Cheap Business Class flights to Chicago
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap business class flights to Chicago in 2025
Find the latest flights to Chicago in 2025, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data were last updated on July 8, 2025.
Average Price | $3,464 |
|---|---|
Cheapest Price | $430 |
Top Rated Airline | American Airlines |
No. of Airlines | 30 |
Arrival Airport | Chicago O'Hare Intl Airport |
Find business class flight deals to Chicago
Cheapest business class flights to ChicagoExplore the most affordable business class flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on July 8, 2025.
Explore the most affordable business class flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on July 8, 2025.
Travel insights for business class flights from USA to Chicago
Get recent, data-driven insights about business class flights from USA to Chicago including ideal travel times, pricing trends, and more.
What is the cheapest month to book a Business Class flight from USA to Chicago?
Currently, March is the cheapest month in which you can book a Business Class flight from USA to Chicago (average of $251). Flying from USA to Chicago in October is currently the most expensive (average of $538). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What airlines can I book Business Class flights to Chicago with?
United Airlines, American Airlines, Hawaiian Airlines, Delta and Alaska Airlines are highly recommended providers for Business Class flight tickets to Chicago. Check for amenities list before you book to take advantage of more premium services, not every airline has the same Business Class perks.
Rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
Temperature in Chicago by month
Plan your trip to Chicago by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Top 5 business class airlines flying to Chicago
Explore the top four business class airlines operating flights to Chicago. Find out more about these airlines and their offerings, including amenities, in-flight services, and customer reviews. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data was last updated on July 8, 2025.
| Airline | Rating | First Class | Price | |
|---|---|---|---|---|
| PriceFrom $94 | First Class | Rating 8.0 | Reviews 1 / 10 This trip was fine even with delay I had plenty of time to get connection flight! | |
| PriceFrom $175 | First Class | Rating 8.0 | Reviews 1 / 10 Great crew, easy flight. | |
| PriceFrom $108 | First Class | Rating 7.8 | Reviews 1 / 10 When I landed a wheel chair was waiting. They took me to the boarding area and left me there for about 40 minutes before taking me to arrivals. I had no bags in baggage claim and the delay was unacceptable to me. | |
| PriceFrom $97 | First Class | Rating 7.4 | Reviews 1 / 10 It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse! | |
| PriceFrom $136 | First Class | Rating 7.2 | Reviews 1 / 10 Late leaving with no explanation |