Cheap flights from the United States to Chicago from $27
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from the United States to Chicago departing on 4/15. 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 United States 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 United States, with most prices found around $176. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from United States 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 $292. 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 United States to Chicago for around $379.
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 United States to Chicago during this time can be as low as $235. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $342.
What is the cheapest United States to Chicago flight route?
Fly from Denver Intl to Chicago Midway for the best United States - 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 United States when booking 5 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $248 when searching 5 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from United States for as low as $209 on momondo.
What cabin class options are available on United States to Chicago flights?
There are 4 cabin classes available to choose from on United States 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 United States to Chicago?
Spirit Airlines, Frontier, and JetBlue are the most popular carriers operating from United States to Chicago
What airlines fly to Chicago?
United Airlines, American Airlines and Frontier are the top three most popular airlines that fly to Chicago from United States according to our data. United Airlines is the first choice among our users, with 34% 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 United States to Chicago on average per day?
As of March 2025, 463 flights take off from United States and land in Chicago each day. The most common flight departure time for this route is 7:00AM, with 42% of daily flights taking off at noon.
How many flights depart from United States to Chicago on average per week?
As of March 2025, 3,245 flights take off from United States and land in Chicago each week. The most common flight departure day for this route is Mon, with 16% of weekly flights taking off on this day.
Cheap United States to Chicago flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from United States to Chicago
When did momondo last update prices for flights from United States to Chicago?
Prices for flights from United States to Chicago are updated daily.
How many operators does momondo search for flights from United States to Chicago?
The number of operators available for flights from United States to Chicago is 12 as of March 2025.
How old do you have to be to fly from United States 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 United States 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.
What is the most popular plane model from United States to Chicago?
Based on momondo bookings for flights between United States and Chicago, the leading plane model is Boeing 737-800, making up 19.81% of the total bookings. Other popular models include Airbus A320neo with 11.10%, Boeing 737 MAX 8 with 9.34%, and Airbus A321neo with 8.60%.
Best airlines flying from United States to Chicago
Compare and see reviews for airlines that fly from United States to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $37 | Free Cancellation | Rating 6.3 7,876 reviews | |||
| PriceFrom $44 | Free Cancellation | Rating 6.0 3,273 reviews | |||
| PriceFrom $49 | Free Cancellation | Rating 7.2 731 reviews | |||
| PriceFrom $68 | Free Cancellation | Rating 8.0 7,908 reviews | |||
| PriceFrom $83 | Free Cancellation | Rating 7.3 2,940 reviews | |||
| PriceFrom $115 | Free Cancellation | Rating 8.0 9,750 reviews | |||
| PriceFrom $118 | Free Cancellation | Rating 7.4 8,611 reviews | |||
| PriceFrom $134 | Free Cancellation | Rating 7.9 2,323 reviews | |||
| PriceFrom $137 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $149 | Free Cancellation | Rating 7.0 352 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 United States to Chicago?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from United States to Chicago for you.
Can I find flights from United States to Chicago with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Chicago from United States with this policy.
How can momondo help me find flights from United States to Chicago?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from United States.
I’m not ready to book a flight from United States to Chicago right now. Can momondo alert me if prices change?
Yes momondo offers price alerts on flights to Chicago from United States. 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.