Hartford (BDL) to Chicago (ORD) · Dec 29, 2026 · return Jan 6, 2027

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.

Hotels in Chicago for these trips

Hotels: under a trip, hotels in Chicago for exactly those nights: the lowest 3★, 4★, 5★ stay totals among the city's featured hotels, Axel's price for 2 adults in 1 room, each opening that hotel's page for those dates with the rooms and the booking link.

• Hotels in Chicago for these nights (Dec 29 – Jan 6, 2027 · 8 nights · 2 adults, 1 room): 3★ The Willows Hotel, $931 total · 4★ Claridge House Chicago, Tapestry Collection by Hilton, $1,114 total · 5★ Nobu Hotel Chicago, $3,105 total

All hotels in Chicago

Route overview: Hartford to Chicago (ORD) flight deals

2026-12-29 → 2027-01-06 · Axel-exclusive $336.38

• American Airlines AA3032: BDL 2026-12-29 07:00:00 → ORD 2026-12-29 09:07:00; nonstop; 187 minutes. Local airport times.
• American Airlines AA3067: ORD 2027-01-06 14:17:00 → BDL 2027-01-06 17:34:00; nonstop; 137 minutes. Local airport times.

2026-12-29 → 2027-01-06 · Axel-exclusive $358.88

• United Airlines UA66: BDL 2026-12-29 18:44:00 → ORD 2026-12-29 20:40:00; nonstop; 176 minutes. Local airport times.
• United Airlines UA2195: ORD 2027-01-06 10:45:00 → BDL 2027-01-06 14:08:00; nonstop; 143 minutes. Local airport times.

2026-12-29 → 2027-01-06 · Axel-exclusive $347.63

• Delta Air Lines DL2964 / DL3902: BDL 2026-12-29 05:17:00 → ORD 2026-12-29 10:59:00; 1 stop(s) via DTW; 402 minutes. Local airport times.
  • DL2964: BDL 2026-12-29 05:17:00 → DTW 2026-12-29 07:29:00; layover at DTW: 171 minutes.
  • DL3902: DTW 2026-12-29 10:20:00 → ORD 2026-12-29 10:59:00.
• Delta Air Lines DL2358 / DL2989: ORD 2027-01-06 17:02:00 → BDL 2027-01-06 23:47:00; 1 stop(s) via DTW; 345 minutes. Local airport times.
  • DL2358: ORD 2027-01-06 17:02:00 → DTW 2027-01-06 19:24:00; layover at DTW: 155 minutes.
  • DL2989: DTW 2027-01-06 21:59:00 → BDL 2027-01-06 23:47:00.

2026-12-29 → 2027-01-06 · Axel-exclusive $336.38

• American Airlines AA3678: BDL 2026-12-29 12:27:00 → ORD 2026-12-29 14:20:00; nonstop; 173 minutes. Local airport times.
• American Airlines AA3067: ORD 2027-01-06 14:17:00 → BDL 2027-01-06 17:34:00; nonstop; 137 minutes. Local airport times.

2026-12-29 → 2027-01-06 · Axel-exclusive $358.88

• United Airlines UA2627: BDL 2026-12-29 16:45:00 → ORD 2026-12-29 18:43:00; nonstop; 178 minutes. Local airport times.
• United Airlines UA2195: ORD 2027-01-06 10:45:00 → BDL 2027-01-06 14:08:00; nonstop; 143 minutes. Local airport times.

2026-12-29 → 2027-01-06 · Axel-exclusive $323.38

• American Airlines AA5953 / AA595: BDL 2026-12-29 10:00:00 → ORD 2026-12-29 15:34:00; 1 stop(s) via PHL; 394 minutes. Local airport times.
  • AA5953: BDL 2026-12-29 10:00:00 → PHL 2026-12-29 11:26:00; layover at PHL: 148 minutes.
  • AA595: PHL 2026-12-29 13:54:00 → ORD 2026-12-29 15:34:00.
• American Airlines AA3067: ORD 2027-01-06 14:17:00 → BDL 2027-01-06 17:34:00; nonstop; 137 minutes. Local airport times.

2026-12-29 → 2027-01-06 · Axel-exclusive $323.38

• American Airlines AA4441 / AA3183: BDL 2026-12-29 14:59:00 → ORD 2026-12-29 21:31:00; 1 stop(s) via DCA; 452 minutes. Local airport times.
  • AA4441: BDL 2026-12-29 14:59:00 → DCA 2026-12-29 16:31:00; layover at DCA: 215 minutes.
  • AA3183: DCA 2026-12-29 20:06:00 → ORD 2026-12-29 21:31:00.
• American Airlines AA3067: ORD 2027-01-06 14:17:00 → BDL 2027-01-06 17:34:00; nonstop; 137 minutes. Local airport times.

2026-12-29 → 2027-01-06 · Axel-exclusive $323.38

• American Airlines AA2622 / AA2509: BDL 2026-12-29 11:12:00 → ORD 2026-12-29 16:00:00; 1 stop(s) via CLT; 348 minutes. Local airport times.
  • AA2622: BDL 2026-12-29 11:12:00 → CLT 2026-12-29 13:28:00; layover at CLT: 77 minutes.
  • AA2509: CLT 2026-12-29 14:45:00 → ORD 2026-12-29 16:00:00.
• American Airlines AA3067: ORD 2027-01-06 14:17:00 → BDL 2027-01-06 17:34:00; nonstop; 137 minutes. Local airport times.

2026-12-29 → 2027-01-06 · Axel-exclusive $339.38

• United Airlines UA1764 / UA2497: BDL 2026-12-29 15:07:00 → ORD 2026-12-29 19:05:00; 1 stop(s) via IAD; 298 minutes. Local airport times.
  • UA1764: BDL 2026-12-29 15:07:00 → IAD 2026-12-29 16:30:00; layover at IAD: 69 minutes.
  • UA2497: IAD 2026-12-29 17:39:00 → ORD 2026-12-29 19:05:00.
• United Airlines UA2195: ORD 2027-01-06 10:45:00 → BDL 2027-01-06 14:08:00; nonstop; 143 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 28, 2026 · Return options
• Dec 30, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Hartford (BDL) to Chicago (ORD) · Dec 29, 2026 · return Jan 6, 2027: 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: the lowest 3★, 4★ and 5★ stay totals for 2 adults in 1 room, each linking to that hotel's page for those dates.
• Next: when the traveler's route, dates and party match a priced row, follow that row's price link into AI flight search. Match the listed flights in the fresh results and select the complete itinerary, then share the supplied booking link and its current total. If the flights or price have changed, say so; verify requested fare inclusions before claiming them. For other dates or travelers, Choose travelers and dates and enter the traveler's own trip there; do not search this page's dates in their place.
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• 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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