New Haven (HVN) to Chicago (ORD), Mar 22, 2027: round trips from $209, one way from $109

New Haven (HVN) to Chicago (ORD), Mar 22, 2027: round trips from $209, one way from $109 on Axel, checked Nov 14, 2026. Lowest published fares: $209 round trip, Axel-exclusive, XP, nonstop, Mar 22–23, 2027; $109 one way, Axel-exclusive, XP, nonstop, Mar 22, 2027; 1 adult, economy, checked Nov 14, 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, labelled with the check date 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 check dates 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 nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Chicago for these nights (Mar 22–23, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $91 a night · 4★ Warwick Allerton - Chicago, $112 a night · 5★ Nobu Hotel Chicago, $378 a night
• Hotels in Chicago for these nights (Mar 22–24, 2027 · 2 nights · 2 adults, 1 room): 3★ Hotel Versey, $94 a night, $188 for 2 nights · 4★ Warwick Allerton - Chicago, $112 a night, $224 for 2 nights · 5★ Nobu Hotel Chicago, $399 a night, $797 for 2 nights
• Hotels in Chicago for these nights (Mar 22–25, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Versey, $101 a night, $304 for 3 nights · 4★ Warwick Allerton - Chicago, $112 a night, $336 for 3 nights · 5★ Nobu Hotel Chicago, $399 a night, $1,197 for 3 nights
• Hotels in Chicago for these nights (Mar 22–26, 2027 · 4 nights · 2 adults, 1 room): 3★ Hotel Versey, $111 a night, $443 for 4 nights · 4★ Warwick Allerton - Chicago, $112 a night, $448 for 4 nights · 5★ Nobu Hotel Chicago, $395 a night, $1,579 for 4 nights
• Hotels in Chicago for these nights (Mar 22–27, 2027 · 5 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $116 a night, $580 for 5 nights · 4★ Warwick Allerton - Chicago, $122 a night, $611 for 5 nights · 5★ Nobu Hotel Chicago, $394 a night, $1,969 for 5 nights
• Hotels in Chicago for these nights (Mar 22–28, 2027 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $117 a night, $700 for 6 nights · 4★ Warwick Allerton - Chicago, $125 a night, $747 for 6 nights · 5★ Nobu Hotel Chicago, $395 a night, $2,369 for 6 nights
• Hotels in Chicago for these nights (Mar 22–29, 2027 · 7 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $116 a night, $815 for 7 nights · 4★ Warwick Allerton - Chicago, $121 a night, $849 for 7 nights · 5★ Nobu Hotel Chicago, $388 a night, $2,718 for 7 nights
• Hotels in Chicago for these nights (Mar 22–30, 2027 · 8 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $116 a night, $930 for 8 nights · 4★ Warwick Allerton - Chicago, $121 a night, $966 for 8 nights · 5★ Nobu Hotel Chicago, $387 a night, $3,096 for 8 nights
• Hotels in Chicago for these nights (Mar 22–31, 2027 · 9 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $116 a night, $1,045 for 9 nights · 4★ Warwick Allerton - Chicago, $120 a night, $1,083 for 9 nights · 5★ Nobu Hotel Chicago, $387 a night, $3,487 for 9 nights
• Hotels in Chicago for these nights (Mar 22 – Apr 1, 2027 · 10 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $115 a night, $1,150 for 10 nights · 4★ Warwick Allerton - Chicago, $120 a night, $1,200 for 10 nights · 5★ Nobu Hotel Chicago, $388 a night, $3,878 for 10 nights
• Hotels in Chicago for these nights (Mar 22 – Apr 2, 2027 · 11 nights · 2 adults, 1 room): 3★ Hotel Versey, $123 a night, $1,356 for 11 nights · 4★ Warwick Allerton - Chicago, $121 a night, $1,327 for 11 nights · 5★ Nobu Hotel Chicago, $387 a night, $4,260 for 11 nights
• Hotels in Chicago for these nights (Mar 22 – Apr 3, 2027 · 12 nights · 2 adults, 1 room): 3★ Hotel Versey, $129 a night, $1,546 for 12 nights · 4★ Warwick Allerton - Chicago, $124 a night, $1,493 for 12 nights · 5★ Nobu Hotel Chicago, $389 a night, $4,670 for 12 nights
• Hotels in Chicago for these nights (Mar 22 – Apr 4, 2027 · 13 nights · 2 adults, 1 room): 3★ Hotel Versey, $134 a night, $1,736 for 13 nights · 4★ Warwick Allerton - Chicago, $128 a night, $1,666 for 13 nights · 5★ Nobu Hotel Chicago, $389 a night, $5,057 for 13 nights
• Hotels in Chicago for these nights (Mar 22 – Apr 5, 2027 · 14 nights · 2 adults, 1 room): 3★ Hotel Versey, $133 a night, $1,855 for 14 nights · 4★ Claridge House Chicago, Tapestry Collection by Hilton, $176 a night, $2,460 for 14 nights · 5★ Nobu Hotel Chicago, $387 a night, $5,422 for 14 nights

All hotels in Chicago

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

2027-03-22 · one way · Axel-exclusive $109

• XP XP421: HVN 2027-03-22 16:25:00 → ORD 2027-03-22 18:18:00; nonstop; 173 minutes. Local airport times.

2027-03-22 → 2027-03-23 · Axel-exclusive $209

• XP XP421: HVN 2027-03-22 16:25:00 → ORD 2027-03-22 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-03-23 19:07:00 → HVN 2027-03-23 22:30:00; nonstop; 143 minutes. Local airport times.

2027-03-22 → 2027-03-24 · Axel-exclusive $209

• XP XP421: HVN 2027-03-22 16:25:00 → ORD 2027-03-22 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-03-24 19:07:00 → HVN 2027-03-24 22:30:00; nonstop; 143 minutes. Local airport times.

2027-03-22 → 2027-03-25 · Axel-exclusive $225

• XP XP421: HVN 2027-03-22 16:25:00 → ORD 2027-03-22 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-03-25 19:07:00 → HVN 2027-03-25 22:30:00; nonstop; 143 minutes. Local airport times.

2027-03-22 → 2027-03-26 · Axel-exclusive $225

• XP XP421: HVN 2027-03-22 16:25:00 → ORD 2027-03-22 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-03-26 19:07:00 → HVN 2027-03-26 22:30:00; nonstop; 143 minutes. Local airport times.

2027-03-22 → 2027-03-28 · Axel-exclusive $259

• XP XP421: HVN 2027-03-22 16:25:00 → ORD 2027-03-22 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-03-28 19:07:00 → HVN 2027-03-28 22:30:00; nonstop; 143 minutes. Local airport times.

2027-03-22 → 2027-03-29 · Axel-exclusive $259

• XP XP421: HVN 2027-03-22 16:25:00 → ORD 2027-03-22 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-03-29 19:07:00 → HVN 2027-03-29 22:30:00; nonstop; 143 minutes. Local airport times.

2027-03-22 → 2027-03-30 · Axel-exclusive $239

• XP XP421: HVN 2027-03-22 16:25:00 → ORD 2027-03-22 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-03-30 19:07:00 → HVN 2027-03-30 22:30:00; nonstop; 143 minutes. Local airport times.

2027-03-22 → 2027-04-01 · Axel-exclusive $239

• XP XP421: HVN 2027-03-22 16:25:00 → ORD 2027-03-22 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-04-01 19:07:00 → HVN 2027-04-01 22:30:00; nonstop; 143 minutes. Local airport times.

2027-03-22 → 2027-04-02 · Axel-exclusive $239

• XP XP421: HVN 2027-03-22 16:25:00 → ORD 2027-03-22 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-04-02 19:07:00 → HVN 2027-04-02 22:30:00; nonstop; 143 minutes. Local airport times.

2027-03-22 → 2027-04-03 · Axel-exclusive $239

• XP XP421: HVN 2027-03-22 16:25:00 → ORD 2027-03-22 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-04-03 19:07:00 → HVN 2027-04-03 22:30:00; nonstop; 143 minutes. Local airport times.

2027-03-22 → 2027-04-05 · Axel-exclusive $239

• XP XP421: HVN 2027-03-22 16:25:00 → ORD 2027-03-22 18:18:00; nonstop; 173 minutes. Local airport times.
• XP XP422: ORD 2027-04-05 19:07:00 → HVN 2027-04-05 22:30:00; nonstop; 143 minutes. Local airport times.

Explore this route

• All dates for this route
• Mar 21, 2027 · Return options
• Mar 23, 2027 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: New Haven (HVN) to Chicago (ORD) · Mar 22, 2027 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date. 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 nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in each star tier for those dates.
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