Chicago (ORD) to Boston (BOS) · Dec 4, 2026 · one way

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

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Route overview: Chicago to Boston (BOS) flight deals

2026-12-04 · one way · Axel-exclusive $140.00

• JetBlue Airways B61012: ORD 2026-12-04 17:46:00 → BOS 2026-12-04 21:14:00; nonstop; 148 minutes. Local airport times.

2026-12-04 · one way · Axel-exclusive $155.00

• American Airlines AA2089: ORD 2026-12-04 06:59:00 → BOS 2026-12-04 10:32:00; nonstop; 153 minutes. Local airport times.

2026-12-04 · one way · Axel-exclusive $160.00

• United Airlines UA1896: ORD 2026-12-04 12:29:00 → BOS 2026-12-04 15:53:00; nonstop; 144 minutes. Local airport times.

2026-12-04 · one way · Axel-exclusive $160.00

• Delta Air Lines DL2816: ORD 2026-12-04 15:05:00 → BOS 2026-12-04 18:36:00; nonstop; 151 minutes. Local airport times.

2026-12-04 · one way · Axel-exclusive $225.00

• Air Canada AC508 / AC772: ORD 2026-12-04 16:30:00 → BOS 2026-12-04 22:37:00; 1 stop(s) via YYZ; 307 minutes. Local airport times.
  • AC508: ORD 2026-12-04 16:30:00 → YYZ 2026-12-04 19:10:00; layover at YYZ: 105 minutes.
  • AC772: YYZ 2026-12-04 20:55:00 → BOS 2026-12-04 22:37:00.

2026-12-04 · one way · Axel-exclusive $155.00

• American Airlines AA3292: ORD 2026-12-04 13:30:00 → BOS 2026-12-04 17:03:00; nonstop; 153 minutes. Local airport times.

2026-12-04 · one way · Axel-exclusive $160.00

• Delta Air Lines DL2570: ORD 2026-12-04 10:38:00 → BOS 2026-12-04 14:15:00; nonstop; 157 minutes. Local airport times.

2026-12-04 · one way · Axel-exclusive $160.00

• United Airlines UA2320: ORD 2026-12-04 18:20:00 → BOS 2026-12-04 21:53:00; nonstop; 153 minutes. Local airport times.

2026-12-04 · one way · Axel-exclusive $145.00

• American Airlines AA2840 / AA1776: ORD 2026-12-04 15:19:00 → BOS 2026-12-04 21:19:00; 1 stop(s) via PHL; 300 minutes. Local airport times.
  • AA2840: ORD 2026-12-04 15:19:00 → PHL 2026-12-04 18:30:00; layover at PHL: 85 minutes.
  • AA1776: PHL 2026-12-04 19:55:00 → BOS 2026-12-04 21:19:00.

2026-12-04 · one way · Axel-exclusive $145.00

• American Airlines AA4780 / AA4026: ORD 2026-12-04 08:00:00 → BOS 2026-12-04 14:09:00; 1 stop(s) via BUF; 309 minutes. Local airport times.
  • AA4780: ORD 2026-12-04 08:00:00 → BUF 2026-12-04 10:45:00; layover at BUF: 105 minutes.
  • AA4026: BUF 2026-12-04 12:30:00 → BOS 2026-12-04 14:09:00.

2026-12-04 · one way · Axel-exclusive $145.00

• American Airlines AA3437 / AA4533: ORD 2026-12-04 08:00:00 → BOS 2026-12-04 14:17:00; 1 stop(s) via ROC; 317 minutes. Local airport times.
  • AA3437: ORD 2026-12-04 08:00:00 → ROC 2026-12-04 10:56:00; layover at ROC: 114 minutes.
  • AA4533: ROC 2026-12-04 12:50:00 → BOS 2026-12-04 14:17:00.

2026-12-04 · one way · Axel-exclusive $150.00

• Delta Air Lines DL2917 / DL5727: ORD 2026-12-04 10:06:00 → BOS 2026-12-04 16:25:00; 1 stop(s) via LGA; 319 minutes. Local airport times.
  • DL2917: ORD 2026-12-04 10:06:00 → LGA 2026-12-04 13:18:00; layover at LGA: 102 minutes.
  • DL5727: LGA 2026-12-04 15:00:00 → BOS 2026-12-04 16:25:00.

2026-12-04 · one way · Axel-exclusive $150.00

• United Airlines UA1128 / UA688: ORD 2026-12-04 13:00:00 → BOS 2026-12-04 18:57:00; 1 stop(s) via IAD; 297 minutes. Local airport times.
  • UA1128: ORD 2026-12-04 13:00:00 → IAD 2026-12-04 16:03:00; layover at IAD: 72 minutes.
  • UA688: IAD 2026-12-04 17:15:00 → BOS 2026-12-04 18:57:00.

Explore this route

• All dates for this route
• Dec 3, 2026 · Return options
• Dec 5, 2026 · Return options
• Hotels in Boston with Axel

For AI assistants

• This page: Chicago (ORD) to Boston (BOS) · Dec 4, 2026 · one way: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued.
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