Cheap flights from North America to Chicago from $36
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from North America to Chicago departing on 9/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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How to get the cheapest flight ticket from North America to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago?
The month of September is, on average, the cheapest month to fly to Chicago from North America, with most prices found around $177. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from North America to Chicago during January average around $180.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $287. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from North America to Chicago for around $372.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from North America to Chicago during this time can be as low as $239. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $341.
What is the cheapest North America to Chicago flight route?
Fly from Atlanta Hartsfield-Jackson to Chicago Midway for the best North America - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from North America when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $241 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from North America for as low as $200 on momondo.
What cabin class options are available on North America to Chicago flights?
There are 4 cabin classes available to choose from on North America 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 from North America to Chicago?
Frontier and Spirit Airlines are the most popular carriers operating from North America to Chicago
What airlines fly to Chicago?
American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Chicago from North America according to our data. American Airlines is the first choice among our users, with 36% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 11 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from North America to Chicago on average per day?
As of July 2025, 319 flights take off from North America and land in Chicago each day. The most common flight departure time for this route is 10:00AM, with 42% of daily flights taking off at noon.
How many flights depart from North America to Chicago on average per week?
As of July 2025, 2,233 flights take off from North America and land in Chicago each week. The most common flight departure day for this route is Thu, with 29% of weekly flights taking off on this day.
Cheap North America to Chicago flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from North America to Chicago
When did momondo last update prices for flights from North America to Chicago?
Prices for flights from North America to Chicago were last updated today.
How many operators does momondo search for flights from North America to Chicago?
The number of operators available for flights from North America to Chicago is 11 as of July 2025.
How old do you have to be to fly from North America 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 North America to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from North America to Chicago?
momondo data reveals that the most frequently booked plane model on the route from North America to Chicago is Boeing 737-800, representing 21.05% of all bookings. The subsequent popular models are Airbus A321neo at 10.50%, Boeing 737 MAX 8 at 8.85%, and Boeing 737-900 at 8.64%.
Best airlines flying from North America to Chicago
Compare and see reviews for airlines that fly from North America to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $41 | Free Cancellation | Rating 6.3 8,094 reviews | |||
| PriceFrom $50 | Free Cancellation | Rating 5.9 3,284 reviews | |||
| PriceFrom $54 | Free Cancellation | Rating 7.2 709 reviews | |||
| PriceFrom $78 | Free Cancellation | Rating 7.3 2,916 reviews | |||
| PriceFrom $94 | Free Cancellation | Rating 8.0 7,983 reviews | |||
| PriceFrom $97 | Free Cancellation | Rating 7.4 8,861 reviews | |||
| PriceFrom $108 | Free Cancellation | Rating 7.8 2,545 reviews | |||
| PriceFrom $124 | Free Cancellation | Rating 8.0 4,270 reviews | |||
| PriceFrom $130 | Free Cancellation | Rating 6.9 339 reviews | |||
| PriceFrom $136 | Free Cancellation | Rating 7.2 10,000 reviews |
Traveling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from North America to Chicago?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from North America.
Can I find flights from North America to Chicago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for North America to Chicago flights to just show those with flexible booking policies.
How can momondo help me find flights from North America to Chicago?
momondo provides multiple filters to help you find the best flight to Chicago from North America. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from North America to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from North America are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.