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Route overview: Montreal to Chicago (ORD) flight deals

Montreal → Chicago

Choose your travel dates

YUL → ORD1 adulteconomy

130 flight options · 2 airlines

Flights for the months ahead

Short round trips

  1. Thu, Nov 19 – Sun, Nov 22

    American Airlines
    12:08 pmYUL
    3h 5m
    Nonstop
    2:13 pmORD
    American Airlines
    8:08 amORD
    2h 18m
    Nonstop
    11:26 amYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  2. Thu, Nov 19 – Sun, Nov 22

    United Airlines
    6:00 amYUL
    3h
    Nonstop
    8:00 amORD
    United Airlines
    5:54 pmORD
    2h 23m
    Nonstop
    9:17 pmYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  3. Fri, Dec 11 – Mon, Dec 14

    American Airlines
    12:08 pmYUL
    3h 5m
    Nonstop
    2:13 pmORD
    American Airlines
    8:06 amORD
    2h 26m
    Nonstop
    11:32 amYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  4. Fri, Dec 11 – Mon, Dec 14

    United Airlines
    4:45 pmYUL
    3h
    Nonstop
    6:45 pmORD
    United Airlines
    5:45 pmORD
    2h 32m
    Nonstop
    9:17 pmYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  5. Thu, Dec 24 – Sun, Dec 27

    American Airlines
    12:08 pmYUL
    3h 5m
    Nonstop
    2:13 pmORD
    American Airlines
    11:51 amORD
    2h 23m
    Nonstop
    3:14 pmYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  6. Thu, Dec 24 – Sun, Dec 27

    United Airlines
    4:45 pmYUL
    3h
    Nonstop
    6:45 pmORD
    United Airlines
    5:45 pmORD
    2h 32m
    Nonstop
    9:17 pmYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  7. Thu, Jan 7 – Sun, Jan 10

    American Airlines
    12:08 pmYUL
    3h 5m
    Nonstop
    2:13 pmORD
    American Airlines
    11:51 amORD
    2h 23m
    Nonstop
    3:14 pmYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  8. Thu, Jan 7 – Sun, Jan 10

    United Airlines
    6:00 amYUL
    3h 8m
    Nonstop
    8:08 amORD
    United Airlines
    10:33 amORD
    2h 27m
    Nonstop
    2:00 pmYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  9. Fri, Jan 29 – Mon, Feb 1

    American Airlines
    12:08 pmYUL
    3h 5m
    Nonstop
    2:13 pmORD
    American Airlines
    8:04 amORD
    2h 26m
    Nonstop
    11:30 amYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  10. Fri, Jan 29 – Mon, Feb 1

    Royal Jordanian
    3:25 pmYUL
    5h 29m
    YYZ · 1h 29m
    7:54 pmORD
    American Airlines
    8:04 amORD
    2h 26m
    Nonstop
    11:30 amYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  11. Fri, May 14 – Mon, May 17

    American Airlines
    12:08 pmYUL
    3h 5m
    Nonstop
    2:13 pmORD
    American Airlines
    8:04 amORD
    2h 26m
    Nonstop
    11:30 amYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  12. Fri, May 14 – Mon, May 17

    United Airlines
    6:00 amYUL
    3h 8m
    Nonstop
    8:08 amORD
    United Airlines
    10:33 amORD
    2h 27m
    Nonstop
    2:00 pmYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

Swipe to see 11 more recent deals.

1 of 12

Longer round trips

  1. Sat, Nov 28 – Sat, Dec 5

    American Airlines
    4:00 pmYUL
    3h 5m
    Nonstop
    6:05 pmORD
    American Airlines
    8:08 amORD
    2h 20m
    Nonstop
    11:28 amYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  2. Sat, Nov 28 – Sat, Dec 5

    United Airlines
    6:00 amYUL
    3h
    Nonstop
    8:00 amORD
    United Airlines
    10:37 amORD
    2h 23m
    Nonstop
    2:00 pmYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  3. Sat, Jan 16 – Sat, Jan 23

    American Airlines
    4:00 pmYUL
    3h 5m
    Nonstop
    6:05 pmORD
    American Airlines
    8:08 amORD
    2h 20m
    Nonstop
    11:28 amYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  4. Sat, Jan 16 – Sat, Jan 23

    Air Canada
    6:10 pmYUL
    2h 42m
    Nonstop
    7:52 pmORD
    Air Canada
    3:45 pmORD
    2h 22m
    Nonstop
    7:07 pmYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  5. Sat, Feb 20 – Sat, Feb 27

    American Airlines
    4:00 pmYUL
    3h 5m
    Nonstop
    6:05 pmORD
    American Airlines
    8:08 amORD
    2h 20m
    Nonstop
    11:28 amYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  6. Sat, Feb 20 – Sat, Feb 27

    United Airlines
    6:00 amYUL
    3h 8m
    Nonstop
    8:08 amORD
    United Airlines
    10:33 amORD
    2h 27m
    Nonstop
    2:00 pmYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  7. Sat, Jul 10 – Sat, Jul 17

    American Airlines
    4:00 pmYUL
    3h 5m
    Nonstop
    6:05 pmORD
    American Airlines
    8:08 amORD
    2h 20m
    Nonstop
    11:28 amYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  8. Sat, Jul 10 – Sat, Jul 17

    United Airlines
    6:00 amYUL
    3h 8m
    Nonstop
    8:08 amORD
    United Airlines
    10:33 amORD
    2h 27m
    Nonstop
    2:00 pmYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  9. Sat, Sep 25 – Sat, Oct 2

    American Airlines
    4:00 pmYUL
    3h 5m
    Nonstop
    6:05 pmORD
    American Airlines
    8:08 amORD
    2h 20m
    Nonstop
    11:28 amYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  10. Sat, Sep 25 – Sat, Oct 2

    United Airlines
    6:00 amYUL
    3h 8m
    Nonstop
    8:08 amORD
    United Airlines
    10:33 amORD
    2h 27m
    Nonstop
    2:00 pmYUL

    Round-trip total · 1 adult · Taxes included

    Availability is checked when you select these flights.

Swipe to see 9 more recent deals.

1 of 10

One-way flights

  1. Tue, Nov 24 · One way

    American Airlines
    12:10 pmYUL
    3h 5m
    Nonstop
    2:15 pmORD

    One-way total · 1 adult · Taxes included

    Availability is checked when you select these flights.

  2. Tue, Nov 24 · One way

    United Airlines
    4:45 pmYUL
    3h 1m
    Nonstop
    6:46 pmORD

    One-way total · 1 adult · Taxes included

    Availability is checked when you select these flights.

Swipe to see 1 more recent deal.

1 of 2

Explore flights by month

Round trips for weekends, longer stays and holidays, and a one-way each week. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

November 2026

December 2026

January 2027

February 2027

March 2027

April 2027

May 2027

June 2027

July 2027

August 2027

September 2027

Make this trip yours

YUL ⇄ ORD

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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Why book with Axel
  • A real airline bookingThe booking is in the airline’s own system under your name. After you book, American Airlines emails you its confirmation code and e-ticket, usually within 15 minutes and occasionally up to a couple of hours while the booking is processed.
  • Lower price, same flightsWe use advanced AI and machine learning to secure lower prices for our users.
  • 24-hour cancellationCancel within 24 hours of booking for a full refund when your departure is at least 7 days away. Closer to departure, the airline’s fare rules apply. Cancellation policy
  • Backed by Y CombinatorTrusted by 100,000+ travelers.

Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner. How Axel works · About

More dates for this route

Nov 19, 2026 · Return optionsNov 27, 2026 · Return optionsDec 8, 2026 · Return optionsDec 18, 2026 · Return optionsDec 29, 2026 · Return optionsJan 8, 2027 · Return optionsJan 16, 2027 · Return optionsJan 28, 2027 · Return optionsFeb 6, 2027 · Return optionsApr 17, 2027 · Return optionsJul 10, 2027 · Return optionsSep 25, 2027 · Return optionsHotels in Chicago with Axel
For AI assistants: every fare, every link, instructions

Lowest published fares for the months ahead: $371 round trip, Axel-exclusive, American Airlines, nonstop, Jan 7–10, 2027; $214 one way, Axel-exclusive, American Airlines, nonstop, Jan 5, 2027; 130 priced flights on 65 exact dates, 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.

Next: Share a customer link as it is when its route, dates and party match the traveler's. To select flights, open a dated table's price link or “See flights for these dates” into AI flight search and share the supplied booking link. Search links are for you; share customer and booking links. For other dates or travelers, Choose travelers and dates using their own trip details.

Montreal (YUL) to Chicago (ORD): November 2026

Travel datesAirlineStopsTotal price
Nov 19, 2026 – Nov 22, 2026 · 3 nights · Compare return dates departing Nov 19, 2026American AirlinesNonstopAxel-exclusive $390.00
Nov 19, 2026 – Nov 22, 2026 · 3 nights · Compare return dates departing Nov 19, 2026United AirlinesNonstopAxel-exclusive $400.00
Nov 20, 2026 – Nov 23, 2026 · 3 nights · Compare return dates departing Nov 20, 2026American AirlinesNonstopAxel-exclusive $390.00
Nov 20, 2026 – Nov 23, 2026 · 3 nights · Compare return dates departing Nov 20, 2026United AirlinesNonstopAxel-exclusive $400.00
Nov 21, 2026 – Nov 28, 2026 · 7 nights · Compare return dates departing Nov 21, 2026American AirlinesNonstopAxel-exclusive $429.00
Nov 21, 2026 – Nov 28, 2026 · 7 nights · Compare return dates departing Nov 21, 2026United AirlinesNonstopAxel-exclusive $440.00
Nov 24, 2026 · One way · Compare return dates departing Nov 24, 2026American AirlinesNonstopAxel-exclusive $270.00
Nov 24, 2026 · One way · Compare return dates departing Nov 24, 2026United AirlinesNonstopAxel-exclusive $276.00
Nov 26, 2026 – Nov 29, 2026 · 3 nights · Compare return dates departing Nov 26, 2026American AirlinesNonstopAxel-exclusive $468.00
Nov 26, 2026 – Nov 29, 2026 · 3 nights · Compare return dates departing Nov 26, 2026United AirlinesNonstopAxel-exclusive $480.00
Nov 27, 2026 – Nov 30, 2026 · 3 nights · Compare return dates departing Nov 27, 2026American AirlinesNonstopAxel-exclusive $468.00
Nov 27, 2026 – Nov 30, 2026 · 3 nights · Compare return dates departing Nov 27, 2026United AirlinesNonstopAxel-exclusive $480.00
Nov 28, 2026 – Dec 5, 2026 · 7 nights · Compare return dates departing Nov 28, 2026American AirlinesNonstopAxel-exclusive $429.00
Nov 28, 2026 – Dec 5, 2026 · 7 nights · Compare return dates departing Nov 28, 2026United AirlinesNonstopAxel-exclusive $440.00

Montreal (YUL) to Chicago (ORD): December 2026

Travel datesAirlineStopsTotal price
Dec 1, 2026 · One way · Compare return dates departing Dec 1, 2026American AirlinesNonstopAxel-exclusive $225.00
Dec 1, 2026 · One way · Compare return dates departing Dec 1, 2026United AirlinesNonstopAxel-exclusive $230.00
Dec 3, 2026 – Dec 6, 2026 · 3 nights · Compare return dates departing Dec 3, 2026American AirlinesNonstopAxel-exclusive $390.00
Dec 3, 2026 – Dec 6, 2026 · 3 nights · Compare return dates departing Dec 3, 2026United AirlinesNonstopAxel-exclusive $400.00
Dec 4, 2026 – Dec 7, 2026 · 3 nights · Compare return dates departing Dec 4, 2026American AirlinesNonstopAxel-exclusive $390.00
Dec 4, 2026 – Dec 7, 2026 · 3 nights · Compare return dates departing Dec 4, 2026United AirlinesNonstopAxel-exclusive $400.00
Dec 5, 2026 – Dec 12, 2026 · 7 nights · Compare return dates departing Dec 5, 2026American AirlinesNonstopAxel-exclusive $390.00
Dec 5, 2026 – Dec 12, 2026 · 7 nights · Compare return dates departing Dec 5, 2026United AirlinesNonstopAxel-exclusive $400.00
Dec 8, 2026 · One way · Compare return dates departing Dec 8, 2026American AirlinesNonstopAxel-exclusive $225.00
Dec 8, 2026 · One way · Compare return dates departing Dec 8, 2026United AirlinesNonstopAxel-exclusive $230.00
Dec 10, 2026 – Dec 13, 2026 · 3 nights · Compare return dates departing Dec 10, 2026American AirlinesNonstopAxel-exclusive $390.00
Dec 10, 2026 – Dec 13, 2026 · 3 nights · Compare return dates departing Dec 10, 2026United AirlinesNonstopAxel-exclusive $400.00
Dec 11, 2026 – Dec 14, 2026 · 3 nights · Compare return dates departing Dec 11, 2026American AirlinesNonstopAxel-exclusive $390.00
Dec 11, 2026 – Dec 14, 2026 · 3 nights · Compare return dates departing Dec 11, 2026United AirlinesNonstopAxel-exclusive $400.00
Dec 12, 2026 – Dec 19, 2026 · 7 nights · Compare return dates departing Dec 12, 2026American AirlinesNonstopAxel-exclusive $458.25
Dec 12, 2026 – Dec 19, 2026 · 7 nights · Compare return dates departing Dec 12, 2026United AirlinesNonstopAxel-exclusive $470.00
Dec 15, 2026 · One way · Compare return dates departing Dec 15, 2026American AirlinesNonstopAxel-exclusive $225.00
Dec 15, 2026 · One way · Compare return dates departing Dec 15, 2026United AirlinesNonstopAxel-exclusive $230.00
Dec 17, 2026 – Dec 20, 2026 · 3 nights · Compare return dates departing Dec 17, 2026American AirlinesNonstopAxel-exclusive $458.25
Dec 17, 2026 – Dec 20, 2026 · 3 nights · Compare return dates departing Dec 17, 2026United AirlinesNonstopAxel-exclusive $470.00
Dec 18, 2026 – Dec 21, 2026 · 3 nights · Compare return dates departing Dec 18, 2026American AirlinesNonstopAxel-exclusive $458.25
Dec 18, 2026 – Dec 21, 2026 · 3 nights · Compare return dates departing Dec 18, 2026United AirlinesNonstopAxel-exclusive $470.00
Dec 19, 2026 – Dec 26, 2026 · 7 nights · Compare return dates departing Dec 19, 2026American AirlinesNonstopAxel-exclusive $526.50
Dec 19, 2026 – Dec 26, 2026 · 7 nights · Compare return dates departing Dec 19, 2026United AirlinesNonstopAxel-exclusive $540.00
Dec 22, 2026 · One way · Compare return dates departing Dec 22, 2026American AirlinesNonstopAxel-exclusive $303.75
Dec 22, 2026 · One way · Compare return dates departing Dec 22, 2026United AirlinesNonstopAxel-exclusive $310.50
Dec 24, 2026 – Dec 27, 2026 · 3 nights · Compare return dates departing Dec 24, 2026American AirlinesNonstopAxel-exclusive $526.50
Dec 24, 2026 – Dec 27, 2026 · 3 nights · Compare return dates departing Dec 24, 2026United AirlinesNonstopAxel-exclusive $540.00
Dec 25, 2026 – Dec 28, 2026 · 3 nights · Compare return dates departing Dec 25, 2026American AirlinesNonstopAxel-exclusive $526.50
Dec 25, 2026 – Dec 28, 2026 · 3 nights · Compare return dates departing Dec 25, 2026United AirlinesNonstopAxel-exclusive $540.00
Dec 26, 2026 – Jan 2, 2027 · 7 nights · Compare return dates departing Dec 26, 2026American AirlinesNonstopAxel-exclusive $512.85
Dec 26, 2026 – Jan 2, 2027 · 7 nights · Compare return dates departing Dec 26, 2026United AirlinesNonstopAxel-exclusive $526.00
Dec 29, 2026 · One way · Compare return dates departing Dec 29, 2026American AirlinesNonstopAxel-exclusive $303.75
Dec 29, 2026 · One way · Compare return dates departing Dec 29, 2026United AirlinesNonstopAxel-exclusive $310.50
Dec 31, 2026 – Jan 3, 2027 · 3 nights · Compare return dates departing Dec 31, 2026American AirlinesNonstopAxel-exclusive $512.85
Dec 31, 2026 – Jan 3, 2027 · 3 nights · Compare return dates departing Dec 31, 2026United AirlinesNonstopAxel-exclusive $526.00

Montreal (YUL) to Chicago (ORD): January 2027

Travel datesAirlineStopsTotal price
Jan 1, 2027 – Jan 4, 2027 · 3 nights · Compare return dates departing Jan 1, 2027American AirlinesNonstopAxel-exclusive $434.85
Jan 1, 2027 – Jan 4, 2027 · 3 nights · Compare return dates departing Jan 1, 2027United AirlinesNonstopAxel-exclusive $446.00
Jan 2, 2027 – Jan 9, 2027 · 7 nights · Compare return dates departing Jan 2, 2027American AirlinesNonstopAxel-exclusive $434.85
Jan 2, 2027 – Jan 9, 2027 · 7 nights · Compare return dates departing Jan 2, 2027United AirlinesNonstopAxel-exclusive $446.00
Jan 5, 2027 · One way · Compare return dates departing Jan 5, 2027American AirlinesNonstopAxel-exclusive $213.75
Jan 5, 2027 · One way · Compare return dates departing Jan 5, 2027United AirlinesNonstopAxel-exclusive $218.50
Jan 7, 2027 – Jan 10, 2027 · 3 nights · Compare return dates departing Jan 7, 2027American AirlinesNonstopAxel-exclusive $370.50
Jan 7, 2027 – Jan 10, 2027 · 3 nights · Compare return dates departing Jan 7, 2027United AirlinesNonstopAxel-exclusive $380.00
Jan 8, 2027 – Jan 11, 2027 · 3 nights · Compare return dates departing Jan 8, 2027American AirlinesNonstopAxel-exclusive $370.50
Jan 8, 2027 – Jan 11, 2027 · 3 nights · Compare return dates departing Jan 8, 2027United AirlinesNonstopAxel-exclusive $380.00
Jan 9, 2027 – Jan 16, 2027 · 7 nights · Compare return dates departing Jan 9, 2027American AirlinesNonstopAxel-exclusive $370.50
Jan 9, 2027 – Jan 16, 2027 · 7 nights · Compare return dates departing Jan 9, 2027United AirlinesNonstopAxel-exclusive $380.00
Jan 12, 2027 · One way · Compare return dates departing Jan 12, 2027American AirlinesNonstopAxel-exclusive $213.75
Jan 12, 2027 · One way · Compare return dates departing Jan 12, 2027United AirlinesNonstopAxel-exclusive $218.50
Jan 14, 2027 – Jan 17, 2027 · 3 nights · Compare return dates departing Jan 14, 2027American AirlinesNonstopAxel-exclusive $370.50
Jan 14, 2027 – Jan 17, 2027 · 3 nights · Compare return dates departing Jan 14, 2027United AirlinesNonstopAxel-exclusive $380.00
Jan 15, 2027 – Jan 18, 2027 · 3 nights · Compare return dates departing Jan 15, 2027American AirlinesNonstopAxel-exclusive $370.50
Jan 15, 2027 – Jan 18, 2027 · 3 nights · Compare return dates departing Jan 15, 2027United AirlinesNonstopAxel-exclusive $380.00
Jan 16, 2027 – Jan 23, 2027 · 7 nights · Compare return dates departing Jan 16, 2027American AirlinesNonstopAxel-exclusive $370.50
Jan 16, 2027 – Jan 23, 2027 · 7 nights · Compare return dates departing Jan 16, 2027United AirlinesNonstopAxel-exclusive $380.00
Jan 19, 2027 · One way · Compare return dates departing Jan 19, 2027American AirlinesNonstopAxel-exclusive $213.75
Jan 19, 2027 · One way · Compare return dates departing Jan 19, 2027United AirlinesNonstopAxel-exclusive $218.50
Jan 21, 2027 – Jan 24, 2027 · 3 nights · Compare return dates departing Jan 21, 2027American AirlinesNonstopAxel-exclusive $370.50
Jan 21, 2027 – Jan 24, 2027 · 3 nights · Compare return dates departing Jan 21, 2027United AirlinesNonstopAxel-exclusive $380.00
Jan 22, 2027 – Jan 25, 2027 · 3 nights · Compare return dates departing Jan 22, 2027American AirlinesNonstopAxel-exclusive $370.50
Jan 22, 2027 – Jan 25, 2027 · 3 nights · Compare return dates departing Jan 22, 2027United AirlinesNonstopAxel-exclusive $380.00
Jan 23, 2027 – Jan 30, 2027 · 7 nights · Compare return dates departing Jan 23, 2027American AirlinesNonstopAxel-exclusive $370.50
Jan 23, 2027 – Jan 30, 2027 · 7 nights · Compare return dates departing Jan 23, 2027United AirlinesNonstopAxel-exclusive $380.00
Jan 26, 2027 · One way · Compare return dates departing Jan 26, 2027American AirlinesNonstopAxel-exclusive $213.75
Jan 26, 2027 · One way · Compare return dates departing Jan 26, 2027United AirlinesNonstopAxel-exclusive $218.50
Jan 28, 2027 – Jan 31, 2027 · 3 nights · Compare return dates departing Jan 28, 2027American AirlinesNonstopAxel-exclusive $370.50
Jan 28, 2027 – Jan 31, 2027 · 3 nights · Compare return dates departing Jan 28, 2027United AirlinesNonstopAxel-exclusive $380.00
Jan 29, 2027 – Feb 1, 2027 · 3 nights · Compare return dates departing Jan 29, 2027American AirlinesNonstopAxel-exclusive $374.40
Jan 29, 2027 – Feb 1, 2027 · 3 nights · Compare return dates departing Jan 29, 2027United AirlinesNonstopAxel-exclusive $384.00
Jan 30, 2027 – Feb 6, 2027 · 7 nights · Compare return dates departing Jan 30, 2027American AirlinesNonstopAxel-exclusive $374.40
Jan 30, 2027 – Feb 6, 2027 · 7 nights · Compare return dates departing Jan 30, 2027United AirlinesNonstopAxel-exclusive $384.00

Montreal (YUL) to Chicago (ORD): February 2027

Travel datesAirlineStopsTotal price
Feb 2, 2027 · One way · Compare return dates departing Feb 2, 2027American AirlinesNonstopAxel-exclusive $218.25
Feb 2, 2027 · One way · Compare return dates departing Feb 2, 2027United AirlinesNonstopAxel-exclusive $223.10
Feb 4, 2027 – Feb 7, 2027 · 3 nights · Compare return dates departing Feb 4, 2027American AirlinesNonstopAxel-exclusive $378.30
Feb 4, 2027 – Feb 7, 2027 · 3 nights · Compare return dates departing Feb 4, 2027United AirlinesNonstopAxel-exclusive $388.00
Feb 5, 2027 – Feb 8, 2027 · 3 nights · Compare return dates departing Feb 5, 2027American AirlinesNonstopAxel-exclusive $378.30
Feb 5, 2027 – Feb 8, 2027 · 3 nights · Compare return dates departing Feb 5, 2027United AirlinesNonstopAxel-exclusive $388.00
Feb 6, 2027 – Feb 13, 2027 · 7 nights · Compare return dates departing Feb 6, 2027American AirlinesNonstopAxel-exclusive $378.30
Feb 6, 2027 – Feb 13, 2027 · 7 nights · Compare return dates departing Feb 6, 2027United AirlinesNonstopAxel-exclusive $388.00
Feb 19, 2027 – Feb 22, 2027 · 3 nights · Compare return dates departing Feb 19, 2027American AirlinesNonstopAxel-exclusive $378.30
Feb 19, 2027 – Feb 22, 2027 · 3 nights · Compare return dates departing Feb 19, 2027United AirlinesNonstopAxel-exclusive $388.00
Feb 20, 2027 – Feb 27, 2027 · 7 nights · Compare return dates departing Feb 20, 2027American AirlinesNonstopAxel-exclusive $405.60
Feb 20, 2027 – Feb 27, 2027 · 7 nights · Compare return dates departing Feb 20, 2027United AirlinesNonstopAxel-exclusive $416.00

Montreal (YUL) to Chicago (ORD): March 2027

Travel datesAirlineStopsTotal price
Mar 19, 2027 – Mar 22, 2027 · 3 nights · Compare return dates departing Mar 19, 2027American AirlinesNonstopAxel-exclusive $390.00
Mar 19, 2027 – Mar 22, 2027 · 3 nights · Compare return dates departing Mar 19, 2027United AirlinesNonstopAxel-exclusive $400.00
Mar 20, 2027 – Mar 27, 2027 · 7 nights · Compare return dates departing Mar 20, 2027American AirlinesNonstopAxel-exclusive $419.25
Mar 20, 2027 – Mar 27, 2027 · 7 nights · Compare return dates departing Mar 20, 2027United AirlinesNonstopAxel-exclusive $430.00

Montreal (YUL) to Chicago (ORD): April 2027

Travel datesAirlineStopsTotal price
Apr 16, 2027 – Apr 19, 2027 · 3 nights · Compare return dates departing Apr 16, 2027American AirlinesNonstopAxel-exclusive $460.00
Apr 16, 2027 – Apr 19, 2027 · 3 nights · Compare return dates departing Apr 16, 2027United AirlinesNonstopAxel-exclusive $470.00
Apr 17, 2027 – Apr 24, 2027 · 7 nights · Compare return dates departing Apr 17, 2027American AirlinesNonstopAxel-exclusive $460.00
Apr 17, 2027 – Apr 24, 2027 · 7 nights · Compare return dates departing Apr 17, 2027United AirlinesNonstopAxel-exclusive $470.00

Montreal (YUL) to Chicago (ORD): May 2027

Travel datesAirlineStopsTotal price
May 14, 2027 – May 17, 2027 · 3 nights · Compare return dates departing May 14, 2027American AirlinesNonstopAxel-exclusive $460.00
May 14, 2027 – May 17, 2027 · 3 nights · Compare return dates departing May 14, 2027United AirlinesNonstopAxel-exclusive $470.00
May 15, 2027 – May 22, 2027 · 7 nights · Compare return dates departing May 15, 2027American AirlinesNonstopAxel-exclusive $460.00
May 15, 2027 – May 22, 2027 · 7 nights · Compare return dates departing May 15, 2027United AirlinesNonstopAxel-exclusive $470.00

Montreal (YUL) to Chicago (ORD): June 2027

Travel datesAirlineStopsTotal price
Jun 11, 2027 – Jun 14, 2027 · 3 nights · Compare return dates departing Jun 11, 2027American AirlinesNonstopAxel-exclusive $460.00
Jun 11, 2027 – Jun 14, 2027 · 3 nights · Compare return dates departing Jun 11, 2027United AirlinesNonstopAxel-exclusive $470.00
Jun 12, 2027 – Jun 19, 2027 · 7 nights · Compare return dates departing Jun 12, 2027American AirlinesNonstopAxel-exclusive $460.00
Jun 12, 2027 – Jun 19, 2027 · 7 nights · Compare return dates departing Jun 12, 2027United AirlinesNonstopAxel-exclusive $470.00

Montreal (YUL) to Chicago (ORD): July 2027

Travel datesAirlineStopsTotal price
Jul 9, 2027 – Jul 12, 2027 · 3 nights · Compare return dates departing Jul 9, 2027American AirlinesNonstopAxel-exclusive $473.80
Jul 9, 2027 – Jul 12, 2027 · 3 nights · Compare return dates departing Jul 9, 2027United AirlinesNonstopAxel-exclusive $484.10
Jul 10, 2027 – Jul 17, 2027 · 7 nights · Compare return dates departing Jul 10, 2027American AirlinesNonstopAxel-exclusive $473.80
Jul 10, 2027 – Jul 17, 2027 · 7 nights · Compare return dates departing Jul 10, 2027United AirlinesNonstopAxel-exclusive $484.10

Montreal (YUL) to Chicago (ORD): August 2027

Travel datesAirlineStopsTotal price
Aug 6, 2027 – Aug 9, 2027 · 3 nights · Compare return dates departing Aug 6, 2027American AirlinesNonstopAxel-exclusive $473.80
Aug 6, 2027 – Aug 9, 2027 · 3 nights · Compare return dates departing Aug 6, 2027United AirlinesNonstopAxel-exclusive $484.10
Aug 7, 2027 – Aug 14, 2027 · 7 nights · Compare return dates departing Aug 7, 2027American AirlinesNonstopAxel-exclusive $473.80
Aug 7, 2027 – Aug 14, 2027 · 7 nights · Compare return dates departing Aug 7, 2027United AirlinesNonstopAxel-exclusive $484.10

Montreal (YUL) to Chicago (ORD): September 2027

Travel datesAirlineStopsTotal price
Sep 3, 2027 – Sep 6, 2027 · 3 nights · Compare return dates departing Sep 3, 2027American AirlinesNonstopAxel-exclusive $529.00
Sep 3, 2027 – Sep 6, 2027 · 3 nights · Compare return dates departing Sep 3, 2027United AirlinesNonstopAxel-exclusive $540.50
Sep 4, 2027 – Sep 11, 2027 · 7 nights · Compare return dates departing Sep 4, 2027American AirlinesNonstopAxel-exclusive $494.50
Sep 4, 2027 – Sep 11, 2027 · 7 nights · Compare return dates departing Sep 4, 2027United AirlinesNonstopAxel-exclusive $505.25
Sep 24, 2027 – Sep 27, 2027 · 3 nights · Compare return dates departing Sep 24, 2027American AirlinesNonstopAxel-exclusive $460.00
Sep 24, 2027 – Sep 27, 2027 · 3 nights · Compare return dates departing Sep 24, 2027United AirlinesNonstopAxel-exclusive $470.00
Sep 25, 2027 – Oct 2, 2027 · 7 nights · Compare return dates departing Sep 25, 2027American AirlinesNonstopAxel-exclusive $460.00
Sep 25, 2027 – Oct 2, 2027 · 7 nights · Compare return dates departing Sep 25, 2027United AirlinesNonstopAxel-exclusive $470.00

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.

All hotels in Chicago

Route overview: Montreal to Chicago (ORD) flight deals

2026-11-19 → 2026-11-22 · Axel-exclusive $390.00

  • American Airlines AA3600: YUL 2026-11-19 12:08:00 → ORD 2026-11-19 14:13:00; nonstop; 185 minutes. Local airport times.
  • American Airlines AA3602: ORD 2026-11-22 08:08:00 → YUL 2026-11-22 11:26:00; nonstop; 138 minutes. Local airport times.

2026-11-19 → 2026-11-22 · Axel-exclusive $400.00

  • United Airlines UA3600: YUL 2026-11-19 06:00:00 → ORD 2026-11-19 08:00:00; nonstop; 180 minutes. Local airport times.
  • United Airlines UA3542: ORD 2026-11-22 17:54:00 → YUL 2026-11-22 21:17:00; nonstop; 143 minutes. Local airport times.

2026-11-24 · one way · Axel-exclusive $270.00

  • American Airlines AA3602: YUL 2026-11-24 12:10:00 → ORD 2026-11-24 14:15:00; nonstop; 185 minutes. Local airport times.

2026-11-24 · one way · Axel-exclusive $276.00

  • United Airlines UA3549: YUL 2026-11-24 16:45:00 → ORD 2026-11-24 18:46:00; nonstop; 181 minutes. Local airport times.

2026-11-28 → 2026-12-05 · Axel-exclusive $429.00

  • American Airlines AA3519: YUL 2026-11-28 16:00:00 → ORD 2026-11-28 18:05:00; nonstop; 185 minutes. Local airport times.
  • American Airlines AA3600: ORD 2026-12-05 08:08:00 → YUL 2026-12-05 11:28:00; nonstop; 140 minutes. Local airport times.

2026-11-28 → 2026-12-05 · Axel-exclusive $440.00

  • United Airlines UA3600: YUL 2026-11-28 06:00:00 → ORD 2026-11-28 08:00:00; nonstop; 180 minutes. Local airport times.
  • United Airlines UA3575: ORD 2026-12-05 10:37:00 → YUL 2026-12-05 14:00:00; nonstop; 143 minutes. Local airport times.

2026-12-11 → 2026-12-14 · Axel-exclusive $390.00

  • American Airlines AA3600: YUL 2026-12-11 12:08:00 → ORD 2026-12-11 14:13:00; nonstop; 185 minutes. Local airport times.
  • American Airlines AA3600: ORD 2026-12-14 08:06:00 → YUL 2026-12-14 11:32:00; nonstop; 146 minutes. Local airport times.

2026-12-11 → 2026-12-14 · Axel-exclusive $400.00

  • United Airlines UA3549: YUL 2026-12-11 16:45:00 → ORD 2026-12-11 18:45:00; nonstop; 180 minutes. Local airport times.
  • United Airlines UA3542: ORD 2026-12-14 17:45:00 → YUL 2026-12-14 21:17:00; nonstop; 152 minutes. Local airport times.

2026-12-24 → 2026-12-27 · Axel-exclusive $526.50

  • American Airlines AA3600: YUL 2026-12-24 12:08:00 → ORD 2026-12-24 14:13:00; nonstop; 185 minutes. Local airport times.
  • American Airlines AA3519: ORD 2026-12-27 11:51:00 → YUL 2026-12-27 15:14:00; nonstop; 143 minutes. Local airport times.

2026-12-24 → 2026-12-27 · Axel-exclusive $540.00

  • United Airlines UA3549: YUL 2026-12-24 16:45:00 → ORD 2026-12-24 18:45:00; nonstop; 180 minutes. Local airport times.
  • United Airlines UA3542: ORD 2026-12-27 17:45:00 → YUL 2026-12-27 21:17:00; nonstop; 152 minutes. Local airport times.

2027-01-07 → 2027-01-10 · Axel-exclusive $370.50

  • American Airlines AA3600: YUL 2027-01-07 12:08:00 → ORD 2027-01-07 14:13:00; nonstop; 185 minutes. Local airport times.
  • American Airlines AA3519: ORD 2027-01-10 11:51:00 → YUL 2027-01-10 15:14:00; nonstop; 143 minutes. Local airport times.

2027-01-07 → 2027-01-10 · Axel-exclusive $380.00

  • United Airlines UA3600: YUL 2027-01-07 06:00:00 → ORD 2027-01-07 08:08:00; nonstop; 188 minutes. Local airport times.
  • United Airlines UA3575: ORD 2027-01-10 10:33:00 → YUL 2027-01-10 14:00:00; nonstop; 147 minutes. Local airport times.

2027-01-16 → 2027-01-23 · Axel-exclusive $370.50

  • American Airlines AA3519: YUL 2027-01-16 16:00:00 → ORD 2027-01-16 18:05:00; nonstop; 185 minutes. Local airport times.
  • American Airlines AA3600: ORD 2027-01-23 08:08:00 → YUL 2027-01-23 11:28:00; nonstop; 140 minutes. Local airport times.

2027-01-16 → 2027-01-23 · Axel-exclusive $389.50

  • Air Canada AC8483: YUL 2027-01-16 18:10:00 → ORD 2027-01-16 19:52:00; nonstop; 162 minutes. Local airport times.
  • Air Canada AC8484: ORD 2027-01-23 15:45:00 → YUL 2027-01-23 19:07:00; nonstop; 142 minutes. Local airport times.

2027-01-29 → 2027-02-01 · Axel-exclusive $374.40

  • American Airlines AA3600: YUL 2027-01-29 12:08:00 → ORD 2027-01-29 14:13:00; nonstop; 185 minutes. Local airport times.
  • American Airlines AA3600: ORD 2027-02-01 08:04:00 → YUL 2027-02-01 11:30:00; nonstop; 146 minutes. Local airport times.

2027-01-29 → 2027-02-01 · Axel-exclusive $424.28

  • Royal Jordanian RJ271 / AA4657: YUL 2027-01-29 15:25:00 → ORD 2027-01-29 19:54:00; 1 stop(s) via YYZ; 329 minutes. Local airport times.
    • RJ271: YUL 2027-01-29 15:25:00 → YYZ 2027-01-29 16:55:00; layover at YYZ: 89 minutes.
    • AA4657: YYZ 2027-01-29 18:24:00 → ORD 2027-01-29 19:54:00.
  • American Airlines AA3600: ORD 2027-02-01 08:04:00 → YUL 2027-02-01 11:30:00; nonstop; 146 minutes. Local airport times.

2027-02-20 → 2027-02-27 · Axel-exclusive $405.60

  • American Airlines AA3519: YUL 2027-02-20 16:00:00 → ORD 2027-02-20 18:05:00; nonstop; 185 minutes. Local airport times.
  • American Airlines AA3600: ORD 2027-02-27 08:08:00 → YUL 2027-02-27 11:28:00; nonstop; 140 minutes. Local airport times.

2027-02-20 → 2027-02-27 · Axel-exclusive $416.00

  • United Airlines UA3600: YUL 2027-02-20 06:00:00 → ORD 2027-02-20 08:08:00; nonstop; 188 minutes. Local airport times.
  • United Airlines UA3575: ORD 2027-02-27 10:33:00 → YUL 2027-02-27 14:00:00; nonstop; 147 minutes. Local airport times.

2027-05-14 → 2027-05-17 · Axel-exclusive $460.00

  • American Airlines AA3600: YUL 2027-05-14 12:08:00 → ORD 2027-05-14 14:13:00; nonstop; 185 minutes. Local airport times.
  • American Airlines AA3600: ORD 2027-05-17 08:04:00 → YUL 2027-05-17 11:30:00; nonstop; 146 minutes. Local airport times.

2027-05-14 → 2027-05-17 · Axel-exclusive $470.00

  • United Airlines UA3600: YUL 2027-05-14 06:00:00 → ORD 2027-05-14 08:08:00; nonstop; 188 minutes. Local airport times.
  • United Airlines UA3575: ORD 2027-05-17 10:33:00 → YUL 2027-05-17 14:00:00; nonstop; 147 minutes. Local airport times.

2027-07-10 → 2027-07-17 · Axel-exclusive $473.80

  • American Airlines AA3519: YUL 2027-07-10 16:00:00 → ORD 2027-07-10 18:05:00; nonstop; 185 minutes. Local airport times.
  • American Airlines AA3600: ORD 2027-07-17 08:08:00 → YUL 2027-07-17 11:28:00; nonstop; 140 minutes. Local airport times.

2027-07-10 → 2027-07-17 · Axel-exclusive $484.10

  • United Airlines UA3600: YUL 2027-07-10 06:00:00 → ORD 2027-07-10 08:08:00; nonstop; 188 minutes. Local airport times.
  • United Airlines UA3575: ORD 2027-07-17 10:33:00 → YUL 2027-07-17 14:00:00; nonstop; 147 minutes. Local airport times.

2027-09-25 → 2027-10-02 · Axel-exclusive $460.00

  • American Airlines AA3519: YUL 2027-09-25 16:00:00 → ORD 2027-09-25 18:05:00; nonstop; 185 minutes. Local airport times.
  • American Airlines AA3600: ORD 2027-10-02 08:08:00 → YUL 2027-10-02 11:28:00; nonstop; 140 minutes. Local airport times.

2027-09-25 → 2027-10-02 · Axel-exclusive $470.00

  • United Airlines UA3600: YUL 2027-09-25 06:00:00 → ORD 2027-09-25 08:08:00; nonstop; 188 minutes. Local airport times.
  • United Airlines UA3575: ORD 2027-10-02 10:33:00 → YUL 2027-10-02 14:00:00; nonstop; 147 minutes. Local airport times.

More dates for this route

For AI assistants

  • This page: Montreal (YUL) to Chicago (ORD): 130 priced flights on 65 exact dates the months ahead, 1 adult in economy. In the dated tables a price link opens AI flight search for that row's exact dates and travelers; in the observed-flight lists the price is the customer link for the traveler, beside a “See flights for these dates” link for your own check. 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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