Cheap flights from Houston Hobby Airport to Chicago from $90
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Houston Hobby Airport to Chicago departing on 7/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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How to get the cheapest flight ticket from Houston Hobby Airport to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Houston Hobby Airport and Chicago?
What is the cheapest month to fly to Chicago?
The month of September is, on average, the cheapest month to fly to Chicago from Houston Hobby Airport, with most prices found around $149. If you’re not able to fly to Chicago in September, then February is your next best option. Flight prices from Houston Hobby Airport to Chicago during February average around $158.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $297. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Houston Hobby Airport to Chicago for around $456.
What is the cheapest time of day to depart on your flight to Chicago?
Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Houston Hobby Airport to Chicago during this time can be as low as $167. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $732.
What is the cheapest Houston Hobby to Chicago flight route?
Fly from Houston Hobby to Chicago Midway for the best Houston Hobby - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Houston Hobby Airport when booking 6 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $210 when searching 6 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Houston Hobby Airport for as low as $146 on momondo.
What cabin class options are available on Houston Hobby to Chicago flights?
There are 1 cabin classes available to choose from on Houston Hobby to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Houston Hobby to Chicago?
Southwest, Delta, and Allegiant Air are the most popular carriers operating from Houston Hobby to Chicago
What airlines fly to Chicago?
Spirit Airlines, Frontier and United Airlines are the top three most popular airlines that fly to Chicago from Houston Hobby Airport according to our data. Spirit Airlines is the first choice among our users, with 33% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.
How many flights depart from Houston Hobby Airport to Chicago on average per day?
4 flights are operational daily from Houston Hobby Airport to Chicago as of May 2025. The most popular departure time for this route is 3:00PM, with 40% of flights per day taking off in the afternoon.
How many flights depart from Houston Hobby Airport to Chicago on average per week?
30 flights are operational weekly from Houston Hobby Airport to Chicago as of May 2025. The most popular departure day for this route is Mon, with 20% of flights per week taking off on this day.
When to book flights from Houston Hobby Airport to Chicago
Cheap Houston Hobby Airport to Chicago (HOU to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Houston Hobby Airport to Chicago
How far is Houston Hobby to Chicago by plane?
The straight-line distance from Houston Hobby to Chicago is 945.8 mi. 2h 20m is a normal flight duration for this route.
When did momondo last update prices for flights from Houston Hobby Airport to Chicago?
Prices for flights from Houston Hobby Airport to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights from Houston Hobby Airport to Chicago?
There are 5 operators available for flights from Houston Hobby Airport to Chicago as of May 2025.
How old do you have to be to fly from Houston Hobby Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Houston Hobby Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Houston Hobby Airport to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Houston Hobby Airport to Chicago is Airbus A321neo (17.82% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (13.51%), Airbus A320neo (13.29%), and Boeing 737-700 Passenger/BBJ1 (winglets) (9.70%).
What is the most popular airline from Houston Hobby Airport to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Houston Hobby Airport to Chicago is Frontier (44% of total bookings). The next most popular airlines are Spirit Airlines (25%), United Airlines (13%), and American Airlines (12%).
Best airlines flying from Houston Hobby Airport to Chicago
Compare and see reviews for airlines that fly from Houston Hobby Airport to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $53 | Free Cancellation | Rating 5.9 3,287 reviews | |||
| PriceFrom $62 | Free Cancellation | Rating 6.3 7,963 reviews | |||
| PriceFrom $155 | Free Cancellation | Rating 7.4 8,696 reviews | |||
| PriceFrom $157 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $190 | Free Cancellation | Rating 8.0 4,294 reviews |
Southwest Flights From Houston Hobby Airport to Chicago
The lowest priced Southwest flight from Houston Hobby Airport to Chicago from the last 72 hours was $190. Generally, Southwest has 30 flights on this route every week with an average price of $338. Southwest is rated 8.0/10 by our users.
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Why should I use momondo to find a flight deal from Houston to Chicago?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Houston to Chicago. Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Houston to Chicago with flexible booking policies on momondo?
All flight searches from Houston to Chicago on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Houston to Chicago?
Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Houston.
I’m not ready to book a flight from Houston to Chicago right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Houston to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.