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Selected fares from Houston to Chicago

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Houston (HOU) to Chicago (CHI)

What?! A trip to Chicago! You will definitely need a ticket to Chicago then. We suppose you could ride a bike for most of it, but you probably are on a bit of a time crunch. Luckily, you found us. Hotwire can get you an awesome deal on your flight from HOU to CHI.

How do I get the best price on my ticket fromHouston to Chicago?

Hotwire has been in the game a long time, so we know a couple ways to find the best rate on your flight to Chicago. You'll make spending less look so very good with a little know-how.

What is the best day of the week to book a flight?

Just like a yogi, it pays to be flexible. Tuesday and Wednesday typically have the best rates. Next in line are Thursday and, surprisingly, Saturday. Most like to come back from their trip on Sunday so you can save by leaving a day earlier.

Can staying the weekend get me a cheaper ticket?

Staying the weekend at your destination, like Chicago, usually means a more affordable ticket since most people fly during this time. Of course, we don't want to twist your rubber arm or anything.

Can you save while traveling during the off-peak season?

It's all about going to a place when its weather is at its best. Summertime is when Europe, Hawaii, and Alaska are at their most popular. During spring, New Orleans, Florida, and California open their arms to tourists. Feeling the bitter cold? Well, the Caribbean Islands and Mexico can warm you up. Unless you're a ski bum -- then places like Colorado will be your winter wonderland. Who doesn't love some good fall foliage? The Pacific Northwest, Northern California, and New England are popular this time of the year. Flying during the off-peak seasons to certain locations can mean extra money in your wallet -- yes, please!

Is that the lowest price?

There are a lot of others that are waiting a good deal on a flight from Houston to Chicago. You could miss your opportunity to get the flight and the times you want.

Are there any other ways to save on my flight to Chicago?

The Hotwire Hot Rate is for travelers who have a lot of flexibility in their travel plans. It's one of our ways to help get you one of the best rates on a ticket to Chicago from Houston. You won't know the time and airline until after you book, but it is a risk where you can reap the rewards.

Book today

At Hotwire we'll do our best to help you save on your next flight from Houston to Chicago. Use our guide to get you that crazy good deal. For those risk-takers that don't like to be too risky, go for the Hotwire Hot Rate. You'll get your flight and have more money in your hand to do Chicago the way you want. So say "Goodbye" to Houston and "Hi" to Chicago.

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^Savings based on all package bookings with Flight + Hotel made on Hotwire.com from January 1, 2018 to December 31, 2018 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.