-01-12 09:00:00 → SEA 2027-01-12 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2027-01-12 14:00:00 → ANC 2027-01-12 16:47:00.

2027-01-05 → 2027-01-12 · Axel-exclusive $540.00

• United Airlines UA267: ANC 2027-01-05 20:30:00 → ORD 2027-01-06 05:58:00; nonstop; 388 minutes. Local airport times.
• United Airlines UA2221: ORD 2027-01-12 15:35:00 → ANC 2027-01-12 19:39:00; nonstop; 424 minutes. Local airport times.

2027-01-05 → 2027-01-13 · Axel-exclusive $460.00

• Alaska Airlines AS766 / AS328: ANC 2027-01-05 16:18:00 → ORD 2027-01-06 05:37:00; 1 stop(s) via SEA; 619 minutes. Local airport times.
  • AS766: ANC 2027-01-05 16:18:00 → SEA 2027-01-05 20:50:00; layover at SEA: 170 minutes.
  • AS328: SEA 2027-01-05 23:40:00 → ORD 2027-01-06 05:37:00.
• Alaska Airlines AS583 / AS99: ORD 2027-01-13 09:00:00 → ANC 2027-01-13 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2027-01-13 09:00:00 → SEA 2027-01-13 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2027-01-13 14:00:00 → ANC 2027-01-13 16:47:00.

2027-01-05 → 2027-01-13 · Axel-exclusive $540.00

• United Airlines UA267: ANC 2027-01-05 20:30:00 → ORD 2027-01-06 05:58:00; nonstop; 388 minutes. Local airport times.
• United Airlines UA1892: ORD 2027-01-13 15:30:00 → ANC 2027-01-13 19:23:00; nonstop; 413 minutes. Local airport times.

2027-01-05 → 2027-01-15 · Axel-exclusive $460.00

• Alaska Airlines AS766 / AS328: ANC 2027-01-05 16:18:00 → ORD 2027-01-06 05:37:00; 1 stop(s) via SEA; 619 minutes. Local airport times.
  • AS766: ANC 2027-01-05 16:18:00 → SEA 2027-01-05 20:50:00; layover at SEA: 170 minutes.
  • AS328: SEA 2027-01-05 23:40:00 → ORD 2027-01-06 05:37:00.
• Alaska Airlines AS583 / AS99: ORD 2027-01-15 09:00:00 → ANC 2027-01-15 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2027-01-15 09:00:00 → SEA 2027-01-15 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2027-01-15 14:00:00 → ANC 2027-01-15 16:47:00.

2027-01-05 → 2027-01-15 · Axel-exclusive $540.00

• United Airlines UA267: ANC 2027-01-05 20:30:00 → ORD 2027-01-06 05:58:00; nonstop; 388 minutes. Local airport times.
• United Airlines UA1892: ORD 2027-01-15 15:30:00 → ANC 2027-01-15 19:23:00; nonstop; 413 minutes. Local airport times.

2027-01-05 → 2027-01-16 · Axel-exclusive $460.00

• Alaska Airlines AS766 / AS328: ANC 2027-01-05 16:18:00 → ORD 2027-01-06 05:37:00; 1 stop(s) via SEA; 619 minutes. Local airport times.
  • AS766: ANC 2027-01-05 16:18:00 → SEA 2027-01-05 20:50:00; layover at SEA: 170 minutes.
  • AS328: SEA 2027-01-05 23:40:00 → ORD 2027-01-06 05:37:00.
• Alaska Airlines AS583 / AS99: ORD 2027-01-16 09:00:00 → ANC 2027-01-16 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2027-01-16 09:00:00 → SEA 2027-01-16 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2027-01-16 14:00:00 → ANC 2027-01-16 16:47:00.

2027-01-05 → 2027-01-16 · Axel-exclusive $540.00

• United Airlines UA267: ANC 2027-01-05 20:30:00 → ORD 2027-01-06 05:58:00; nonstop; 388 minutes. Local airport times.
• United Airlines UA1063: ORD 2027-01-16 15:35:00 → ANC 2027-01-16 19:29:00; nonstop; 414 minutes. Local airport times.

2027-01-05 → 2027-01-17 · Axel-exclusive $460.00

• Alaska Airlines AS766 / AS328: ANC 2027-01-05 16:18:00 → ORD 2027-01-06 05:37:00; 1 stop(s) via SEA; 619 minutes. Local airport times.
  • AS766: ANC 2027-01-05 16:18:00 → SEA 2027-01-05 20:50:00; layover at SEA: 170 minutes.
  • AS328: SEA 2027-01-05 23:40:00 → ORD 2027-01-06 05:37:00.
• Alaska Airlines AS583 / AS99: ORD 2027-01-17 09:00:00 → ANC 2027-01-17 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2027-01-17 09:00:00 → SEA 2027-01-17 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2027-01-17 14:00:00 → ANC 2027-01-17 16:47:00.

2027-01-05 → 2027-01-17 · Axel-exclusive $540.00

• United Airlines UA267: ANC 2027-01-05 20:30:00 → ORD 2027-01-06 05:58:00; nonstop; 388 minutes. Local airport times.
• United Airlines UA1063: ORD 2027-01-17 15:35:00 → ANC 2027-01-17 19:29:00; nonstop; 414 minutes. Local airport times.

2027-01-05 → 2027-01-19 · Axel-exclusive $460.00

• Alaska Airlines AS766 / AS328: ANC 2027-01-05 16:18:00 → ORD 2027-01-06 05:37:00; 1 stop(s) via SEA; 619 minutes. Local airport times.
  • AS766: ANC 2027-01-05 16:18:00 → SEA 2027-01-05 20:50:00; layover at SEA: 170 minutes.
  • AS328: SEA 2027-01-05 23:40:00 → ORD 2027-01-06 05:37:00.
• Alaska Airlines AS583 / AS99: ORD 2027-01-19 09:00:00 → ANC 2027-01-19 16:47:00; 1 stop(s) via SEA; 647 minutes. Local airport times.
  • AS583: ORD 2027-01-19 09:00:00 → SEA 2027-01-19 12:00:00; layover at SEA: 120 minutes.
  • AS99: SEA 2027-01-19 14:00:00 → ANC 2027-01-19 16:47:00.

2027-01-05 → 2027-01-19 · Axel-exclusive $540.00

• United Airlines UA267: ANC 2027-01-05 20:30:00 → ORD 2027-01-06 05:58:00; nonstop; 388 minutes. Local airport times.
• United Airlines UA2221: ORD 2027-01-19 15:35:00 → ANC 2027-01-19 19:39:00; nonstop; 424 minutes. Local airport times.

Explore this route

• All dates for this route
• Jan 4, 2027 · Return options
• Jan 6, 2027 · Return options
• Hotels in Chicago with Axel

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• This page: Anchorage (ANC) to Chicago (ORD) · Jan 5, 2027 · 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.
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