Newark (EWR) to Chicago (ORD), Dec 21, 2026: round trips from $309, one way from $181

Newark (EWR) to Chicago (ORD), Dec 21, 2026: round trips from $309, one way from $181 on Axel, checked Oct 29, 2026. Lowest published fares: $309 round trip, Axel-exclusive, American Airlines, nonstop, Dec 21, 2026 – Jan 4, 2027; $181 one way, Axel-exclusive, American Airlines, nonstop, Dec 21, 2026; 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.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, issued at the time shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and issuance times already shown here.

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 (Dec 21–22, 2026 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $80 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $82 total · 5★ Sofitel Chicago Magnificent Mile, $204 total
• Hotels in Chicago for these nights (Dec 21–23, 2026 · 2 nights · 2 adults, 1 room): 3★ Hotel Versey, $161 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $159 total · 5★ Sofitel Chicago Magnificent Mile, $410 total
• Hotels in Chicago for these nights (Dec 21–24, 2026 · 3 nights · 2 adults, 1 room): 3★ Hotel Versey, $260 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $236 total · 5★ Sofitel Chicago Magnificent Mile, $617 total
• Hotels in Chicago for these nights (Dec 21–25, 2026 · 4 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $360 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $318 total · 5★ Sofitel Chicago Magnificent Mile, $816 total
• Hotels in Chicago for these nights (Dec 21–26, 2026 · 5 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $480 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $403 total · 5★ Sofitel Chicago Magnificent Mile, $1,026 total
• Hotels in Chicago for these nights (Dec 21–27, 2026 · 6 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $596 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $487 total · 5★ Sofitel Chicago Magnificent Mile, $1,232 total
• Hotels in Chicago for these nights (Dec 21–28, 2026 · 7 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $690 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $569 total · 5★ Sofitel Chicago Magnificent Mile, $1,442 total
• Hotels in Chicago for these nights (Dec 21–29, 2026 · 8 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $782 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $651 total · 5★ Sofitel Chicago Magnificent Mile, $1,648 total
• Hotels in Chicago for these nights (Dec 21–30, 2026 · 9 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $876 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $733 total · 5★ Sofitel Chicago Magnificent Mile, $1,855 total
• Hotels in Chicago for these nights (Dec 21–31, 2026 · 10 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $998 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $835 total · 5★ Sofitel Chicago Magnificent Mile, $2,058 total
• Hotels in Chicago for these nights (Dec 21 – Jan 1, 2027 · 11 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,186 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $1,034 total · 5★ Sofitel Chicago Magnificent Mile, $2,508 total
• Hotels in Chicago for these nights (Dec 21 – Jan 2, 2027 · 12 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,320 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $1,138 total · 5★ Sofitel Chicago Magnificent Mile, $2,711 total
• Hotels in Chicago for these nights (Dec 21 – Jan 3, 2027 · 13 nights · 2 adults, 1 room): 3★ The Whitehall Hotel, BW Premier Collection, $1,427 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $1,296 total · 5★ Sofitel Chicago Magnificent Mile, $2,921 total
• Hotels in Chicago for these nights (Dec 21 – Jan 4, 2027 · 14 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,516 total · 4★ The Midland Hotel, Chicago, A Tribute Portfolio Hotel, $1,373 total · 5★ Sofitel Chicago Magnificent Mile, $3,151 total

All hotels in Chicago

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

2026-12-21 · one way · Axel-exclusive $181.25

• American Airlines AA2501: EWR 2026-12-21 06:33:00 → ORD 2026-12-21 08:41:00; nonstop; 188 minutes. Local airport times.

2026-12-21 · one way · Axel-exclusive $187.50

• United Airlines UA2788: EWR 2026-12-21 15:04:00 → ORD 2026-12-21 16:52:00; nonstop; 168 minutes. Local airport times.

2026-12-21 → 2026-12-22 · Axel-exclusive $343.76

• American Airlines AA2501: EWR 2026-12-21 06:33:00 → ORD 2026-12-21 08:41:00; nonstop; 188 minutes. Local airport times.
• American Airlines AA1664: ORD 2026-12-22 06:45:00 → EWR 2026-12-22 10:06:00; nonstop; 141 minutes. Local airport times.

2026-12-21 → 2026-12-22 · Axel-exclusive $356.26

• United Airlines UA2788: EWR 2026-12-21 15:04:00 → ORD 2026-12-21 16:52:00; nonstop; 168 minutes. Local airport times.
• United Airlines UA2223: ORD 2026-12-22 15:43:00 → EWR 2026-12-22 19:03:00; nonstop; 140 minutes. Local airport times.

2026-12-21 → 2026-12-23 · Axel-exclusive $343.76

• American Airlines AA2501: EWR 2026-12-21 06:33:00 → ORD 2026-12-21 08:41:00; nonstop; 188 minutes. Local airport times.
• American Airlines AA3170: ORD 2026-12-23 06:40:00 → EWR 2026-12-23 10:01:00; nonstop; 141 minutes. Local airport times.

2026-12-21 → 2026-12-23 · Axel-exclusive $356.26

• United Airlines UA2788: EWR 2026-12-21 15:04:00 → ORD 2026-12-21 16:52:00; nonstop; 168 minutes. Local airport times.
• United Airlines UA2295: ORD 2026-12-23 06:00:00 → EWR 2026-12-23 09:11:00; nonstop; 131 minutes. Local airport times.

2026-12-21 → 2026-12-24 · Axel-exclusive $343.76

• American Airlines AA2501: EWR 2026-12-21 06:33:00 → ORD 2026-12-21 08:41:00; nonstop; 188 minutes. Local airport times.
• American Airlines AA2032: ORD 2026-12-24 18:01:00 → EWR 2026-12-24 21:29:00; nonstop; 148 minutes. Local airport times.

2026-12-21 → 2026-12-24 · Axel-exclusive $356.26

• United Airlines UA2788: EWR 2026-12-21 15:04:00 → ORD 2026-12-21 16:52:00; nonstop; 168 minutes. Local airport times.
• United Airlines UA2295: ORD 2026-12-24 06:00:00 → EWR 2026-12-24 09:11:00; nonstop; 131 minutes. Local airport times.

2026-12-21 → 2026-12-25 · Axel-exclusive $343.76

• American Airlines AA2501: EWR 2026-12-21 06:33:00 → ORD 2026-12-21 08:41:00; nonstop; 188 minutes. Local airport times.
• American Airlines AA2945: ORD 2026-12-25 19:39:00 → EWR 2026-12-25 23:00:00; nonstop; 141 minutes. Local airport times.

2026-12-21 → 2026-12-25 · Axel-exclusive $356.26

• United Airlines UA2788: EWR 2026-12-21 15:04:00 → ORD 2026-12-21 16:52:00; nonstop; 168 minutes. Local airport times.
• United Airlines UA2759: ORD 2026-12-25 05:00:00 → EWR 2026-12-25 08:15:00; nonstop; 135 minutes. Local airport times.

2026-12-21 → 2026-12-27 · Axel-exclusive $343.76

• American Airlines AA2501: EWR 2026-12-21 06:33:00 → ORD 2026-12-21 08:41:00; nonstop; 188 minutes. Local airport times.
• American Airlines AA1664: ORD 2026-12-27 06:45:00 → EWR 2026-12-27 10:06:00; nonstop; 141 minutes. Local airport times.

2026-12-21 → 2026-12-27 · Axel-exclusive $356.26

• United Airlines UA2788: EWR 2026-12-21 15:04:00 → ORD 2026-12-21 16:52:00; nonstop; 168 minutes. Local airport times.
• United Airlines UA2295: ORD 2026-12-27 06:00:00 → EWR 2026-12-27 09:11:00; nonstop; 131 minutes. Local airport times.

2026-12-21 → 2026-12-28 · Axel-exclusive $336.88

• American Airlines AA2501: EWR 2026-12-21 06:33:00 → ORD 2026-12-21 08:41:00; nonstop; 188 minutes. Local airport times.
• American Airlines AA1664: ORD 2026-12-28 06:45:00 → EWR 2026-12-28 10:06:00; nonstop; 141 minutes. Local airport times.

2026-12-21 → 2026-12-28 · Axel-exclusive $349.13

• United Airlines UA2788: EWR 2026-12-21 15:04:00 → ORD 2026-12-21 16:52:00; nonstop; 168 minutes. Local airport times.
• United Airlines UA1695: ORD 2026-12-28 13:11:00 → EWR 2026-12-28 16:30:00; nonstop; 139 minutes. Local airport times.

2026-12-21 → 2026-12-29 · Axel-exclusive $336.88

• American Airlines AA2501: EWR 2026-12-21 06:33:00 → ORD 2026-12-21 08:41:00; nonstop; 188 minutes. Local airport times.
• American Airlines AA1664: ORD 2026-12-29 06:45:00 → EWR 2026-12-29 10:06:00; nonstop; 141 minutes. Local airport times.

2026-12-21 → 2026-12-29 · Axel-exclusive $349.13

• United Airlines UA2788: EWR 2026-12-21 15:04:00 → ORD 2026-12-21 16:52:00; nonstop; 168 minutes. Local airport times.
• United Airlines UA424: ORD 2026-12-29 20:30:00 → EWR 2026-12-29 23:50:00; nonstop; 140 minutes. Local airport times.

2026-12-21 → 2026-12-31 · Axel-exclusive $336.88

• American Airlines AA2501: EWR 2026-12-21 06:33:00 → ORD 2026-12-21 08:41:00; nonstop; 188 minutes. Local airport times.
• American Airlines AA2032: ORD 2026-12-31 18:01:00 → EWR 2026-12-31 21:29:00; nonstop; 148 minutes. Local airport times.

2026-12-21 → 2026-12-31 · Axel-exclusive $349.13

• United Airlines UA2788: EWR 2026-12-21 15:04:00 → ORD 2026-12-21 16:52:00; nonstop; 168 minutes. Local airport times.
• United Airlines UA2295: ORD 2026-12-31 06:00:00 → EWR 2026-12-31 09:11:00; nonstop; 131 minutes. Local airport times.

2026-12-21 → 2027-01-01 · Axel-exclusive $336.88

• American Airlines AA2501: EWR 2026-12-21 06:33:00 → ORD 2026-12-21 08:41:00; nonstop; 188 minutes. Local airport times.
• American Airlines AA2945: ORD 2027-01-01 19:39:00 → EWR 2027-01-01 23:00:00; nonstop; 141 minutes. Local airport times.

2026-12-21 → 2027-01-01 · Axel-exclusive $349.13

• United Airlines UA2788: EWR 2026-12-21 15:04:00 → ORD 2026-12-21 16:52:00; nonstop; 168 minutes. Local airport times.
• United Airlines UA1677: ORD 2027-01-01 16:36:00 → EWR 2027-01-01 19:56:00; nonstop; 140 minutes. Local airport times.

2026-12-21 → 2027-01-02 · Axel-exclusive $336.88

• American Airlines AA2501: EWR 2026-12-21 06:33:00 → ORD 2026-12-21 08:41:00; nonstop; 188 minutes. Local airport times.
• American Airlines AA1195: ORD 2027-01-02 20:33:00 → EWR 2027-01-02 23:59:00; nonstop; 146 minutes. Local airport times.

2026-12-21 → 2027-01-02 · Axel-exclusive $349.13

• United Airlines UA2788: EWR 2026-12-21 15:04:00 → ORD 2026-12-21 16:52:00; nonstop; 168 minutes. Local airport times.
• United Airlines UA424: ORD 2027-01-02 20:30:00 → EWR 2027-01-02 23:50:00; nonstop; 140 minutes. Local airport times.

2026-12-21 → 2027-01-04 · Axel-exclusive $309.38

• American Airlines AA2501: EWR 2026-12-21 06:33:00 → ORD 2026-12-21 08:41:00; nonstop; 188 minutes. Local airport times.
• American Airlines AA1936: ORD 2027-01-04 13:16:00 → EWR 2027-01-04 16:34:00; nonstop; 138 minutes. Local airport times.

2026-12-21 → 2027-01-04 · Axel-exclusive $320.63

• United Airlines UA2788: EWR 2026-12-21 15:04:00 → ORD 2026-12-21 16:52:00; nonstop; 168 minutes. Local airport times.
• United Airlines UA1695: ORD 2027-01-04 13:11:00 → EWR 2027-01-04 16:30:00; nonstop; 139 minutes. Local airport times.

Explore this route

• All dates for this route
• Dec 20, 2026 · Return options
• Dec 22, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Newark (EWR) to Chicago (ORD) · Dec 21, 2026 · choose your return date: 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.
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