San Diego (SAN) to Chicago (ORD), Dec 2, 2026: round trips from $200, one way from $105

San Diego (SAN) to Chicago (ORD), Dec 2, 2026: round trips from $200, one way from $105 on Axel, checked Oct 29, 2026. Lowest published fares: $200 round trip, Axel-exclusive, Frontier Airlines, 1 stop, Dec 2–3, 2026; $105 one way, Axel-exclusive, Frontier Airlines, 1 stop, Dec 2, 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 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 (Dec 2–3, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $100 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $135 total · 5★ Sofitel Chicago Magnificent Mile, $297 total
• Hotels in Chicago for these nights (Dec 2–4, 2026 · 2 nights · 2 adults, 1 room): 3★ The Willows Hotel, $196 total · 4★ Warwick Allerton - Chicago, $261 total · 5★ Sofitel Chicago Magnificent Mile, $531 total
• Hotels in Chicago for these nights (Dec 2–5, 2026 · 3 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $393 total · 4★ Warwick Allerton - Chicago, $403 total · 5★ Sofitel Chicago Magnificent Mile, $828 total
• Hotels in Chicago for these nights (Dec 2–6, 2026 · 4 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $559 total · 4★ Warwick Allerton - Chicago, $535 total · 5★ Sofitel Chicago Magnificent Mile, $1,137 total
• Hotels in Chicago for these nights (Dec 2–7, 2026 · 5 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $663 total · 4★ Warwick Allerton - Chicago, $629 total · 5★ Sofitel Chicago Magnificent Mile, $1,343 total
• Hotels in Chicago for these nights (Dec 2–8, 2026 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $767 total · 4★ Warwick Allerton - Chicago, $714 total · 5★ Sofitel Chicago Magnificent Mile, $1,557 total
• Hotels in Chicago for these nights (Dec 2–9, 2026 · 7 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $863 total · 4★ Warwick Allerton - Chicago, $803 total · 5★ Nobu Hotel Chicago, $3,720 total
• Hotels in Chicago for these nights (Dec 2–10, 2026 · 8 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $946 total · 4★ Warwick Allerton - Chicago, $892 total · 5★ Waldorf Astoria Chicago, $4,271 total
• Hotels in Chicago for these nights (Dec 2–11, 2026 · 9 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,042 total · 4★ Warwick Allerton - Chicago, $981 total · 5★ Waldorf Astoria Chicago, $4,801 total
• Hotels in Chicago for these nights (Dec 2–12, 2026 · 10 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,170 total · 4★ Warwick Allerton - Chicago, $1,109 total · 5★ Waldorf Astoria Chicago, $5,677 total
• Hotels in Chicago for these nights (Dec 2–13, 2026 · 11 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,310 total · 4★ Warwick Allerton - Chicago, $1,241 total · 5★ Waldorf Astoria Chicago, $6,701 total
• Hotels in Chicago for these nights (Dec 2–14, 2026 · 12 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,397 total · 4★ Warwick Allerton - Chicago, $1,330 total · 5★ Waldorf Astoria Chicago, $7,099 total
• Hotels in Chicago for these nights (Dec 2–15, 2026 · 13 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,481 total · 4★ Warwick Allerton - Chicago, $1,419 total · 5★ Waldorf Astoria Chicago, $7,512 total
• Hotels in Chicago for these nights (Dec 2–16, 2026 · 14 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,568 total · 4★ Warwick Allerton - Chicago, $1,508 total · 5★ Waldorf Astoria Chicago, $7,917 total

All hotels in Chicago

Route overview: San Diego to Chicago (ORD) flight deals

2026-12-02 · one way · Axel-exclusive $105.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-02 16:16:00 → ORD 2026-12-03 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-02 16:16:00 → DEN 2026-12-02 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-02 20:59:00 → ORD 2026-12-03 00:26:00.

2026-12-02 · one way · Axel-exclusive $180.00

• Alaska Airlines AS1446: SAN 2026-12-02 07:00:00 → ORD 2026-12-02 13:15:00; nonstop; 255 minutes. Local airport times.

2026-12-02 → 2026-12-03 · Axel-exclusive $200.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-02 16:16:00 → ORD 2026-12-03 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-02 16:16:00 → DEN 2026-12-02 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-02 20:59:00 → ORD 2026-12-03 00:26:00.
• Frontier Airlines F92145 / F91326: ORD 2026-12-03 06:21:00 → SAN 2026-12-03 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-12-03 06:21:00 → LAS 2026-12-03 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-12-03 10:15:00 → SAN 2026-12-03 11:37:00.

2026-12-02 → 2026-12-03 · Axel-exclusive $345.00

• Alaska Airlines AS1446: SAN 2026-12-02 07:00:00 → ORD 2026-12-02 13:15:00; nonstop; 255 minutes. Local airport times.
• Alaska Airlines AS1479: ORD 2026-12-03 19:58:00 → SAN 2026-12-03 22:49:00; nonstop; 291 minutes. Local airport times.

2026-12-02 → 2026-12-04 · Axel-exclusive $200.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-02 16:16:00 → ORD 2026-12-03 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-02 16:16:00 → DEN 2026-12-02 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-02 20:59:00 → ORD 2026-12-03 00:26:00.
• Frontier Airlines F92145 / F91326: ORD 2026-12-04 06:21:00 → SAN 2026-12-04 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-12-04 06:21:00 → LAS 2026-12-04 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-12-04 10:15:00 → SAN 2026-12-04 11:37:00.

2026-12-02 → 2026-12-04 · Axel-exclusive $345.00

• Alaska Airlines AS1446: SAN 2026-12-02 07:00:00 → ORD 2026-12-02 13:15:00; nonstop; 255 minutes. Local airport times.
• Alaska Airlines AS1479: ORD 2026-12-04 19:58:00 → SAN 2026-12-04 22:49:00; nonstop; 291 minutes. Local airport times.

2026-12-02 → 2026-12-05 · Axel-exclusive $200.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-02 16:16:00 → ORD 2026-12-03 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-02 16:16:00 → DEN 2026-12-02 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-02 20:59:00 → ORD 2026-12-03 00:26:00.
• Frontier Airlines F92145 / F91326: ORD 2026-12-05 06:21:00 → SAN 2026-12-05 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-12-05 06:21:00 → LAS 2026-12-05 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-12-05 10:15:00 → SAN 2026-12-05 11:37:00.

2026-12-02 → 2026-12-05 · Axel-exclusive $345.00

• Alaska Airlines AS1446: SAN 2026-12-02 07:00:00 → ORD 2026-12-02 13:15:00; nonstop; 255 minutes. Local airport times.
• Alaska Airlines AS1447: ORD 2026-12-05 14:16:00 → SAN 2026-12-05 17:01:00; nonstop; 285 minutes. Local airport times.

2026-12-02 → 2026-12-06 · Axel-exclusive $200.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-02 16:16:00 → ORD 2026-12-03 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-02 16:16:00 → DEN 2026-12-02 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-02 20:59:00 → ORD 2026-12-03 00:26:00.
• Frontier Airlines F92145 / F91326: ORD 2026-12-06 06:21:00 → SAN 2026-12-06 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-12-06 06:21:00 → LAS 2026-12-06 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-12-06 10:15:00 → SAN 2026-12-06 11:37:00.

2026-12-02 → 2026-12-06 · Axel-exclusive $345.00

• Alaska Airlines AS1446: SAN 2026-12-02 07:00:00 → ORD 2026-12-02 13:15:00; nonstop; 255 minutes. Local airport times.
• Alaska Airlines AS1447: ORD 2026-12-06 14:16:00 → SAN 2026-12-06 17:01:00; nonstop; 285 minutes. Local airport times.

2026-12-02 → 2026-12-08 · Axel-exclusive $200.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-02 16:16:00 → ORD 2026-12-03 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-02 16:16:00 → DEN 2026-12-02 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-02 20:59:00 → ORD 2026-12-03 00:26:00.
• Frontier Airlines F92145 / F91326: ORD 2026-12-08 06:21:00 → SAN 2026-12-08 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-12-08 06:21:00 → LAS 2026-12-08 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-12-08 10:15:00 → SAN 2026-12-08 11:37:00.

2026-12-02 → 2026-12-08 · Axel-exclusive $345.00

• Alaska Airlines AS1446: SAN 2026-12-02 07:00:00 → ORD 2026-12-02 13:15:00; nonstop; 255 minutes. Local airport times.
• Alaska Airlines AS1470: ORD 2026-12-08 07:27:00 → SAN 2026-12-08 10:12:00; nonstop; 285 minutes. Local airport times.

2026-12-02 → 2026-12-09 · Axel-exclusive $200.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-02 16:16:00 → ORD 2026-12-03 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-02 16:16:00 → DEN 2026-12-02 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-02 20:59:00 → ORD 2026-12-03 00:26:00.
• Frontier Airlines F92145 / F91326: ORD 2026-12-09 06:21:00 → SAN 2026-12-09 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-12-09 06:21:00 → LAS 2026-12-09 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-12-09 10:15:00 → SAN 2026-12-09 11:37:00.

2026-12-02 → 2026-12-09 · Axel-exclusive $345.00

• Alaska Airlines AS1446: SAN 2026-12-02 07:00:00 → ORD 2026-12-02 13:15:00; nonstop; 255 minutes. Local airport times.
• Alaska Airlines AS1470: ORD 2026-12-09 07:27:00 → SAN 2026-12-09 10:12:00; nonstop; 285 minutes. Local airport times.

2026-12-02 → 2026-12-10 · Axel-exclusive $200.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-02 16:16:00 → ORD 2026-12-03 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-02 16:16:00 → DEN 2026-12-02 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-02 20:59:00 → ORD 2026-12-03 00:26:00.
• Frontier Airlines F92145 / F91326: ORD 2026-12-10 06:21:00 → SAN 2026-12-10 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-12-10 06:21:00 → LAS 2026-12-10 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-12-10 10:15:00 → SAN 2026-12-10 11:37:00.

2026-12-02 → 2026-12-10 · Axel-exclusive $345.00

• Alaska Airlines AS1446: SAN 2026-12-02 07:00:00 → ORD 2026-12-02 13:15:00; nonstop; 255 minutes. Local airport times.
• Alaska Airlines AS1479: ORD 2026-12-10 19:58:00 → SAN 2026-12-10 22:49:00; nonstop; 291 minutes. Local airport times.

2026-12-02 → 2026-12-12 · Axel-exclusive $200.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-02 16:16:00 → ORD 2026-12-03 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-02 16:16:00 → DEN 2026-12-02 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-02 20:59:00 → ORD 2026-12-03 00:26:00.
• Frontier Airlines F92145 / F91326: ORD 2026-12-12 06:21:00 → SAN 2026-12-12 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-12-12 06:21:00 → LAS 2026-12-12 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-12-12 10:15:00 → SAN 2026-12-12 11:37:00.

2026-12-02 → 2026-12-12 · Axel-exclusive $345.00

• Alaska Airlines AS1446: SAN 2026-12-02 07:00:00 → ORD 2026-12-02 13:15:00; nonstop; 255 minutes. Local airport times.
• Alaska Airlines AS1447: ORD 2026-12-12 14:17:00 → SAN 2026-12-12 17:02:00; nonstop; 285 minutes. Local airport times.

2026-12-02 → 2026-12-13 · Axel-exclusive $200.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-02 16:16:00 → ORD 2026-12-03 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-02 16:16:00 → DEN 2026-12-02 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-02 20:59:00 → ORD 2026-12-03 00:26:00.
• Frontier Airlines F92145 / F91326: ORD 2026-12-13 06:21:00 → SAN 2026-12-13 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-12-13 06:21:00 → LAS 2026-12-13 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-12-13 10:15:00 → SAN 2026-12-13 11:37:00.

2026-12-02 → 2026-12-13 · Axel-exclusive $345.00

• Alaska Airlines AS1446: SAN 2026-12-02 07:00:00 → ORD 2026-12-02 13:15:00; nonstop; 255 minutes. Local airport times.
• Alaska Airlines AS1447: ORD 2026-12-13 14:17:00 → SAN 2026-12-13 17:02:00; nonstop; 285 minutes. Local airport times.

2026-12-02 → 2026-12-14 · Axel-exclusive $200.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-02 16:16:00 → ORD 2026-12-03 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-02 16:16:00 → DEN 2026-12-02 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-02 20:59:00 → ORD 2026-12-03 00:26:00.
• Frontier Airlines F92145 / F91326: ORD 2026-12-14 06:21:00 → SAN 2026-12-14 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-12-14 06:21:00 → LAS 2026-12-14 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-12-14 10:15:00 → SAN 2026-12-14 11:37:00.

2026-12-02 → 2026-12-14 · Axel-exclusive $345.00

• Alaska Airlines AS1446: SAN 2026-12-02 07:00:00 → ORD 2026-12-02 13:15:00; nonstop; 255 minutes. Local airport times.
• Alaska Airlines AS1447: ORD 2026-12-14 14:13:00 → SAN 2026-12-14 17:00:00; nonstop; 287 minutes. Local airport times.

2026-12-02 → 2026-12-16 · Axel-exclusive $200.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-02 16:16:00 → ORD 2026-12-03 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-02 16:16:00 → DEN 2026-12-02 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-02 20:59:00 → ORD 2026-12-03 00:26:00.
• Frontier Airlines F92145 / F91326: ORD 2026-12-16 06:21:00 → SAN 2026-12-16 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-12-16 06:21:00 → LAS 2026-12-16 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-12-16 10:15:00 → SAN 2026-12-16 11:37:00.

2026-12-02 → 2026-12-16 · Axel-exclusive $345.00

• Alaska Airlines AS1446: SAN 2026-12-02 07:00:00 → ORD 2026-12-02 13:15:00; nonstop; 255 minutes. Local airport times.
• Alaska Airlines AS1470: ORD 2026-12-16 07:27:00 → SAN 2026-12-16 10:12:00; nonstop; 285 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 1, 2026 · Return options
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• Hotels in Chicago with Axel

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• This page: San Diego (SAN) to Chicago (ORD) · Dec 2, 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.
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