Flights from San Francisco Bay Area to the Midwest for 4 days

Flights for your trip

Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

2026-11-20 · one way · $195.00

• American Airlines AA3119: SFO 2026-11-20 23:46:00 → ORD 2026-11-21 05:59:00; nonstop; 253 minutes. Local airport times.

2026-11-20 · one way · $205.00

• United Airlines UA1147: SFO 2026-11-20 15:00:00 → ORD 2026-11-20 21:15:00; nonstop; 255 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $365.00

• American Airlines AA2010: SFO 2026-11-20 07:50:00 → ORD 2026-11-20 14:10:00; nonstop; 260 minutes. Local airport times.
• American Airlines AA2327: ORD 2026-11-23 06:45:00 → SFO 2026-11-23 09:49:00; nonstop; 304 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $385.00

• United Airlines UA1147: SFO 2026-11-20 15:00:00 → ORD 2026-11-20 21:15:00; nonstop; 255 minutes. Local airport times.
• United Airlines UA2425: ORD 2026-11-23 10:25:00 → SFO 2026-11-23 13:15:00; nonstop; 290 minutes. Local airport times.

2026-11-20 · one way · $190.00

• Delta Air Lines DL920 / DL2377: SFO 2026-11-20 09:56:00 → ORD 2026-11-20 18:06:00; 1 stop(s) via SLC; 370 minutes. Local airport times.
  • DL920: SFO 2026-11-20 09:56:00 → SLC 2026-11-20 12:50:00; layover at SLC: 65 minutes.
  • DL2377: SLC 2026-11-20 13:55:00 → ORD 2026-11-20 18:06:00.

2026-11-20 → 2026-11-23 · $355.00

• Delta Air Lines DL920 / DL2377: SFO 2026-11-20 09:56:00 → ORD 2026-11-20 18:06:00; 1 stop(s) via SLC; 370 minutes. Local airport times.
  • DL920: SFO 2026-11-20 09:56:00 → SLC 2026-11-20 12:50:00; layover at SLC: 65 minutes.
  • DL2377: SLC 2026-11-20 13:55:00 → ORD 2026-11-20 18:06:00.
• Delta Air Lines DL756 / DL2197: ORD 2026-11-23 14:25:00 → SFO 2026-11-23 19:24:00; 1 stop(s) via LAX; 419 minutes. Local airport times.
  • DL756: ORD 2026-11-23 14:25:00 → LAX 2026-11-23 16:59:00; layover at LAX: 63 minutes.
  • DL2197: LAX 2026-11-23 18:02:00 → SFO 2026-11-23 19:24:00.

2026-11-27 → 2026-12-04 · $438.00

• American Airlines AA2010: SFO 2026-11-27 07:50:00 → ORD 2026-11-27 14:10:00; nonstop; 260 minutes. Local airport times.
• American Airlines AA597: ORD 2026-12-04 13:24:00 → SFO 2026-12-04 16:27:00; nonstop; 303 minutes. Local airport times.

2026-11-20 · one way · $195.00

• American Airlines AA2010: SFO 2026-11-20 07:50:00 → ORD 2026-11-20 14:10:00; nonstop; 260 minutes. Local airport times.

2026-11-20 · one way · $205.00

• United Airlines UA2278: SFO 2026-11-20 23:10:00 → ORD 2026-11-21 05:25:00; nonstop; 255 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $365.00

• American Airlines AA3119: SFO 2026-11-20 23:46:00 → ORD 2026-11-21 05:59:00; nonstop; 253 minutes. Local airport times.
• American Airlines AA2327: ORD 2026-11-23 06:45:00 → SFO 2026-11-23 09:49:00; nonstop; 304 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $385.00

• United Airlines UA2278: SFO 2026-11-20 23:10:00 → ORD 2026-11-21 05:25:00; nonstop; 255 minutes. Local airport times.
• United Airlines UA2425: ORD 2026-11-23 10:25:00 → SFO 2026-11-23 13:15:00; nonstop; 290 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $438.00

• American Airlines AA3119: SFO 2026-11-27 23:46:00 → ORD 2026-11-28 05:59:00; nonstop; 253 minutes. Local airport times.
• American Airlines AA597: ORD 2026-12-04 13:24:00 → SFO 2026-12-04 16:27:00; nonstop; 303 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $462.00

• United Airlines UA1147: SFO 2026-11-27 15:00:00 → ORD 2026-11-27 21:15:00; nonstop; 255 minutes. Local airport times.
• United Airlines UA2425: ORD 2026-12-04 10:25:00 → SFO 2026-12-04 13:15:00; nonstop; 290 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $462.00

• United Airlines UA2278: SFO 2026-11-27 23:10:00 → ORD 2026-11-28 05:25:00; nonstop; 255 minutes. Local airport times.
• United Airlines UA2425: ORD 2026-12-04 10:25:00 → SFO 2026-12-04 13:15:00; nonstop; 290 minutes. Local airport times.

2026-11-20 · one way · $185.00

• United Airlines UA5623 / UA424: SFO 2026-11-20 08:15:00 → ORD 2026-11-20 17:05:00; 1 stop(s) via BOI; 410 minutes. Local airport times.
  • UA5623: SFO 2026-11-20 08:15:00 → BOI 2026-11-20 11:08:00; layover at BOI: 83 minutes.
  • UA424: BOI 2026-11-20 12:31:00 → ORD 2026-11-20 17:05:00.

2026-11-20 · one way · $185.00

• United Airlines UA406 / UA2102: SFO 2026-11-20 21:05:00 → ORD 2026-11-21 05:31:00; 1 stop(s) via LAS; 386 minutes. Local airport times.
  • UA406: SFO 2026-11-20 21:05:00 → LAS 2026-11-20 22:44:00; layover at LAS: 66 minutes.
  • UA2102: LAS 2026-11-20 23:50:00 → ORD 2026-11-21 05:31:00.

2026-11-20 · one way · $185.00

• United Airlines UA1973 / UA2202: SFO 2026-11-20 08:24:00 → ORD 2026-11-20 16:50:00; 1 stop(s) via BZN; 386 minutes. Local airport times.
  • UA1973: SFO 2026-11-20 08:24:00 → BZN 2026-11-20 11:39:00; layover at BZN: 69 minutes.
  • UA2202: BZN 2026-11-20 12:48:00 → ORD 2026-11-20 16:50:00.

2026-11-20 · one way · $185.00

• United Airlines UA1225 / UA2167: SFO 2026-11-20 12:10:00 → ORD 2026-11-20 20:32:00; 1 stop(s) via RNO; 382 minutes. Local airport times.
  • UA1225: SFO 2026-11-20 12:10:00 → RNO 2026-11-20 13:14:00; layover at RNO: 72 minutes.
  • UA2167: RNO 2026-11-20 14:26:00 → ORD 2026-11-20 20:32:00.

2026-11-20 · one way · $185.00

• United Airlines UA1413 / UA2817: SFO 2026-11-20 12:20:00 → ORD 2026-11-20 20:40:00; 1 stop(s) via SLC; 380 minutes. Local airport times.
  • UA1413: SFO 2026-11-20 12:20:00 → SLC 2026-11-20 15:13:00; layover at SLC: 72 minutes.
  • UA2817: SLC 2026-11-20 16:25:00 → ORD 2026-11-20 20:40:00.

2026-11-20 → 2026-11-23 · $367.50

• United Airlines UA406 / UA2102: SFO 2026-11-20 21:05:00 → ORD 2026-11-21 05:31:00; 1 stop(s) via LAS; 386 minutes. Local airport times.
  • UA406: SFO 2026-11-20 21:05:00 → LAS 2026-11-20 22:44:00; layover at LAS: 66 minutes.
  • UA2102: LAS 2026-11-20 23:50:00 → ORD 2026-11-21 05:31:00.
• United Airlines UA2425: ORD 2026-11-23 10:25:00 → SFO 2026-11-23 13:15:00; nonstop; 290 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $367.50

• United Airlines UA5623 / UA424: SFO 2026-11-20 08:15:00 → ORD 2026-11-20 17:05:00; 1 stop(s) via BOI; 410 minutes. Local airport times.
  • UA5623: SFO 2026-11-20 08:15:00 → BOI 2026-11-20 11:08:00; layover at BOI: 83 minutes.
  • UA424: BOI 2026-11-20 12:31:00 → ORD 2026-11-20 17:05:00.
• United Airlines UA2425: ORD 2026-11-23 10:25:00 → SFO 2026-11-23 13:15:00; nonstop; 290 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $367.50

• United Airlines UA1973 / UA2202: SFO 2026-11-20 08:24:00 → ORD 2026-11-20 16:50:00; 1 stop(s) via BZN; 386 minutes. Local airport times.
  • UA1973: SFO 2026-11-20 08:24:00 → BZN 2026-11-20 11:39:00; layover at BZN: 69 minutes.
  • UA2202: BZN 2026-11-20 12:48:00 → ORD 2026-11-20 16:50:00.
• United Airlines UA2425: ORD 2026-11-23 10:25:00 → SFO 2026-11-23 13:15:00; nonstop; 290 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $367.50

• United Airlines UA1413 / UA2817: SFO 2026-11-20 12:20:00 → ORD 2026-11-20 20:40:00; 1 stop(s) via SLC; 380 minutes. Local airport times.
  • UA1413: SFO 2026-11-20 12:20:00 → SLC 2026-11-20 15:13:00; layover at SLC: 72 minutes.
  • UA2817: SLC 2026-11-20 16:25:00 → ORD 2026-11-20 20:40:00.
• United Airlines UA2425: ORD 2026-11-23 10:25:00 → SFO 2026-11-23 13:15:00; nonstop; 290 minutes. Local airport times.

2026-11-20 → 2026-11-23 · $367.50

• United Airlines UA1225 / UA2167: SFO 2026-11-20 12:10:00 → ORD 2026-11-20 20:32:00; 1 stop(s) via RNO; 382 minutes. Local airport times.
  • UA1225: SFO 2026-11-20 12:10:00 → RNO 2026-11-20 13:14:00; layover at RNO: 72 minutes.
  • UA2167: RNO 2026-11-20 14:26:00 → ORD 2026-11-20 20:32:00.
• United Airlines UA2425: ORD 2026-11-23 10:25:00 → SFO 2026-11-23 13:15:00; nonstop; 290 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $426.00

• Delta Air Lines DL920 / DL2377: SFO 2026-11-27 09:56:00 → ORD 2026-11-27 18:06:00; 1 stop(s) via SLC; 370 minutes. Local airport times.
  • DL920: SFO 2026-11-27 09:56:00 → SLC 2026-11-27 12:50:00; layover at SLC: 65 minutes.
  • DL2377: SLC 2026-11-27 13:55:00 → ORD 2026-11-27 18:06:00.
• Delta Air Lines DL756 / DL2197: ORD 2026-12-04 14:25:00 → SFO 2026-12-04 19:24:00; 1 stop(s) via LAX; 419 minutes. Local airport times.
  • DL756: ORD 2026-12-04 14:25:00 → LAX 2026-12-04 16:59:00; layover at LAX: 63 minutes.
  • DL2197: LAX 2026-12-04 18:02:00 → SFO 2026-12-04 19:24:00.

2026-11-27 → 2026-12-04 · $437.50

• United Airlines UA1225 / UA2167: SFO 2026-11-27 12:10:00 → ORD 2026-11-27 20:32:00; 1 stop(s) via RNO; 382 minutes. Local airport times.
  • UA1225: SFO 2026-11-27 12:10:00 → RNO 2026-11-27 13:14:00; layover at RNO: 72 minutes.
  • UA2167: RNO 2026-11-27 14:26:00 → ORD 2026-11-27 20:32:00.
• United Airlines UA2425: ORD 2026-12-04 10:25:00 → SFO 2026-12-04 13:15:00; nonstop; 290 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $437.50

• United Airlines UA1413 / UA2817: SFO 2026-11-27 12:20:00 → ORD 2026-11-27 20:40:00; 1 stop(s) via SLC; 380 minutes. Local airport times.
  • UA1413: SFO 2026-11-27 12:20:00 → SLC 2026-11-27 15:13:00; layover at SLC: 72 minutes.
  • UA2817: SLC 2026-11-27 16:25:00 → ORD 2026-11-27 20:40:00.
• United Airlines UA2425: ORD 2026-12-04 10:25:00 → SFO 2026-12-04 13:15:00; nonstop; 290 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $437.50

• United Airlines UA5623 / UA424: SFO 2026-11-27 08:15:00 → ORD 2026-11-27 17:05:00; 1 stop(s) via BOI; 410 minutes. Local airport times.
  • UA5623: SFO 2026-11-27 08:15:00 → BOI 2026-11-27 11:08:00; layover at BOI: 83 minutes.
  • UA424: BOI 2026-11-27 12:31:00 → ORD 2026-11-27 17:05:00.
• United Airlines UA2425: ORD 2026-12-04 10:25:00 → SFO 2026-12-04 13:15:00; nonstop; 290 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $437.50

• United Airlines UA406 / UA2102: SFO 2026-11-27 21:05:00 → ORD 2026-11-28 05:31:00; 1 stop(s) via LAS; 386 minutes. Local airport times.
  • UA406: SFO 2026-11-27 21:05:00 → LAS 2026-11-27 22:44:00; layover at LAS: 66 minutes.
  • UA2102: LAS 2026-11-27 23:50:00 → ORD 2026-11-28 05:31:00.
• United Airlines UA2425: ORD 2026-12-04 10:25:00 → SFO 2026-12-04 13:15:00; nonstop; 290 minutes. Local airport times.

2026-11-27 → 2026-12-04 · $437.50

• United Airlines UA1973 / UA2202: SFO 2026-11-27 08:24:00 → ORD 2026-11-27 16:50:00; 1 stop(s) via BZN; 386 minutes. Local airport times.
  • UA1973: SFO 2026-11-27 08:24:00 → BZN 2026-11-27 11:39:00; layover at BZN: 69 minutes.
  • UA2202: BZN 2026-11-27 12:48:00 → ORD 2026-11-27 16:50:00.
• United Airlines UA2425: ORD 2026-12-04 10:25:00 → SFO 2026-12-04 13:15:00; nonstop; 290 minutes. Local airport times.

More dates for this route

• Nov 20, 2026 → Nov 23, 2026
• Nov 27, 2026 → Dec 4, 2026
• Nov 20, 2026 · One way

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The Midwest for 4 days from other cities

Fares observed October 28, 2026. USD for the travelers shown. Search a trip for current prices.

The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.

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Hotels in Chicago with Axel

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Where to stay: Where to stay in Chicago: the 10 best neighborhoods, ranked · Chicago hotels where a family of four can share one room

Hotels with an Axel review in Chicago: Claridge House Chicago, Tapestry Collection by Hilton · Freehand Chicago · Warwick Allerton - Chicago · The Chicago Hotel Collection - Wrigleyville · The Chicago Hotel Collection Magnificent Mile Hotel & Suites · All 165 reviewed hotels in Chicago

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