Looking for last-minute deals? Just give us a call to get phone-only deals!
Call us at +1 (855) 600-0198 and get assistance 24/7.

Looking for last-minute deals? Speak with a travel expert and get assistance 24/7

Cheap Flights to Chicago (CHI)

Call us at +1 (855) 600-0198 to get great deals!

Call us at +1 (855) 600-0198 to get great deals!

Why to Book with Call Center

Expert guidance by our
Travel experts

booking confirmation


Flexible payment

Search Airline Tickets to Chicago, Illinois

Chicago is a major hub for domestic and international air travel, hosting several prominent airlines that serve the city. These airlines provide a wide range of flight options and services for travelers visiting and departing from Chicago. Among the notable airlines operating in Chicago are United Airlines, American Airlines, and Southwest Airlines.

Here’s a quick guide on how to find cheap flights to Chicago and explore all that this vibrant city has to offer without breaking the bank.

Be Flexible with Your Travel Dates

1. Avoid traveling during peak season (June to August) and major holidays
2. Consider flying mid-week (Tuesdays and Wednesdays are usually cheaper)
3. Check prices for different departure and return dates to find cheaper deal

Use Price Comparison Websites
Compare prices from different airlines and find a cheap deal.

Newsletter Sign up
Sign up for email alerts to receive notifications about price drops.

Book in Advance
Book your flight at least two months in advance. Avoid booking too far in advance (more than six months), as prices can fluctuate and you may miss out on better deals later. When it comes to booking flights to or from Chicago, it is generally recommended to book in advance, especially if you have specific travel dates or preferences. The ideal booking timeframe can vary depending on factors such as the time of year, demand, and personal flexibility. However, as a general guideline, it's advisable to book your Chicago flights around 1 to 3 months in advance for the best availability and potentially better prices.

Consider Alternative Airports
Chicago has two major airports: O'Hare International Airport and Midway International Airport. Check prices for both airports and consider flying into a nearby city if it's cheaper (such as Milwaukee or Indianapolis).


When is the best time to book flights to Chicago?
Booking at least two months in advance and avoiding peak season and major holidays can help you find the best prices.

Which airport is cheaper to fly into: O'Hare or Midway?
Prices can vary depending on the airline and travel dates. It's best to check prices for both airports and nearby cities.

Are there any budget airlines that fly to Chicago?
Yes, budget airlines like Southwest and Frontier offer flights to Chicago at lower prices than major airlines.

How can I find last-minute deals on flights to Chicago?
Check price comparison websites for last-minute deals, sign up for email alerts, and be flexible with your travel dates and airport options.

Facts About Flying to Chicago, Illinois

  • The percentage of Chicago travelers who booked First or Business Class Class was 4%.
  • The percentage of Chicago travelers who traveled with kids under 14 was 6%.
  • The percentage of Chicago travelers who were female was 50%.
  • Average number of days spent by travelers in Chicago was 24.
  • Month with most bookings for Chicago was October.
  • Month with least bookings for Chicago was April.