Chicago (MDW) to San Francisco (SFO), Mar 24, 2027: round trips from $353, one way from $190

Chicago (MDW) to San Francisco (SFO), Mar 24, 2027: round trips from $353, one way from $190 on Axel, checked Oct 29, 2026. Lowest published fares: $353 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Mar 24–26, 2027; $190 one way, Axel-exclusive, Southwest Airlines, nonstop, Mar 24, 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 San Francisco for these trips

Hotels: under a trip, hotels in San Francisco 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 San Francisco for these nights (Mar 24–25, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Del Sol · 4★ LUMA Hotel San Francisco · 5★ Four Seasons Hotel San Francisco at Embarcadero
• Hotels in San Francisco for these nights (Mar 24–26, 2027 · 2 nights · 2 adults, 1 room): 3★ Hotel Del Sol · 4★ LUMA Hotel San Francisco · 5★ Four Seasons Hotel San Francisco at Embarcadero
• Hotels in San Francisco for these nights (Mar 24–27, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Del Sol · 4★ LUMA Hotel San Francisco · 5★ Four Seasons Hotel San Francisco at Embarcadero
• Hotels in San Francisco for these nights (Mar 24–28, 2027 · 4 nights · 2 adults, 1 room): 3★ Hotel Del Sol · 4★ LUMA Hotel San Francisco · 5★ Four Seasons Hotel San Francisco at Embarcadero
• Hotels in San Francisco for these nights (Mar 24–29, 2027 · 5 nights · 2 adults, 1 room): 3★ Hotel Del Sol · 4★ LUMA Hotel San Francisco · 5★ Four Seasons Hotel San Francisco at Embarcadero
• Hotels in San Francisco for these nights (Mar 24–30, 2027 · 6 nights · 2 adults, 1 room): 3★ Hotel Del Sol · 4★ LUMA Hotel San Francisco · 5★ Four Seasons Hotel San Francisco at Embarcadero
• Hotels in San Francisco for these nights (Mar 24–31, 2027 · 7 nights · 2 adults, 1 room): 3★ Hotel Del Sol · 4★ LUMA Hotel San Francisco · 5★ Four Seasons Hotel San Francisco at Embarcadero
• Hotels in San Francisco for these nights (Mar 24 – Apr 1, 2027 · 8 nights · 2 adults, 1 room): 3★ Hotel Del Sol · 4★ LUMA Hotel San Francisco · 5★ Four Seasons Hotel San Francisco at Embarcadero
• Hotels in San Francisco for these nights (Mar 24 – Apr 2, 2027 · 9 nights · 2 adults, 1 room): 3★ Hotel Del Sol · 4★ LUMA Hotel San Francisco · 5★ Four Seasons Hotel San Francisco at Embarcadero
• Hotels in San Francisco for these nights (Mar 24 – Apr 3, 2027 · 10 nights · 2 adults, 1 room): 3★ Hotel Del Sol · 4★ LUMA Hotel San Francisco · 5★ Four Seasons Hotel San Francisco at Embarcadero
• Hotels in San Francisco for these nights (Mar 24 – Apr 4, 2027 · 11 nights · 2 adults, 1 room): 3★ Hotel Del Sol · 4★ LUMA Hotel San Francisco · 5★ Four Seasons Hotel San Francisco at Embarcadero
• Hotels in San Francisco for these nights (Mar 24 – Apr 5, 2027 · 12 nights · 2 adults, 1 room): 3★ Hotel Del Sol · 4★ LUMA Hotel San Francisco · 5★ Four Seasons Hotel San Francisco at Embarcadero
• Hotels in San Francisco for these nights (Mar 24 – Apr 6, 2027 · 13 nights · 2 adults, 1 room): 3★ Hotel Del Sol · 4★ LUMA Hotel San Francisco · 5★ Four Seasons Hotel San Francisco at Embarcadero
• Hotels in San Francisco for these nights (Mar 24 – Apr 7, 2027 · 14 nights · 2 adults, 1 room): 3★ Hotel Del Sol · 4★ LUMA Hotel San Francisco · 5★ Four Seasons Hotel San Francisco at Embarcadero

All hotels in San Francisco

Route overview: Chicago to San Francisco (SFO) flight deals

2027-03-24 · one way · Axel-exclusive $190.40

• Southwest Airlines WN3288: MDW 2027-03-24 10:00:00 → SFO 2027-03-24 12:50:00; nonstop; 290 minutes. Local airport times.

2027-03-24 · one way · Axel-exclusive $207.20

• Delta Air Lines DL4688 / DL442: MDW 2027-03-24 13:31:00 → SFO 2027-03-24 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
  • DL4688: MDW 2027-03-24 13:31:00 → DTW 2027-03-24 15:44:00; layover at DTW: 75 minutes.
  • DL442: DTW 2027-03-24 16:59:00 → SFO 2027-03-24 19:16:00.

2027-03-24 → 2027-03-25 · Axel-exclusive $369.60

• Southwest Airlines WN3288: MDW 2027-03-24 10:00:00 → SFO 2027-03-24 12:50:00; nonstop; 290 minutes. Local airport times.
• Southwest Airlines WN3849: SFO 2027-03-25 23:35:00 → MDW 2027-03-26 06:00:00; nonstop; 265 minutes. Local airport times.

2027-03-24 → 2027-03-25 · Axel-exclusive $392.00

• Delta Air Lines DL4688 / DL442: MDW 2027-03-24 13:31:00 → SFO 2027-03-24 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
  • DL4688: MDW 2027-03-24 13:31:00 → DTW 2027-03-24 15:44:00; layover at DTW: 75 minutes.
  • DL442: DTW 2027-03-24 16:59:00 → SFO 2027-03-24 19:16:00.
• Delta Air Lines DL570 / DL1728: SFO 2027-03-25 06:00:00 → MDW 2027-03-25 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
  • DL570: SFO 2027-03-25 06:00:00 → ATL 2027-03-25 13:29:00; layover at ATL: 116 minutes.
  • DL1728: ATL 2027-03-25 15:25:00 → MDW 2027-03-25 16:18:00.

2027-03-24 → 2027-03-26 · Axel-exclusive $352.80

• Southwest Airlines WN3288: MDW 2027-03-24 10:00:00 → SFO 2027-03-24 12:50:00; nonstop; 290 minutes. Local airport times.
• Southwest Airlines WN3847 / WN2515: SFO 2027-03-26 08:20:00 → MDW 2027-03-26 17:15:00; 1 stop(s) via LAX; 415 minutes. Local airport times.
  • WN3847: SFO 2027-03-26 08:20:00 → LAX 2027-03-26 09:50:00; layover at LAX: 85 minutes.
  • WN2515: LAX 2027-03-26 11:15:00 → MDW 2027-03-26 17:15:00.

2027-03-24 → 2027-03-26 · Axel-exclusive $392.00

• Delta Air Lines DL4688 / DL442: MDW 2027-03-24 13:31:00 → SFO 2027-03-24 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
  • DL4688: MDW 2027-03-24 13:31:00 → DTW 2027-03-24 15:44:00; layover at DTW: 75 minutes.
  • DL442: DTW 2027-03-24 16:59:00 → SFO 2027-03-24 19:16:00.
• Delta Air Lines DL570 / DL1728: SFO 2027-03-26 06:00:00 → MDW 2027-03-26 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
  • DL570: SFO 2027-03-26 06:00:00 → ATL 2027-03-26 13:29:00; layover at ATL: 116 minutes.
  • DL1728: ATL 2027-03-26 15:25:00 → MDW 2027-03-26 16:18:00.

2027-03-24 → 2027-03-27 · Axel-exclusive $352.80

• Southwest Airlines WN3288: MDW 2027-03-24 10:00:00 → SFO 2027-03-24 12:50:00; nonstop; 290 minutes. Local airport times.
• Southwest Airlines WN2749 / WN4963: SFO 2027-03-27 20:20:00 → MDW 2027-03-28 05:45:00; 1 stop(s) via PHX; 445 minutes. Local airport times.
  • WN2749: SFO 2027-03-27 20:20:00 → PHX 2027-03-27 22:35:00; layover at PHX: 120 minutes.
  • WN4963: PHX 2027-03-28 00:35:00 → MDW 2027-03-28 05:45:00.

2027-03-24 → 2027-03-27 · Axel-exclusive $392.00

• Delta Air Lines DL4688 / DL442: MDW 2027-03-24 13:31:00 → SFO 2027-03-24 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
  • DL4688: MDW 2027-03-24 13:31:00 → DTW 2027-03-24 15:44:00; layover at DTW: 75 minutes.
  • DL442: DTW 2027-03-24 16:59:00 → SFO 2027-03-24 19:16:00.
• Delta Air Lines DL570 / DL1728: SFO 2027-03-27 06:00:00 → MDW 2027-03-27 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
  • DL570: SFO 2027-03-27 06:00:00 → ATL 2027-03-27 13:29:00; layover at ATL: 116 minutes.
  • DL1728: ATL 2027-03-27 15:25:00 → MDW 2027-03-27 16:18:00.

2027-03-24 → 2027-03-28 · Axel-exclusive $397.60

• Southwest Airlines WN3288: MDW 2027-03-24 10:00:00 → SFO 2027-03-24 12:50:00; nonstop; 290 minutes. Local airport times.
• Southwest Airlines WN3849: SFO 2027-03-28 23:35:00 → MDW 2027-03-29 06:00:00; nonstop; 265 minutes. Local airport times.

2027-03-24 → 2027-03-28 · Axel-exclusive $425.60

• Delta Air Lines DL4688 / DL442: MDW 2027-03-24 13:31:00 → SFO 2027-03-24 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
  • DL4688: MDW 2027-03-24 13:31:00 → DTW 2027-03-24 15:44:00; layover at DTW: 75 minutes.
  • DL442: DTW 2027-03-24 16:59:00 → SFO 2027-03-24 19:16:00.
• Delta Air Lines DL570 / DL1728: SFO 2027-03-28 06:00:00 → MDW 2027-03-28 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
  • DL570: SFO 2027-03-28 06:00:00 → ATL 2027-03-28 13:29:00; layover at ATL: 116 minutes.
  • DL1728: ATL 2027-03-28 15:25:00 → MDW 2027-03-28 16:18:00.

2027-03-24 → 2027-03-30 · Axel-exclusive $374.80

• Southwest Airlines WN3288: MDW 2027-03-24 10:00:00 → SFO 2027-03-24 12:50:00; nonstop; 290 minutes. Local airport times.
• Southwest Airlines WN3849: SFO 2027-03-30 23:35:00 → MDW 2027-03-31 06:00:00; nonstop; 265 minutes. Local airport times.

2027-03-24 → 2027-03-30 · Axel-exclusive $401.00

• Delta Air Lines DL4688 / DL442: MDW 2027-03-24 13:31:00 → SFO 2027-03-24 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
  • DL4688: MDW 2027-03-24 13:31:00 → DTW 2027-03-24 15:44:00; layover at DTW: 75 minutes.
  • DL442: DTW 2027-03-24 16:59:00 → SFO 2027-03-24 19:16:00.
• Delta Air Lines DL570 / DL1728: SFO 2027-03-30 06:00:00 → MDW 2027-03-30 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
  • DL570: SFO 2027-03-30 06:00:00 → ATL 2027-03-30 13:29:00; layover at ATL: 116 minutes.
  • DL1728: ATL 2027-03-30 15:25:00 → MDW 2027-03-30 16:18:00.

2027-03-24 → 2027-03-31 · Axel-exclusive $374.80

• Southwest Airlines WN3288: MDW 2027-03-24 10:00:00 → SFO 2027-03-24 12:50:00; nonstop; 290 minutes. Local airport times.
• Southwest Airlines WN2331: SFO 2027-03-31 06:00:00 → MDW 2027-03-31 12:15:00; nonstop; 255 minutes. Local airport times.

2027-03-24 → 2027-03-31 · Axel-exclusive $401.00

• Delta Air Lines DL4688 / DL442: MDW 2027-03-24 13:31:00 → SFO 2027-03-24 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
  • DL4688: MDW 2027-03-24 13:31:00 → DTW 2027-03-24 15:44:00; layover at DTW: 75 minutes.
  • DL442: DTW 2027-03-24 16:59:00 → SFO 2027-03-24 19:16:00.
• Delta Air Lines DL570 / DL1728: SFO 2027-03-31 06:00:00 → MDW 2027-03-31 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
  • DL570: SFO 2027-03-31 06:00:00 → ATL 2027-03-31 13:29:00; layover at ATL: 116 minutes.
  • DL1728: ATL 2027-03-31 15:25:00 → MDW 2027-03-31 16:18:00.

2027-03-24 → 2027-04-01 · Axel-exclusive $374.80

• Southwest Airlines WN3288: MDW 2027-03-24 10:00:00 → SFO 2027-03-24 12:50:00; nonstop; 290 minutes. Local airport times.
• Southwest Airlines WN3849: SFO 2027-04-01 23:35:00 → MDW 2027-04-02 06:00:00; nonstop; 265 minutes. Local airport times.

2027-03-24 → 2027-04-01 · Axel-exclusive $401.00

• Delta Air Lines DL4688 / DL442: MDW 2027-03-24 13:31:00 → SFO 2027-03-24 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
  • DL4688: MDW 2027-03-24 13:31:00 → DTW 2027-03-24 15:44:00; layover at DTW: 75 minutes.
  • DL442: DTW 2027-03-24 16:59:00 → SFO 2027-03-24 19:16:00.
• Delta Air Lines DL570 / DL1728: SFO 2027-04-01 06:00:00 → MDW 2027-04-01 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
  • DL570: SFO 2027-04-01 06:00:00 → ATL 2027-04-01 13:29:00; layover at ATL: 116 minutes.
  • DL1728: ATL 2027-04-01 15:25:00 → MDW 2027-04-01 16:18:00.

2027-03-24 → 2027-04-03 · Axel-exclusive $359.80

• Southwest Airlines WN3288: MDW 2027-03-24 10:00:00 → SFO 2027-03-24 12:50:00; nonstop; 290 minutes. Local airport times.
• Southwest Airlines WN2749 / WN4963: SFO 2027-04-03 20:20:00 → MDW 2027-04-04 05:45:00; 1 stop(s) via PHX; 445 minutes. Local airport times.
  • WN2749: SFO 2027-04-03 20:20:00 → PHX 2027-04-03 22:35:00; layover at PHX: 120 minutes.
  • WN4963: PHX 2027-04-04 00:35:00 → MDW 2027-04-04 05:45:00.

2027-03-24 → 2027-04-03 · Axel-exclusive $401.00

• Delta Air Lines DL4688 / DL442: MDW 2027-03-24 13:31:00 → SFO 2027-03-24 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
  • DL4688: MDW 2027-03-24 13:31:00 → DTW 2027-03-24 15:44:00; layover at DTW: 75 minutes.
  • DL442: DTW 2027-03-24 16:59:00 → SFO 2027-03-24 19:16:00.
• Delta Air Lines DL570 / DL1728: SFO 2027-04-03 06:00:00 → MDW 2027-04-03 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
  • DL570: SFO 2027-04-03 06:00:00 → ATL 2027-04-03 13:29:00; layover at ATL: 116 minutes.
  • DL1728: ATL 2027-04-03 15:25:00 → MDW 2027-04-03 16:18:00.

2027-03-24 → 2027-04-04 · Axel-exclusive $374.80

• Southwest Airlines WN3288: MDW 2027-03-24 10:00:00 → SFO 2027-03-24 12:50:00; nonstop; 290 minutes. Local airport times.
• Southwest Airlines WN3849: SFO 2027-04-04 23:35:00 → MDW 2027-04-05 06:00:00; nonstop; 265 minutes. Local airport times.

2027-03-24 → 2027-04-04 · Axel-exclusive $401.00

• Delta Air Lines DL4688 / DL442: MDW 2027-03-24 13:31:00 → SFO 2027-03-24 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
  • DL4688: MDW 2027-03-24 13:31:00 → DTW 2027-03-24 15:44:00; layover at DTW: 75 minutes.
  • DL442: DTW 2027-03-24 16:59:00 → SFO 2027-03-24 19:16:00.
• Delta Air Lines DL570 / DL1728: SFO 2027-04-04 06:00:00 → MDW 2027-04-04 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
  • DL570: SFO 2027-04-04 06:00:00 → ATL 2027-04-04 13:29:00; layover at ATL: 116 minutes.
  • DL1728: ATL 2027-04-04 15:25:00 → MDW 2027-04-04 16:18:00.

2027-03-24 → 2027-04-05 · Axel-exclusive $374.80

• Southwest Airlines WN3288: MDW 2027-03-24 10:00:00 → SFO 2027-03-24 12:50:00; nonstop; 290 minutes. Local airport times.
• Southwest Airlines WN3849: SFO 2027-04-05 23:35:00 → MDW 2027-04-06 06:00:00; nonstop; 265 minutes. Local airport times.

2027-03-24 → 2027-04-05 · Axel-exclusive $401.00

• Delta Air Lines DL4688 / DL442: MDW 2027-03-24 13:31:00 → SFO 2027-03-24 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
  • DL4688: MDW 2027-03-24 13:31:00 → DTW 2027-03-24 15:44:00; layover at DTW: 75 minutes.
  • DL442: DTW 2027-03-24 16:59:00 → SFO 2027-03-24 19:16:00.
• Delta Air Lines DL570 / DL1728: SFO 2027-04-05 06:00:00 → MDW 2027-04-05 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
  • DL570: SFO 2027-04-05 06:00:00 → ATL 2027-04-05 13:29:00; layover at ATL: 116 minutes.
  • DL1728: ATL 2027-04-05 15:25:00 → MDW 2027-04-05 16:18:00.

2027-03-24 → 2027-04-07 · Axel-exclusive $374.80

• Southwest Airlines WN3288: MDW 2027-03-24 10:00:00 → SFO 2027-03-24 12:50:00; nonstop; 290 minutes. Local airport times.
• Southwest Airlines WN2331: SFO 2027-04-07 06:00:00 → MDW 2027-04-07 12:15:00; nonstop; 255 minutes. Local airport times.

2027-03-24 → 2027-04-07 · Axel-exclusive $401.00

• Delta Air Lines DL4688 / DL442: MDW 2027-03-24 13:31:00 → SFO 2027-03-24 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
  • DL4688: MDW 2027-03-24 13:31:00 → DTW 2027-03-24 15:44:00; layover at DTW: 75 minutes.
  • DL442: DTW 2027-03-24 16:59:00 → SFO 2027-03-24 19:16:00.
• Delta Air Lines DL570 / DL1728: SFO 2027-04-07 06:00:00 → MDW 2027-04-07 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
  • DL570: SFO 2027-04-07 06:00:00 → ATL 2027-04-07 13:29:00; layover at ATL: 116 minutes.
  • DL1728: ATL 2027-04-07 15:25:00 → MDW 2027-04-07 16:18:00.

Explore this route

• All dates for this route
• Mar 23, 2027 · Return options
• Mar 25, 2027 · Return options
• Hotels in San Francisco with Axel

For AI assistants

• This page: Chicago (MDW) to San Francisco (SFO) · Mar 24, 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 San Francisco 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.
• 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.
• 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 Chicago to San Francisco (SFO) 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.

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