Question 1

What are the most popular destinations to fly to from Chicago?

Accepted Answer

The most selected flight destinations from Chicago for the current month are Ahmedabad, Mumbai, Atlanta. While Atlanta, Boston, Athens are the top choices made by travellers year-round.

Question 2

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

Accepted Answer

Booking 86 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Question 3

What is the cheapest month to book a flight from Chicago?

Accepted Answer

Currently, February is the cheapest month in which you can book a flight from Chicago (average of ฿27,295). Flying from Chicago in June will prove the most costly (average of ฿42,706). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Question 4

When is the cheapest time to fly from Chicago?

Accepted Answer

Those who are seeking the cheapest fare on flights departing from Chicago would be wise to consider leaving during Thursday at midday when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Tuesday at midday when fares are usually the most expensive.

Question 5

Which airlines fly from Chicago?

Accepted Answer

Many airlines operate round-trip flights from Chicago: ANA, เดลต้า, Cathay Pacific. These airlines fly to the following popular destinations: Bangkok.

Question 6

What are popular destinations to fly to from Chicago?

Accepted Answer

If you’re flying from Chicago, these routes are more frequently taken by airlines New York (1,543 flights per day), Detroit (990 flights per day) and Orlando (815 flights per day).

Question 7

What is the cheapest place to fly to from Chicago?

Accepted Answer

The cheapest city to fly to from Chicago is Orlando, with prices starting at ฿1,637. Explore other affordable destinations below.

Question 8

Which is the cheapest airport to catch a flight from Chicago?

Accepted Answer

Chicago O'Hare Intl airport offers the cheapest routes to Bangkok, from ฿25,925; whereas Chicago Midway airport is typically cheaper if you're flying to Bangkok, from ฿31,644. It's best to make sure you are flexible on dates to find the cheapest possible flight options for your journey.

Question 9

What is the cheapest month to fly from Chicago?

Accepted Answer

At the present moment the cheapest month to fly from Chicago is currently February; with June being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

Question 10

Where are the cheapest places to fly to from Chicago?

Accepted Answer

Here are some of the cheapest flight destinations from Chicago:
Fly from Chicago to Bangkok from ฿25,925
Fly from Chicago to Phuket City from ฿25,959

Question 11

How does Cheapflights help users find flights from Chicago?

Accepted Answer

Cheapflights helps you search for flights from Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Question 12

Why should you use Cheapflights to find cheap flight tickets from Chicago?

Accepted Answer

Cheapflights helps you find that perfect flight from Chicago by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Question 13

Can Cheapflights find flights from Chicago with no change fees?

Accepted Answer

Yes! Cheapflights helps users easily find flights from Chicago with no change fees.

Question 14

Can Cheapflights notify me if prices for flights from Chicago become cheaper?

Accepted Answer

Yes, Cheapflights has a feature called Price Alerts, which offers users the ability to be notified when flight prices change. Track prices for your flight from Chicago today and book when you’re ready!

This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.

Find flights from Chicago

Cheapest flights from Chicago
Explore the most affordable flight options available from Chicago. Find the lowest fares based on data from user searches, with prices last updated on 21 January 2025.

Explore the most affordable flight options available from Chicago. Find the lowest fares based on data from user searches, with prices last updated on 21 January 2025.

Best flights from Chicago
Discover carefully curated flight deals from Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 21 January 2025.

Discover carefully curated flight deals from Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 21 January 2025.

Last-minute flights from Chicago
Discover last-minute flight deals departing from Chicago. Data was last updated 21 January 2025 and is based on user searches.

Discover last-minute flight deals departing from Chicago. Data was last updated 21 January 2025 and is based on user searches.

One-way flights from Chicago
Search for one-way flight options from Chicago. Find affordable one-way fares based on user searches. Data last updated 21 January 2025.

Search for one-way flight options from Chicago. Find affordable one-way fares based on user searches. Data last updated 21 January 2025.

Find flights from Chicago within your budget

Best time to book a flight from Chicago

Have a flexible travel schedule? Discover the best time to fly from Chicago with our price prediction graph.

Travel insights for flights from Chicago

Get recent, data-driven insights about flights from Chicago including ideal travel times, pricing trends, and more.

When is the best time to book a flight

฿3,801+ Cheap flights from Chicago