Q: What is the cheapest month to fly to Chicago?

Currently, the cheapest month for flights to Chicago is August . The most expensive month for flights is March . The cheapest prices are shown above but prices will vary according to departure times, airlines, class and how early you book.

Question 1

When is the best time to book a flight to Chicago?

Accepted Answer

The price you pay for your flight to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 30 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

Question 2

What is the cheapest month to fly to Chicago?

Accepted Answer

Currently, the cheapest month for flights to Chicago is August. The most expensive month for flights is March. The cheapest prices are shown above but prices will vary according to departure times, airlines, class and how early you book.

Question 3

Can I find cheaper flights to Chicago if I am willing to have layovers?

Accepted Answer

Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Chicago on Cheapflights that require 1 or 2 stops for potential cost savings.

Question 4

What is the best airline to fly to Chicago?

Accepted Answer

Based on reviews from Cheapflights users, Spirit Airlines is rated the highest out of the airlines that fly to Chicago.

Question 5

What is the cheapest airport to fly to in Chicago?

Accepted Answer

Chicago O'Hare Intl is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago O'Hare Intl typically cost $29, while round-trip flights cost around $31.

Question 6

How much is a round-trip flight to Chicago?

Accepted Answer

A round-trip flight to Chicago will typically cost around $322, however they can be found for as little as $31.

Question 7

Where does the fastest flight to Chicago depart from?

Accepted Answer

For those looking to save time traveling to Chicago, Muskegon offers the quickest one-way flight (0 hours 50 minutes).

Question 8

Which airport is closest to Aragon Ballroom?

Accepted Answer

If being close to Aragon Ballroom is important to you, you’ll want to land at Chicago O'Hare Intl Airport.

Question 9

Does Chicago O'Hare Intl have rental cars?

Accepted Answer

Yes. Those touching down at Chicago O'Hare Intl can take advantage of the rental car services offered upon their arrival.

Question 10

Are there hotels close to Chicago O'Hare Intl?

Accepted Answer

Yes. Chicago O'Hare Intl has hotels nearby for those requiring accommodations. Hilton Chicago O'Hare Airport is the closest property to Chicago O'Hare Intl (0.0 mi away from Chicago O'Hare Intl).

Question 11

When is the cheapest time to fly to Chicago?

Accepted Answer

Users looking for the lowest fares to Chicago should consider flying on Tuesday mornings, when prices are typically cheapest. Budget-minded travelers will want to avoid Sunday afternoons, when prices are usually at their highest.

Question 12

What are the most popular airlines that fly to Chicago?

Accepted Answer

The most popular airlines flying from New York to Chicago are American Airlines, United Airlines and Spirit Airlines.

Question 13

How long is the flight to Chicago?

Accepted Answer

On average, a flight from New York to Chicago takes 8 hours 31 minutes. Flights to Chicago from other popular cities in USA will vary in length. Below are a few examples of popular routes and their flight times.

Question 14

Weekly flight availability to Chicago

Accepted Answer

The most flights from New York to Chicago are scheduled on a Monday (177 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (112 on average).

Question 15

What are the cheapest airlines that fly to Chicago?

Accepted Answer

The cheapest airlines flying from New York to Chicago are Spirit Airlines, JetBlue and Delta.

Question 16

E

Accepted Answer

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.

Question 17

E

Accepted Answer

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).

Question 18

E

Accepted Answer

Most accurate provider: Out of all of the providers offering Chicago flight deals, Cheapflights users have found FlightHub to have the most accurate pricing on Cheapflights vs. their site about >95% of the time, users can find the same price on Chicago flight deals on Cheapflights and FlightHub. This is based on searches made for Chicago flights over the past month.

Question 19

E

Accepted Answer

Most trusted provider: FlightHub is the most trusted provider by Cheapflights users offering Chicago flight deals. With a user feedback rating of 3 out of 3 stars (3 being the best), FlightHub has received the most positive sentiment from Cheapflights users searching for flights to Chicago. This is based on data collected from Cheapflights searches made over the past month.

Popular in	December
Cheapest in	September
Average price	$196
Round-trip from	$117
One-way from	$64

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars
Cheapflightsfares	Price Accuracy3 stars	Trust Score*1 star
CheapOair	Price Accuracy2 stars

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/12. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

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 was last updated on January 13, 2025.

Popular in

Cheapest in

Average price

Round-trip from

One-way from

Find flight deals to Chicago

Cheapest flights to Chicago
Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on January 13, 2025.

Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on January 13, 2025.

Best flights to Chicago
Discover carefully curated flight deals to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 13, 2025.

Discover carefully curated flight deals to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 13, 2025.

Last-minute flights to Chicago
Discover last-minute flight deals to Chicago. Data last updated January 13, 2025 and is based on user searches.

Discover last-minute flight deals to Chicago. Data last updated January 13, 2025 and is based on user searches.

One-way flights to Chicago
Search for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated January 13, 2025.

Search for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated January 13, 2025.

Find flights to Chicago within your budget

Locate flights to Chicago that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data was last updated on January 13, 2025.

Compare providers for flights to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals to Chicago in January.

$64+ Cheap flights to Chicago