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Business Class Flights to Chicago in 2024

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Chicago Business Class round-trip flight deals

Check out some of the best Business Class round trip airfares going from Canada to Chicago found recently by users on momondo.
Air Canada
24 Sep.
YYZ2:00 p.m.Toronto Pearson Intl
1h 53m
ORD2:53 p.m.Chicago O'Hare Intl
United Airlines
22 Sep.
YVR8:15 a.m.Vancouver Intl
4h 11m
ORD2:26 p.m.Chicago O'Hare Intl
Air Canada
6 Oct.
YUL6:40 p.m.Montreal Pierre Elliott Trudeau Intl
2h 30m
ORD8:10 p.m.Chicago O'Hare Intl
American Airlines
21 Jul.
YYC1:30 p.m.Calgary
3h 25m
ORD5:55 p.m.Chicago O'Hare Intl
Air Canada
6 Oct.
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
4h 53m
1 stop
ORD9:53 a.m.Chicago O'Hare Intl
Air Canada
14 May
YYZ12:30 a.m.Toronto Pearson Intl
10h 31m
1 stop
ORD10:01 a.m.Chicago O'Hare Intl

Search for Chicago Business Class one way flight deals

Toggle between options to view the best deals for you on Business Class one-way flight tickets departing to Chicago from Canada
Air Canada
5 Oct.
YYZ7:50 p.m.Toronto Pearson Intl
1h 53m
ORD8:43 p.m.Chicago O'Hare Intl
13 Oct.
ORD9:00 a.m.Chicago O'Hare Intl
1h 52m
YYZ11:52 a.m.Toronto Pearson Intl
Air Canada
5 Oct.
YYZ8:10 a.m.Toronto Pearson Intl
5h 27m
1 stop
ORD12:37 p.m.Chicago O'Hare Intl
13 Oct.
ORD7:26 a.m.Chicago O'Hare Intl
1h 32m
YYZ9:58 a.m.Toronto Pearson Intl
Air Canada
5 Oct.
YYZ7:30 a.m.Toronto Pearson Intl
6h 07m
1 stop
ORD12:37 p.m.Chicago O'Hare Intl
13 Oct.
ORD3:35 p.m.Chicago O'Hare Intl
5h 59m
1 stop
YYZ10:34 p.m.Toronto Pearson Intl
American Airlines
5 Sep.
YYC1:24 p.m.Calgary
3h 21m
ORD5:45 p.m.Chicago O'Hare Intl
10 Sep.
ORD9:55 a.m.Chicago O'Hare Intl
3h 37m
YYC12:32 p.m.Calgary
C$ 1,678
Find similar
Air Canada
28 Jun.
YYZ6:30 a.m.Toronto Pearson Intl
4h 31m
1 stop
ORD10:01 a.m.Chicago O'Hare Intl
30 Jun.
ORD9:00 a.m.Chicago O'Hare Intl
1h 52m
YYZ11:52 a.m.Toronto Pearson Intl
Air Canada
17 May
YYZ12:30 a.m.Toronto Pearson Intl
8h 30m
1 stop
ORD8:00 a.m.Chicago O'Hare Intl
21 May
ORD6:00 a.m.Chicago O'Hare Intl
1h 45m
YYZ8:45 a.m.Toronto Pearson Intl
C$ 1,072
Find similar

When to book Business Class flights to Chicago

Check out the information below to find the best Business Class deal for your trip to Chicago
Highest day of weekSundayis the most expensive day of the week to book
Cheapest day of weekTuesdayis the cheapest day of the week to book
C$ 2,840is the average cost per Business Class ticket on this day
C$ 1,076is the average cost per Business Class ticket on this day

About Business Class Flights to Chicago

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

Fastest flight time

1h 53m

Closest Airport

Chicago O'Hare Intl
The quickest Business Class flight you can catch to Chicago takes 1h 53m, which departs from Toronto Pearson Intl to Chicago O'Hare Intl.
The nearest airport for all arrivals to Chicago is Chicago O'Hare Intl. Business Class flyers can expect to travel 25.6 km to get to downtown.

Frequently asked questions about Chicago Business Class flights

Is it worth flying Business Class to Chicago?

Many travellers choose flying Business Class to Chicago for plenty of reasons. From comfortable seats and exclusive services to additional entertainment and dining options, Business 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 Business Class flight deal to Chicago?

Finding the right Business 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 Business Class flights to Chicago quick and easy, saving you time and money.

Can I find Business 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 Business Class cabin option.

How can momondo help me find deals for Business 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 Business Class flight ticket to Chicago.

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

Yes momondo offers price alerts on Business 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
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Tue 30/4
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Airports near Chicago
Airports listed have a maximum distance of 26.0 km from Chicago