New York (LGA) to Chicago (ORD), Jan 27–31, 2027: from $279 round trip

New York (LGA) to Chicago (ORD), Jan 27–31, 2027: from $279 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $279 round trip, Axel-exclusive, Delta Air Lines, nonstop, Jan 27–31, 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.

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 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 Chicago for these nights (Jan 27–31, 2027 · 4 nights · 2 adults, 1 room): 3★ Hyatt Place Chicago/Wicker Park · 4★ LondonHouse Chicago, Curio Collection by Hilton · 5★ The Langham, Chicago

All hotels in Chicago

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

2027-01-27 → 2027-01-31 · Axel-exclusive $279.00

• Delta Air Lines DL2513: LGA 2027-01-27 19:05:00 → ORD 2027-01-27 20:45:00; nonstop; 160 minutes. Local airport times.
• Delta Air Lines DL2251: ORD 2027-01-31 08:50:00 → LGA 2027-01-31 12:05:00; nonstop; 135 minutes. Local airport times.

2027-01-27 → 2027-01-31 · Axel-exclusive $284.00

• American Airlines AA3163: LGA 2027-01-27 17:55:00 → ORD 2027-01-27 19:54:00; nonstop; 179 minutes. Local airport times.
• American Airlines AA4103 / AA4421: ORD 2027-01-31 06:46:00 → LGA 2027-01-31 12:29:00; 1 stop(s) via DTW; 283 minutes. Local airport times.
  • AA4103: ORD 2027-01-31 06:46:00 → DTW 2027-01-31 09:20:00; layover at DTW: 65 minutes.
  • AA4421: DTW 2027-01-31 10:25:00 → LGA 2027-01-31 12:29:00.

2027-01-27 → 2027-01-31 · Axel-exclusive $289.00

• United Airlines UA1739: LGA 2027-01-27 08:15:00 → ORD 2027-01-27 10:03:00; nonstop; 168 minutes. Local airport times.
• United Airlines UA3575 / AC8640: ORD 2027-01-31 10:33:00 → LGA 2027-01-31 16:51:00; 1 stop(s) via YUL; 318 minutes. Local airport times.
  • UA3575: ORD 2027-01-31 10:33:00 → YUL 2027-01-31 14:00:00; layover at YUL: 80 minutes.
  • AC8640: YUL 2027-01-31 15:20:00 → LGA 2027-01-31 16:51:00.

2027-01-27 → 2027-01-31 · Axel-exclusive $369.00

• Air Canada AC709 / AC507: LGA 2027-01-27 11:40:00 → ORD 2027-01-27 15:43:00; 1 stop(s) via YYZ; 303 minutes. Local airport times.
  • AC709: LGA 2027-01-27 11:40:00 → YYZ 2027-01-27 13:22:00; layover at YYZ: 78 minutes.
  • AC507: YYZ 2027-01-27 14:40:00 → ORD 2027-01-27 15:43:00.
• United Airlines UA3575 / AC8640: ORD 2027-01-31 10:33:00 → LGA 2027-01-31 16:51:00; 1 stop(s) via YUL; 318 minutes. Local airport times.
  • UA3575: ORD 2027-01-31 10:33:00 → YUL 2027-01-31 14:00:00; layover at YUL: 80 minutes.
  • AC8640: YUL 2027-01-31 15:20:00 → LGA 2027-01-31 16:51:00.

2027-01-27 → 2027-01-31 · Axel-exclusive $299.00

• Delta Air Lines DL1912 / DL1084: LGA 2027-01-27 14:44:00 → ORD 2027-01-27 18:30:00; 1 stop(s) via DTW; 286 minutes. Local airport times.
  • DL1912: LGA 2027-01-27 14:44:00 → DTW 2027-01-27 16:44:00; layover at DTW: 72 minutes.
  • DL1084: DTW 2027-01-27 17:56:00 → ORD 2027-01-27 18:30:00.
• Delta Air Lines DL2251: ORD 2027-01-31 08:50:00 → LGA 2027-01-31 12:05:00; nonstop; 135 minutes. Local airport times.

2027-01-27 → 2027-01-31 · Axel-exclusive $299.00

• American Airlines AA2300 / AA2629: LGA 2027-01-27 07:33:00 → ORD 2027-01-27 12:29:00; 1 stop(s) via BOS; 356 minutes. Local airport times.
  • AA2300: LGA 2027-01-27 07:33:00 → BOS 2027-01-27 08:48:00; layover at BOS: 88 minutes.
  • AA2629: BOS 2027-01-27 10:16:00 → ORD 2027-01-27 12:29:00.
• American Airlines AA4103 / AA4421: ORD 2027-01-31 06:46:00 → LGA 2027-01-31 12:29:00; 1 stop(s) via DTW; 283 minutes. Local airport times.
  • AA4103: ORD 2027-01-31 06:46:00 → DTW 2027-01-31 09:20:00; layover at DTW: 65 minutes.
  • AA4421: DTW 2027-01-31 10:25:00 → LGA 2027-01-31 12:29:00.

2027-01-27 → 2027-01-31 · Axel-exclusive $309.00

• United Airlines UA6189 / UA2497: LGA 2027-01-27 14:55:00 → ORD 2027-01-27 19:05:00; 1 stop(s) via IAD; 310 minutes. Local airport times.
  • UA6189: LGA 2027-01-27 14:55:00 → IAD 2027-01-27 16:25:00; layover at IAD: 74 minutes.
  • UA2497: IAD 2027-01-27 17:39:00 → ORD 2027-01-27 19:05:00.
• United Airlines UA3575 / AC8640: ORD 2027-01-31 10:33:00 → LGA 2027-01-31 16:51:00; 1 stop(s) via YUL; 318 minutes. Local airport times.
  • UA3575: ORD 2027-01-31 10:33:00 → YUL 2027-01-31 14:00:00; layover at YUL: 80 minutes.
  • AC8640: YUL 2027-01-31 15:20:00 → LGA 2027-01-31 16:51:00.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

Explore this route

• All dates for this route
• Jan 26, 2027 · Return options
• Jan 28, 2027 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: New York (LGA) to Chicago (ORD) · Jan 27, 2027 · return Jan 31, 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 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 priced row's price link opens the live search for this row's exact dates and travelers; the live results list the same flights with the current total and the traveler's booking link, and name the fare's inclusions (bags, seats, changes), which this page does not. A changed price or flight shows there. Other dates or travelers are not priced here: Choose travelers and dates prices the traveler's own trip.
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