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First Class Flights to Chicago in 2024

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Thu 9/5

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Chicago First Class round-trip flight deals

Check out some of the best First Class round trip airfares going from Canada to Chicago found recently by users on momondo.
United Airlines
25 May
YUL4:50 p.m.Montreal Pierre Elliott Trudeau Intl
2h 43m
ORD6:33 p.m.Chicago O'Hare Intl
29 May
ORD7:21 a.m.Chicago O'Hare Intl
2h 23m
YUL10:44 a.m.Montreal Pierre Elliott Trudeau Intl
Delta
27 May
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
5h 17m
1 stop
ORD10:17 a.m.Chicago O'Hare Intl
3 Jun.
ORD8:45 a.m.Chicago O'Hare Intl
11h 30m
2 stops
YUL9:15 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 1,279
Find similar
United Airlines
28 Aug.
YUL11:30 a.m.Montreal Pierre Elliott Trudeau Intl
2h 43m
ORD1:13 p.m.Chicago O'Hare Intl
7 Sep.
ORD7:21 a.m.Chicago O'Hare Intl
2h 23m
YUL10:44 a.m.Montreal Pierre Elliott Trudeau Intl
United Airlines
25 May
YUL6:15 a.m.Montreal Pierre Elliott Trudeau Intl
2h 43m
ORD7:58 a.m.Chicago O'Hare Intl
30 May
ORD7:21 a.m.Chicago O'Hare Intl
2h 23m
YUL10:44 a.m.Montreal Pierre Elliott Trudeau Intl
United Airlines
11 May
YYZ7:59 a.m.Toronto Pearson Intl
1h 59m
ORD8:58 a.m.Chicago O'Hare Intl
11 May
ORD6:01 p.m.Chicago O'Hare Intl
1h 42m
YYZ8:43 p.m.Toronto Pearson Intl
United Airlines
25 May
YUL6:15 a.m.Montreal Pierre Elliott Trudeau Intl
2h 43m
ORD7:58 a.m.Chicago O'Hare Intl
28 May
ORD1:55 p.m.Chicago O'Hare Intl
2h 25m
YUL5:20 p.m.Montreal Pierre Elliott Trudeau Intl

Search for Chicago First Class one way flight deals

Toggle between options to view the best deals for you on First Class one-way flight tickets departing to Chicago from Canada
Delta
3 May
YYZ4:43 p.m.Toronto Pearson Intl
5h 51m
1 stop
ORD9:34 p.m.Chicago O'Hare Intl
United Airlines
26 May
YOW5:26 p.m.Ottawa
2h 25m
ORD6:51 p.m.Chicago O'Hare Intl
Delta
6 May
YUL6:45 p.m.Montreal Pierre Elliott Trudeau Intl
6h 07m
1 stop
ORD11:52 p.m.Chicago O'Hare Intl
United Airlines
8 Jun.
YOW5:26 p.m.Ottawa
2h 25m
ORD6:51 p.m.Chicago O'Hare Intl
Delta
5 May
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
6h 25m
1 stop
ORD11:25 a.m.Chicago O'Hare Intl
United Airlines
8 May
YUL6:15 a.m.Montreal Pierre Elliott Trudeau Intl
2h 46m
ORD8:01 a.m.Chicago O'Hare Intl

Popular Airlines for First Class Flights to Chicago

Book reliable First Class tickets to Chicago from top-rated airlines
AirlineRatingFirst ClassPrice
United AirlinesPriceFrom C$ 272First ClassRating
7.4
Search United Airlines flights

    About First Class Flights to Chicago

    Helpful overview information on Chicago First Class ticket prices, flight duration, and airlines

    Fastest flight time

    2h 25m

    Closest Airport

    Chicago O'Hare Intl

    Most Popular Airline

    United Airlines
    The quickest First Class flight you can catch to Chicago takes 2h 25m, which departs from Ottawa to Chicago O'Hare Intl.
    The nearest airport for all arrivals to Chicago is Chicago O'Hare Intl. First Class flyers can expect to travel 25.6 km to get to downtown.
    The most popular airline for First Class flights to Chicago found on momondo this week is United Airlines, with a user rating of 7.4/10. There is one airline in total servicing this route with First Class options.

    Frequently asked questions about Chicago First Class flights

    Is it worth flying First Class to Chicago?

    Many travellers choose flying First Class to Chicago for plenty of reasons. From comfortable seats and exclusive services to additional entertainment and dining options, First Class cabins can offer a lot to both the regular traveller and the frequent flyers. Perks and amenities vary by airlines, please refer to the airline’s website for full information.

    Why should I use momondo to find a First Class flight deal to Chicago?

    Finding the right First Class flight to Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. These options can then be filtered down to find the best fit. That is what momondo does. We make finding First Class flights to Chicago quick and easy, saving you time and money.

    Can I find First Class flights to Chicago with flexible booking policies on momondo?

    All flight searches to Chicago on momondo can be filtered to show those which offer flexible booking policies, aside from enabling the First Class cabin option.

    How can momondo help me find deals for First Class flight tickets to Chicago?

    momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal First Class flight ticket to Chicago.

    I’m not ready to book a First Class flight to Chicago right now. Can momondo alert me if prices change?

    Yes momondo offers price alerts on First Class flights to Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

    When did momondo last update prices for flights from Canada to Chicago?

    Prices for flights from Canada to Chicago were last updated today.

    How many operators does momondo search for flights from Canada to Chicago?

    How old do you have to be to fly from Canada to Chicago?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Canada to Chicago.

    What documentation or ID do you need to fly to Chicago?

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.


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    1 adult
    From?
    To?
    Thu 2/5
    Thu 9/5
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    Find better results for your stay in Chicago

    Airports near Chicago
    Airports listed have a maximum distance of 26.0 km from Chicago