San Diego (SAN) to Chicago (ORD), Dec 15, 2026: round trips from $200, one way from $105

San Diego (SAN) to Chicago (ORD), Dec 15, 2026: round trips from $200, one way from $105 on Axel, checked Nov 11, 2026. Lowest published fares: $200 round trip, Axel-exclusive, Frontier Airlines, 1 stop, Dec 15–16, 2026; $105 one way, Axel-exclusive, Frontier Airlines, 1 stop, Dec 15, 2026; 1 adult, economy, checked Nov 11, 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, labelled with the check date 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 check dates 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 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 Chicago for these nights (Dec 15–16, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $81 a night · 4★ Warwick Allerton - Chicago, $89 a night · 5★ Sofitel Chicago Magnificent Mile, $207 a night
• Hotels in Chicago for these nights (Dec 15–17, 2026 · 2 nights · 2 adults, 1 room): 3★ Hotel Versey, $81 a night, $161 for 2 nights · 4★ Warwick Allerton - Chicago, $89 a night, $178 for 2 nights · 5★ Sofitel Chicago Magnificent Mile, $205 a night, $410 for 2 nights
• Hotels in Chicago for these nights (Dec 15–18, 2026 · 3 nights · 2 adults, 1 room): 3★ Hotel Versey, $82 a night, $247 for 3 nights · 4★ Warwick Allerton - Chicago, $91 a night, $272 for 3 nights · 5★ Sofitel Chicago Magnificent Mile, $206 a night, $617 for 3 nights
• Hotels in Chicago for these nights (Dec 15–19, 2026 · 4 nights · 2 adults, 1 room): 3★ Hotel Versey, $91 a night, $364 for 4 nights · 4★ Warwick Allerton - Chicago, $99 a night, $397 for 4 nights · 5★ Sofitel Chicago Magnificent Mile, $206 a night, $823 for 4 nights
• Hotels in Chicago for these nights (Dec 15–20, 2026 · 5 nights · 2 adults, 1 room): 3★ Hotel Versey, $97 a night, $483 for 5 nights · 4★ Warwick Allerton - Chicago, $103 a night, $517 for 5 nights · 5★ Sofitel Chicago Magnificent Mile, $229 a night, $1,144 for 5 nights
• Hotels in Chicago for these nights (Dec 15–21, 2026 · 6 nights · 2 adults, 1 room): 3★ Hotel Versey, $93 a night, $559 for 6 nights · 4★ Warwick Allerton - Chicago, $101 a night, $606 for 6 nights · 5★ Sofitel Chicago Magnificent Mile, $225 a night, $1,350 for 6 nights
• Hotels in Chicago for these nights (Dec 15–22, 2026 · 7 nights · 2 adults, 1 room): 3★ Hotel Versey, $91 a night, $639 for 7 nights · 4★ Warwick Allerton - Chicago, $99 a night, $695 for 7 nights · 5★ Sofitel Chicago Magnificent Mile, $222 a night, $1,554 for 7 nights
• Hotels in Chicago for these nights (Dec 15–23, 2026 · 8 nights · 2 adults, 1 room): 3★ Hotel Versey, $90 a night, $720 for 8 nights · 4★ Warwick Allerton - Chicago, $98 a night, $784 for 8 nights · 5★ Sofitel Chicago Magnificent Mile, $220 a night, $1,760 for 8 nights
• Hotels in Chicago for these nights (Dec 15–24, 2026 · 9 nights · 2 adults, 1 room): 3★ Hotel Versey, $91 a night, $819 for 9 nights · 4★ Warwick Allerton - Chicago, $98 a night, $880 for 9 nights · 5★ Sofitel Chicago Magnificent Mile, $219 a night, $1,967 for 9 nights
• Hotels in Chicago for these nights (Dec 15–25, 2026 · 10 nights · 2 adults, 1 room): 3★ Hotel Versey, $94 a night, $936 for 10 nights · 4★ Warwick Allerton - Chicago, $98 a night, $976 for 10 nights · 5★ Sofitel Chicago Magnificent Mile, $217 a night, $2,166 for 10 nights
• Hotels in Chicago for these nights (Dec 15–26, 2026 · 11 nights · 2 adults, 1 room): 3★ Hotel Versey, $97 a night, $1,070 for 11 nights · 4★ Warwick Allerton - Chicago, $99 a night, $1,094 for 11 nights · 5★ Sofitel Chicago Magnificent Mile, $216 a night, $2,376 for 11 nights
• Hotels in Chicago for these nights (Dec 15–27, 2026 · 12 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $100 a night, $1,201 for 12 nights · 4★ Warwick Allerton - Chicago, $101 a night, $1,208 for 12 nights · 5★ Sofitel Chicago Magnificent Mile, $215 a night, $2,582 for 12 nights
• Hotels in Chicago for these nights (Dec 15–28, 2026 · 13 nights · 2 adults, 1 room): 3★ Hotel Versey, $99 a night, $1,293 for 13 nights · 4★ Warwick Allerton - Chicago, $100 a night, $1,304 for 13 nights · 5★ Sofitel Chicago Magnificent Mile, $215 a night, $2,792 for 13 nights
• Hotels in Chicago for these nights (Dec 15–29, 2026 · 14 nights · 2 adults, 1 room): 3★ Hotel Versey, $98 a night, $1,376 for 14 nights · 4★ Warwick Allerton - Chicago, $100 a night, $1,400 for 14 nights · 5★ Sofitel Chicago Magnificent Mile, $214 a night, $2,998 for 14 nights

All hotels in Chicago

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

2026-12-15 · one way · Axel-exclusive $105.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-15 16:16:00 → ORD 2026-12-16 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-15 16:16:00 → DEN 2026-12-15 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-15 20:59:00 → ORD 2026-12-16 00:26:00.

2026-12-15 · one way · Axel-exclusive $180.00

• Alaska Airlines AS1478: SAN 2026-12-15 12:42:00 → ORD 2026-12-15 19:00:00; nonstop; 258 minutes. Local airport times.

2026-12-15 → 2026-12-16 · Axel-exclusive $200.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-15 16:16:00 → ORD 2026-12-16 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-15 16:16:00 → DEN 2026-12-15 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-15 20:59:00 → ORD 2026-12-16 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.

2026-12-15 → 2026-12-16 · Axel-exclusive $345.00

• Alaska Airlines AS1478: SAN 2026-12-15 12:42:00 → ORD 2026-12-15 19:00:00; nonstop; 258 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.

2026-12-15 → 2026-12-17 · Axel-exclusive $200.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-15 16:16:00 → ORD 2026-12-16 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-15 16:16:00 → DEN 2026-12-15 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-15 20:59:00 → ORD 2026-12-16 00:26:00.
• Frontier Airlines F92145 / F91326: ORD 2026-12-17 06:21:00 → SAN 2026-12-17 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-12-17 06:21:00 → LAS 2026-12-17 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-12-17 10:15:00 → SAN 2026-12-17 11:37:00.

2026-12-15 → 2026-12-17 · Axel-exclusive $345.00

• Alaska Airlines AS1478: SAN 2026-12-15 12:42:00 → ORD 2026-12-15 19:00:00; nonstop; 258 minutes. Local airport times.
• Alaska Airlines AS1479: ORD 2026-12-17 19:58:00 → SAN 2026-12-17 22:49:00; nonstop; 291 minutes. Local airport times.

2026-12-15 → 2026-12-18 · Axel-exclusive $240.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-15 16:16:00 → ORD 2026-12-16 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-15 16:16:00 → DEN 2026-12-15 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-15 20:59:00 → ORD 2026-12-16 00:26:00.
• Frontier Airlines F92145 / F91326: ORD 2026-12-18 06:21:00 → SAN 2026-12-18 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-12-18 06:21:00 → LAS 2026-12-18 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-12-18 10:15:00 → SAN 2026-12-18 11:37:00.

2026-12-15 → 2026-12-18 · Axel-exclusive $414.00

• Alaska Airlines AS1478: SAN 2026-12-15 12:42:00 → ORD 2026-12-15 19:00:00; nonstop; 258 minutes. Local airport times.
• Alaska Airlines AS1479: ORD 2026-12-18 19:58:00 → SAN 2026-12-18 22:49:00; nonstop; 291 minutes. Local airport times.

2026-12-15 → 2026-12-19 · Axel-exclusive $240.00

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

2026-12-15 → 2026-12-19 · Axel-exclusive $414.00

• Alaska Airlines AS1478: SAN 2026-12-15 12:42:00 → ORD 2026-12-15 19:00:00; nonstop; 258 minutes. Local airport times.
• Alaska Airlines AS1447: ORD 2026-12-19 14:17:00 → SAN 2026-12-19 17:02:00; nonstop; 285 minutes. Local airport times.

2026-12-15 → 2026-12-21 · Axel-exclusive $240.00

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

2026-12-15 → 2026-12-21 · Axel-exclusive $414.00

• Alaska Airlines AS1478: SAN 2026-12-15 12:42:00 → ORD 2026-12-15 19:00:00; nonstop; 258 minutes. Local airport times.
• Alaska Airlines AS1447: ORD 2026-12-21 14:13:00 → SAN 2026-12-21 17:00:00; nonstop; 287 minutes. Local airport times.

2026-12-15 → 2026-12-22 · Axel-exclusive $240.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-15 16:16:00 → ORD 2026-12-16 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-15 16:16:00 → DEN 2026-12-15 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-15 20:59:00 → ORD 2026-12-16 00:26:00.
• Frontier Airlines F92145 / F91326: ORD 2026-12-22 06:21:00 → SAN 2026-12-22 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-12-22 06:21:00 → LAS 2026-12-22 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-12-22 10:15:00 → SAN 2026-12-22 11:37:00.

2026-12-15 → 2026-12-22 · Axel-exclusive $414.00

• Alaska Airlines AS1478: SAN 2026-12-15 12:42:00 → ORD 2026-12-15 19:00:00; nonstop; 258 minutes. Local airport times.
• Alaska Airlines AS1447: ORD 2026-12-22 14:13:00 → SAN 2026-12-22 17:00:00; nonstop; 287 minutes. Local airport times.

2026-12-15 → 2026-12-23 · Axel-exclusive $240.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-15 16:16:00 → ORD 2026-12-16 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-15 16:16:00 → DEN 2026-12-15 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-15 20:59:00 → ORD 2026-12-16 00:26:00.
• Frontier Airlines F92145 / F91326: ORD 2026-12-23 06:21:00 → SAN 2026-12-23 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-12-23 06:21:00 → LAS 2026-12-23 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-12-23 10:15:00 → SAN 2026-12-23 11:37:00.

2026-12-15 → 2026-12-23 · Axel-exclusive $414.00

• Alaska Airlines AS1478: SAN 2026-12-15 12:42:00 → ORD 2026-12-15 19:00:00; nonstop; 258 minutes. Local airport times.
• Alaska Airlines AS1470: ORD 2026-12-23 07:27:00 → SAN 2026-12-23 10:12:00; nonstop; 285 minutes. Local airport times.

2026-12-15 → 2026-12-25 · Axel-exclusive $240.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-15 16:16:00 → ORD 2026-12-16 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-15 16:16:00 → DEN 2026-12-15 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-15 20:59:00 → ORD 2026-12-16 00:26:00.
• Frontier Airlines F92145 / F91326: ORD 2026-12-25 06:21:00 → SAN 2026-12-25 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-12-25 06:21:00 → LAS 2026-12-25 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-12-25 10:15:00 → SAN 2026-12-25 11:37:00.

2026-12-15 → 2026-12-25 · Axel-exclusive $414.00

• Alaska Airlines AS1478: SAN 2026-12-15 12:42:00 → ORD 2026-12-15 19:00:00; nonstop; 258 minutes. Local airport times.
• Alaska Airlines AS1479: ORD 2026-12-25 19:58:00 → SAN 2026-12-25 22:49:00; nonstop; 291 minutes. Local airport times.

2026-12-15 → 2026-12-26 · Axel-exclusive $240.00

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

2026-12-15 → 2026-12-26 · Axel-exclusive $414.00

• Alaska Airlines AS1478: SAN 2026-12-15 12:42:00 → ORD 2026-12-15 19:00:00; nonstop; 258 minutes. Local airport times.
• Alaska Airlines AS1447: ORD 2026-12-26 14:17:00 → SAN 2026-12-26 17:02:00; nonstop; 285 minutes. Local airport times.

2026-12-15 → 2026-12-27 · Axel-exclusive $240.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-15 16:16:00 → ORD 2026-12-16 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-15 16:16:00 → DEN 2026-12-15 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-15 20:59:00 → ORD 2026-12-16 00:26:00.
• Frontier Airlines F92145 / F91326: ORD 2026-12-27 06:21:00 → SAN 2026-12-27 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-12-27 06:21:00 → LAS 2026-12-27 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-12-27 10:15:00 → SAN 2026-12-27 11:37:00.

2026-12-15 → 2026-12-27 · Axel-exclusive $414.00

• Alaska Airlines AS1478: SAN 2026-12-15 12:42:00 → ORD 2026-12-15 19:00:00; nonstop; 258 minutes. Local airport times.
• Alaska Airlines AS1447: ORD 2026-12-27 14:17:00 → SAN 2026-12-27 17:02:00; nonstop; 285 minutes. Local airport times.

2026-12-15 → 2026-12-29 · Axel-exclusive $240.00

• Frontier Airlines F92422 / F93174: SAN 2026-12-15 16:16:00 → ORD 2026-12-16 00:26:00; 1 stop(s) via DEN; 370 minutes. Local airport times.
  • F92422: SAN 2026-12-15 16:16:00 → DEN 2026-12-15 19:50:00; layover at DEN: 69 minutes.
  • F93174: DEN 2026-12-15 20:59:00 → ORD 2026-12-16 00:26:00.
• Frontier Airlines F92145 / F91326: ORD 2026-12-29 06:21:00 → SAN 2026-12-29 11:37:00; 1 stop(s) via LAS; 436 minutes. Local airport times.
  • F92145: ORD 2026-12-29 06:21:00 → LAS 2026-12-29 08:34:00; layover at LAS: 101 minutes.
  • F91326: LAS 2026-12-29 10:15:00 → SAN 2026-12-29 11:37:00.

2026-12-15 → 2026-12-29 · Axel-exclusive $414.00

• Alaska Airlines AS1478: SAN 2026-12-15 12:42:00 → ORD 2026-12-15 19:00:00; nonstop; 258 minutes. Local airport times.
• Alaska Airlines AS1447: ORD 2026-12-29 14:13:00 → SAN 2026-12-29 17:00:00; nonstop; 287 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 14, 2026 · Return options
• Dec 16, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: San Diego (SAN) to Chicago (ORD) · Dec 15, 2026 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date. 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 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 its displayed check date); 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.
• Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
• If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel San Diego to Chicago (ORD) flight deals · Flight search guide.
• Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.

Feedback (optional): Missing info · Axel issue