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Not ready to book? to track prices.Cheap First Class Flight Deals to Chicago
Recent first class round-trip flight deals to Chicago
Recent first class one-way flight deals to Chicago
Quickest first class round-trip flight deals to Chicago
Quickest first class one-way flight deals to Chicago
Best first class round-trip flight deals to Chicago
Best first class one-way flight deals to Chicago
First Class Flights to Chicago – Travel Insights & Trends
Get data-powered insights and trends for First Class flights to Chicago to help you craft the best travel plan
What cabin class options are available on Canada to Chicago flights?
There are 4 cabin classes available to choose from on Canada to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies First Class from Canada to Chicago?
Delta and United Airlines are popular carriers operating the cheapest First Class flights from Canada to Chicago
How long does it take to fly to Chicago?
Flight times from Canada to Chicago vary, but if you’re flying out of Montreal and flying into Chicago O'Hare Intl Airport (one of the most popular routes), then the duration is 2h 31m on average. Another popular route from Canada to Chicago is flying from Toronto to Chicago O'Hare Intl Airport, which will take roughly 2h 59m. Keep in mind that layovers or delays could extend your travel time.
How many flights depart from Canada to Chicago on average per day?
The number of flights available between Canada and Chicago is 79 per day as of April 2025. The most frequent departure time is 6:00a.m., with 45% of daily flights leaving in the afternoon.
How many flights depart from Canada to Chicago on average per week?
555 flights are operational weekly from Canada to Chicago as of April 2025. The most popular departure day for this route is Tue, with 20% of flights per week taking off on this day.
What is the cheapest First Class flight I can find to Chicago?
On average, round trip First Class flights to Chicago cost C$ 1,659/pp. Prices depend on where you are departing from. For prices as low as C$ 615/pp, depart from Montreal. The most expensive round trip First Class flights to Chicago are from Montreal.
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About First Class Flights to Chicago
Helpful overview information on Chicago First Class ticket prices, flight duration, and airlines
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?
The number of operators available for flights from Canada to Chicago is 7 as of April 2025.
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.