New York (LGA) to Chicago (ORD) · Jan 21, 2027 · return Jan 24, 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 (Jan 21–24, 2027 · 3 nights · 2 adults, 1 room): 3★ The Willows Hotel, $319 total · 4★ Claridge House Chicago, Tapestry Collection by Hilton, $392 total · 5★ Nobu Hotel Chicago, $1,128 total

All hotels in Chicago

Route overview: New York to Chicago (ORD) flight deals

2027-01-21 → 2027-01-24 · Axel-exclusive $269.00

• United Airlines UA2389: LGA 2027-01-21 06:05:00 → ORD 2027-01-21 07:51:00; nonstop; 166 minutes. Local airport times.
• United Airlines UA312: ORD 2027-01-24 20:10:00 → LGA 2027-01-24 23:30:00; nonstop; 140 minutes. Local airport times.

2027-01-21 → 2027-01-24 · Axel-exclusive $279.00

• Delta Air Lines DL2513: LGA 2027-01-21 19:05:00 → ORD 2027-01-21 20:45:00; nonstop; 160 minutes. Local airport times.
• Delta Air Lines DL2251: ORD 2027-01-24 08:50:00 → LGA 2027-01-24 12:05:00; nonstop; 135 minutes. Local airport times.

2027-01-21 → 2027-01-24 · Axel-exclusive $284.00

• American Airlines AA4731: LGA 2027-01-21 12:10:00 → ORD 2027-01-21 14:10:00; nonstop; 180 minutes. Local airport times.
• American Airlines AA4103 / AA4421: ORD 2027-01-24 06:46:00 → LGA 2027-01-24 12:29:00; 1 stop(s) via DTW; 283 minutes. Local airport times.
  • AA4103: ORD 2027-01-24 06:46:00 → DTW 2027-01-24 09:20:00; layover at DTW: 65 minutes.
  • AA4421: DTW 2027-01-24 10:25:00 → LGA 2027-01-24 12:29:00.

2027-01-21 → 2027-01-24 · Axel-exclusive $369.00

• Air Canada AC709 / AC507: LGA 2027-01-21 11:40:00 → ORD 2027-01-21 15:43:00; 1 stop(s) via YYZ; 303 minutes. Local airport times.
  • AC709: LGA 2027-01-21 11:40:00 → YYZ 2027-01-21 13:22:00; layover at YYZ: 78 minutes.
  • AC507: YYZ 2027-01-21 14:40:00 → ORD 2027-01-21 15:43:00.
• United Airlines UA3575 / AC8640: ORD 2027-01-24 10:33:00 → LGA 2027-01-24 16:51:00; 1 stop(s) via YUL; 318 minutes. Local airport times.
  • UA3575: ORD 2027-01-24 10:33:00 → YUL 2027-01-24 14:00:00; layover at YUL: 80 minutes.
  • AC8640: YUL 2027-01-24 15:20:00 → LGA 2027-01-24 16:51:00.

2027-01-21 → 2027-01-24 · Axel-exclusive $289.00

• United Airlines UA2389: LGA 2027-01-21 06:00:00 → ORD 2027-01-21 07:48:00; nonstop; 168 minutes. Local airport times.
• United Airlines UA3575 / AC8640: ORD 2027-01-24 10:33:00 → LGA 2027-01-24 16:51:00; 1 stop(s) via YUL; 318 minutes. Local airport times.
  • UA3575: ORD 2027-01-24 10:33:00 → YUL 2027-01-24 14:00:00; layover at YUL: 80 minutes.
  • AC8640: YUL 2027-01-24 15:20:00 → LGA 2027-01-24 16:51:00.

2027-01-21 → 2027-01-24 · Axel-exclusive $299.00

• Delta Air Lines DL1912 / DL1084: LGA 2027-01-21 14:44:00 → ORD 2027-01-21 18:30:00; 1 stop(s) via DTW; 286 minutes. Local airport times.
  • DL1912: LGA 2027-01-21 14:44:00 → DTW 2027-01-21 16:44:00; layover at DTW: 72 minutes.
  • DL1084: DTW 2027-01-21 17:56:00 → ORD 2027-01-21 18:30:00.
• Delta Air Lines DL2251: ORD 2027-01-24 08:50:00 → LGA 2027-01-24 12:05:00; nonstop; 135 minutes. Local airport times.

2027-01-21 → 2027-01-24 · Axel-exclusive $299.00

• American Airlines AA2300 / AA2629: LGA 2027-01-21 07:33:00 → ORD 2027-01-21 12:29:00; 1 stop(s) via BOS; 356 minutes. Local airport times.
  • AA2300: LGA 2027-01-21 07:33:00 → BOS 2027-01-21 08:48:00; layover at BOS: 88 minutes.
  • AA2629: BOS 2027-01-21 10:16:00 → ORD 2027-01-21 12:29:00.
• American Airlines AA4103 / AA4421: ORD 2027-01-24 06:46:00 → LGA 2027-01-24 12:29:00; 1 stop(s) via DTW; 283 minutes. Local airport times.
  • AA4103: ORD 2027-01-24 06:46:00 → DTW 2027-01-24 09:20:00; layover at DTW: 65 minutes.
  • AA4421: DTW 2027-01-24 10:25:00 → LGA 2027-01-24 12:29:00.

2027-01-21 → 2027-01-24 · Axel-exclusive $309.00

• United Airlines UA6189 / UA2497: LGA 2027-01-21 14:55:00 → ORD 2027-01-21 19:05:00; 1 stop(s) via IAD; 310 minutes. Local airport times.
  • UA6189: LGA 2027-01-21 14:55:00 → IAD 2027-01-21 16:25:00; layover at IAD: 74 minutes.
  • UA2497: IAD 2027-01-21 17:39:00 → ORD 2027-01-21 19:05:00.
• United Airlines UA3575 / AC8640: ORD 2027-01-24 10:33:00 → LGA 2027-01-24 16:51:00; 1 stop(s) via YUL; 318 minutes. Local airport times.
  • UA3575: ORD 2027-01-24 10:33:00 → YUL 2027-01-24 14:00:00; layover at YUL: 80 minutes.
  • AC8640: YUL 2027-01-24 15:20:00 → LGA 2027-01-24 16:51:00.

Explore this route

• All dates for this route
• Jan 20, 2027 · Return options
• Jan 22, 2027 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: New York (LGA) to Chicago (ORD) · Jan 21, 2027 · return Jan 24, 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.
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