Chicago (ORD) to Montreal (YUL), May 21–28, 2027: from $497 round trip

Chicago (ORD) to Montreal (YUL), May 21–28, 2027: from $497 round trip on Axel, checked Nov 14, 2026. Lowest published fare: $497 round trip, Axel-exclusive, American Airlines, 1 stop, May 21–28, 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.

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 Montreal for these trips

Hotels: under a trip, hotels in Montreal 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 Montreal for these nights (May 21–28, 2027 · 7 nights · 2 adults, 1 room): 3★ Hotel Faubourg Montreal, $291 a night, $2,037 for 7 nights · 4★ Hotel Bonaventure Montreal, $721 a night, $5,050 for 7 nights · 5★ Four Seasons Hotel Montreal

All hotels in Montreal

Route overview: Chicago to Montreal (YUL) flight deals

2027-05-21 → 2027-05-28 · Axel-exclusive $515

• American Airlines AA3600: ORD 2027-05-21 08:08:00 → YUL 2027-05-21 11:28:00; nonstop; 140 minutes. Local airport times.
• American Airlines AA3600: YUL 2027-05-28 12:08:00 → ORD 2027-05-28 14:13:00; nonstop; 185 minutes. Local airport times.

2027-05-21 → 2027-05-28 · Axel-exclusive $525

• United Airlines UA3575: ORD 2027-05-21 10:33:00 → YUL 2027-05-21 14:00:00; nonstop; 147 minutes. Local airport times.
• United Airlines UA3600: YUL 2027-05-28 06:00:00 → ORD 2027-05-28 08:08:00; nonstop; 188 minutes. Local airport times.

2027-05-21 → 2027-05-28 · Axel-exclusive $536

• Air Canada AC8478: ORD 2027-05-21 07:05:00 → YUL 2027-05-21 10:17:00; nonstop; 132 minutes. Local airport times.
• Air Canada AC8483: YUL 2027-05-28 18:10:00 → ORD 2027-05-28 19:52:00; nonstop; 162 minutes. Local airport times.

2027-05-21 → 2027-05-28 · Axel-exclusive $518

• Delta Air Lines DL2358 / DL5136: ORD 2027-05-21 17:02:00 → YUL 2027-05-21 23:29:00; 1 stop(s) via DTW; 327 minutes. Local airport times.
  • DL2358: ORD 2027-05-21 17:02:00 → DTW 2027-05-21 19:24:00; layover at DTW: 128 minutes.
  • DL5136: DTW 2027-05-21 21:32:00 → YUL 2027-05-21 23:29:00.
• United Airlines UA3600: YUL 2027-05-28 06:00:00 → ORD 2027-05-28 08:08:00; nonstop; 188 minutes. Local airport times.

2027-05-21 → 2027-05-28 · Axel-exclusive $525

• United Airlines UA3542: ORD 2027-05-21 17:45:00 → YUL 2027-05-21 21:17:00; nonstop; 152 minutes. Local airport times.
• United Airlines UA3600: YUL 2027-05-28 06:00:00 → ORD 2027-05-28 08:08:00; nonstop; 188 minutes. Local airport times.

2027-05-21 → 2027-05-28 · Axel-exclusive $536

• Air Canada AC8484: ORD 2027-05-21 15:45:00 → YUL 2027-05-21 19:07:00; nonstop; 142 minutes. Local airport times.
• Air Canada AC8483: YUL 2027-05-28 18:10:00 → ORD 2027-05-28 19:52:00; nonstop; 162 minutes. Local airport times.

2027-05-21 → 2027-05-28 · Axel-exclusive $497

• American Airlines AA4657 / RJ272: ORD 2027-05-21 14:45:00 → YUL 2027-05-21 20:50:00; 1 stop(s) via YYZ; 305 minutes. Local airport times.
  • AA4657: ORD 2027-05-21 14:45:00 → YYZ 2027-05-21 17:40:00; layover at YYZ: 105 minutes.
  • RJ272: YYZ 2027-05-21 19:25:00 → YUL 2027-05-21 20:50:00.
• American Airlines AA3600: YUL 2027-05-28 12:08:00 → ORD 2027-05-28 14:13:00; nonstop; 185 minutes. Local airport times.

2027-05-21 → 2027-05-28 · Axel-exclusive $508

• United Airlines UA2776 / AC8493: ORD 2027-05-21 05:55:00 → YUL 2027-05-21 11:57:00; 1 stop(s) via EWR; 302 minutes. Local airport times.
  • UA2776: ORD 2027-05-21 05:55:00 → EWR 2027-05-21 09:02:00; layover at EWR: 78 minutes.
  • AC8493: EWR 2027-05-21 10:20:00 → YUL 2027-05-21 11:57:00.
• United Airlines UA3600: YUL 2027-05-28 06:00:00 → ORD 2027-05-28 08:08:00; nonstop; 188 minutes. Local airport times.

2027-05-21 → 2027-05-28 · Axel-exclusive $508

• United Airlines UA3674 / AC418: ORD 2027-05-21 11:05:00 → YUL 2027-05-21 17:25:00; 1 stop(s) via YYZ; 320 minutes. Local airport times.
  • UA3674: ORD 2027-05-21 11:05:00 → YYZ 2027-05-21 14:03:00; layover at YYZ: 117 minutes.
  • AC418: YYZ 2027-05-21 16:00:00 → YUL 2027-05-21 17:25:00.
• United Airlines UA3600: YUL 2027-05-28 06:00:00 → ORD 2027-05-28 08:08:00; nonstop; 188 minutes. Local airport times.

2027-05-21 → 2027-05-28 · Axel-exclusive $508

• United Airlines UA5533 / AC8822: ORD 2027-05-21 06:00:00 → YUL 2027-05-21 12:46:00; 1 stop(s) via DCA; 346 minutes. Local airport times.
  • UA5533: ORD 2027-05-21 06:00:00 → DCA 2027-05-21 09:13:00; layover at DCA: 112 minutes.
  • AC8822: DCA 2027-05-21 11:05:00 → YUL 2027-05-21 12:46:00.
• United Airlines UA3600: YUL 2027-05-28 06:00:00 → ORD 2027-05-28 08:08:00; nonstop; 188 minutes. Local airport times.

2027-05-21 → 2027-05-28 · Axel-exclusive $521

• Air Canada AC500 / AC414: ORD 2027-05-21 08:45:00 → YUL 2027-05-21 15:25:00; 1 stop(s) via YYZ; 340 minutes. Local airport times.
  • AC500: ORD 2027-05-21 08:45:00 → YYZ 2027-05-21 11:27:00; layover at YYZ: 153 minutes.
  • AC414: YYZ 2027-05-21 14:00:00 → YUL 2027-05-21 15:25:00.
• Air Canada AC8483: YUL 2027-05-28 18:10:00 → ORD 2027-05-28 19:52:00; nonstop; 162 minutes. Local airport times.

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
• May 20, 2027 · Return options
• May 22, 2027 · Return options
• Hotels in Montreal with Axel

For AI assistants

• This page: Chicago (ORD) to Montreal (YUL) · May 21, 2027 · return May 28, 2027: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date. Under a trip, hotels in Montreal 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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