Cheap flights from Hobby (HOU) to Chicago (CHI) from $50
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 8/31. 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.
HOU — CHI
Jun 4 — Jun 111
From?
To?
1 adult, Economy
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The best prices from Houston Hobby to Chicago are usually found in April or September, booked 62 days in advance, depart on a Thursday or Tuesday and return on a Tuesday
Cheap flight deals from Hobby to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Hobby (HOU) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 30, 2024.
Popular in | March |
|---|---|
Cheapest in | April |
Round-trip from | $222 |
One-way from | $50 |
What is the cheapest day to fly round-trip from Houston Hobby Airport to Chicago?
Saturday flights are found to be more expensive to fly from Houston Hobby Airport to Chicago. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.
How far in advance should I book a flight from Houston Hobby Airport to Chicago?
To save on the cost of your flight from Houston Hobby Airport to Chicago, book at least 32 days before your planned departure. Booking around this time can save you about 127% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $234 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $416.
What is the cheapest month to fly from Houston Hobby Airport to Chicago?
Flights from Houston Hobby Airport to Chicago lean towards being more expensive in March. Prices are generally better when you fly from Houston Hobby Airport to Chicago in April, with the cheapest ticket starting at $58.
What is the cheapest time of day to fly from HOU to CHI?
A simple way to save on the total cost of your ticket is to fly from Houston Hobby Airport to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 23% on your trip compared to booking a flight in the morning.
Cheap American Airlines flights from Hobby to Chicago
Explore cheap flight options specifically provided by American Airlines for the route between Hobby and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
Consider these cheap American Airlines flights we've found departing from Houston to Chicago. It's recommended that users confirm their flight details before booking.
Sat 8/105:00 amHOU - ORD
1 stop4h 35mAmerican Airlines
Sat 8/241:26 pmORD - HOU
1 stop4h 39mAmerican Airlines
Deal found 5/29$268
Sun 6/165:00 amHOU - ORD
1 stop4h 55mAmerican Airlines
Sun 6/235:00 amORD - HOU
1 stop4h 44mAmerican Airlines
Deal found 5/29$276
Sat 7/65:00 amHOU - ORD
1 stop5h 05mAmerican Airlines
Sat 7/133:15 pmORD - HOU
1 stop4h 38mAmerican Airlines
Deal found 5/29$278
Mon 9/165:00 amHOU - ORD
1 stop6h 42mAmerican Airlines
Tue 10/296:00 pmORD - HOU
1 stop5h 43mAmerican Airlines
Deal found 5/29$288
Tue 6/46:23 pmHOU - ORD
1 stop4h 37mAmerican Airlines
Thu 6/65:00 amORD - HOU
1 stop4h 44mAmerican Airlines
Deal found 5/29$296
Sun 6/95:00 amHOU - ORD
1 stop4h 55mAmerican Airlines
Wed 6/1912:00 pmORD - HOU
1 stop5h 56mAmerican Airlines
Deal found 5/28$302
Fri 6/145:00 amHOU - ORD
1 stop6h 02mAmerican Airlines
Tue 6/183:10 pmORD - HOU
1 stop4h 45mAmerican Airlines
Deal found 5/29$306
Wed 7/105:00 amHOU - ORD
1 stop5h 05mAmerican Airlines
Wed 7/245:00 amORD - HOU
1 stop4h 36mAmerican Airlines
Deal found 5/29$322
Fri 7/195:00 amHOU - ORD
1 stop5h 05mAmerican Airlines
Wed 7/245:00 amORD - HOU
1 stop4h 36mAmerican Airlines
Deal found 5/29$329
Cheap Delta flights from Hobby to Chicago
Explore cheap flight options specifically provided by Delta for the route between Hobby and Chicago. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
Take a gander at the lowest prices we've found on Delta flights from Houston to Chicago. Make sure to examine the flight information before completing your reservation.
Sat 8/246:00 amHOU - MDW
1 stop5h 44mDelta
Sat 8/313:47 pmMDW - HOU
1 stop6h 33mDelta
Deal found 5/29$227
Mon 9/97:18 pmHOU - ORD
1 stop4h 41mDelta
Sat 9/149:30 amORD - HOU
1 stop6h 49mDelta
Deal found 5/29$257
Fri 7/54:53 pmHOU - ORD
1 stop7h 03mDelta
Wed 7/106:00 amORD - HOU
1 stop6h 10mDelta
Deal found 5/29$277
Mon 9/910:30 amHOU - MDW
1 stop7h 29mDelta
Tue 9/1010:11 amMDW - HOU
1 stop5h 22mDelta
Deal found 5/29$314
Fri 8/24:21 pmHOU - ORD
1 stop7h 33mDelta
Sat 8/39:23 amORD - HOU
1 stop6h 08mDelta
Deal found 5/29$334
Fri 10/410:30 amHOU - MDW
1 stop7h 29mDelta
Wed 10/910:11 amMDW - HOU
1 stop5h 22mDelta
Deal found 5/30$360
Tue 10/221:00 pmHOU - MDW
1 stop4h 59mDelta
Thu 10/2410:11 amMDW - HOU
1 stop5h 22mDelta
Deal found 5/29$390
Fri 8/24:21 pmHOU - MDW
1 stop5h 25mDelta
Sat 8/310:28 amMDW - HOU
1 stop5h 03mDelta
Deal found 5/29$432
Tue 10/227:18 pmHOU - ORD
1 stop4h 41mDelta
Thu 10/243:35 pmORD - HOU
1 stop6h 40mDelta
Deal found 5/29$479
Cheap Hobby to Chicago flights in May & June 2024
Find cheap flight options from Hobby to Chicago specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,784,634 searches. Prices were last updated on May 30, 2024.
Listed are some of the best fares we've found on flights departing from Houston to Chicago in 2024. Check back regularly for other flight deals.
Sat 6/17:46 pmHOU - MDW
1 stop11h 08mFrontier
Thu 6/610:41 pmMDW - HOU
1 stop13h 16mFrontier
Deal found 5/29$140
Sat 6/89:33 amHOU - ORD
1 stop11h 33mFrontier
Tue 6/116:00 amORD - HOU
1 stop8h 55mFrontier
Deal found 5/30$140
Mon 6/32:31 pmHOU - MDW
1 stop26h 41mFrontier
Sat 6/810:26 pmMDW - HOU
1 stop10h 38mFrontier
Deal found 5/29$141
Thu 6/69:43 amHOU - ORD
1 stop14h 57mFrontier
Tue 6/116:00 amORD - HOU
1 stop8h 55mFrontier
Deal found 5/29$141
Sat 6/89:33 amHOU - MDW
1 stop25h 39mFrontier
Wed 6/125:55 amMDW - HOU
1 stop26h 58mFrontier
Deal found 5/29$142
Mon 6/35:52 pmHOU - ORD
1 stop7h 16mFrontier
Sat 6/1510:11 pmORD - HOU
1 stop10h 53mFrontier
Deal found 5/29$142
Mon 6/32:31 pmHOU - MDW
1 stop26h 41mFrontier
Thu 6/610:41 pmMDW - HOU
1 stop13h 16mFrontier
Deal found 5/29$143
Wed 6/510:44 pmHOU - MDW
1 stop12h 24mFrontier
Thu 6/610:41 pmMDW - HOU
1 stop13h 16mFrontier
Deal found 5/29$144
Wed 6/510:44 pmHOU - ORD
1 stop25h 56mFrontier
Sat 6/810:11 pmORD - HOU
1 stop10h 53mFrontier
Deal found 5/29$144
Hobby to Chicago 2024 flight deals
Discover exclusive flight deals for travel between Hobby and Chicago in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
Listed are some of the best fares we've found on flights departing from Houston to Chicago in 2024. Check back regularly for other flight deals.
Sat 6/17:46 pmHOU - MDW
1 stop11h 08mFrontier
Thu 6/610:41 pmMDW - HOU
1 stop13h 16mFrontier
Deal found 5/29$140
Sat 6/89:33 amHOU - ORD
1 stop11h 33mFrontier
Tue 6/116:00 amORD - HOU
1 stop8h 55mFrontier
Deal found 5/30$140
Mon 6/32:31 pmHOU - MDW
1 stop26h 41mFrontier
Sat 6/810:26 pmMDW - HOU
1 stop10h 38mFrontier
Deal found 5/29$141
Thu 6/69:43 amHOU - ORD
1 stop14h 57mFrontier
Tue 6/116:00 amORD - HOU
1 stop8h 55mFrontier
Deal found 5/29$141
Sat 6/89:33 amHOU - MDW
1 stop25h 39mFrontier
Wed 6/125:55 amMDW - HOU
1 stop26h 58mFrontier
Deal found 5/29$142
Mon 6/35:52 pmHOU - ORD
1 stop7h 16mFrontier
Sat 6/1510:11 pmORD - HOU
1 stop10h 53mFrontier
Deal found 5/29$142
Mon 6/32:31 pmHOU - MDW
1 stop26h 41mFrontier
Thu 6/610:41 pmMDW - HOU
1 stop13h 16mFrontier
Deal found 5/29$143
Wed 6/510:44 pmHOU - MDW
1 stop12h 24mFrontier
Thu 6/610:41 pmMDW - HOU
1 stop13h 16mFrontier
Deal found 5/29$144
Wed 6/510:44 pmHOU - ORD
1 stop25h 56mFrontier
Sat 6/810:11 pmORD - HOU
1 stop10h 53mFrontier
Deal found 5/29$144
Non-stop flights to Chicago from Hobby
Discover non-stop flight options from Hobby to Chicago. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
To help reduce your travel time, choose from one of these non-stop flights from Houston to Chicago. Those looking to potentially save on 1 or 2-stop flights from Houston to Chicago should utilize the search form at the the top of the page.
Fri 6/215:50 amHOU - MDW
Nonstop2h 25mSouthwest
Fri 6/2110:55 pmMDW - HOU
Nonstop2h 25mSouthwest
Deal found 5/29$303
Hobby to Chicago flights leaving soon
Find last-minute flight options from Hobby to Chicago for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
Consider one of these great deals we found on last-minute flights from Houston to Chicago. Users should examine the flight details to ensure there are no surprises.
Tue 6/410:52 pmHOU - MDW
1 stop13h 08mFrontier
Thu 6/610:41 pmMDW - HOU
1 stop13h 16mFrontier
Deal found 5/29$140
Sat 6/89:33 amHOU - ORD
1 stop11h 33mFrontier
Tue 6/116:00 amORD - HOU
1 stop8h 55mFrontier
Deal found 5/30$140
Thu 6/69:43 amHOU - ORD
1 stop14h 57mFrontier
Tue 6/116:00 amORD - HOU
1 stop8h 55mFrontier
Deal found 5/29$141
Sat 6/89:33 amHOU - MDW
1 stop25h 39mFrontier
Wed 6/125:55 amMDW - HOU
1 stop26h 58mFrontier
Deal found 5/29$142
Wed 6/510:44 pmHOU - MDW
1 stop12h 24mFrontier
Thu 6/610:41 pmMDW - HOU
1 stop13h 16mFrontier
Deal found 5/29$144
Wed 6/510:44 pmHOU - ORD
1 stop25h 56mFrontier
Sat 6/810:11 pmORD - HOU
1 stop10h 53mFrontier
Deal found 5/29$144
Thu 6/69:43 amHOU - ORD
1 stop14h 57mFrontier
Mon 6/109:43 pmORD - HOU
1 stop17h 12mFrontier
Deal found 5/30$150
Fri 6/712:50 pmHOU - ORD
1 stop7h 58mFrontier
Sat 6/1510:11 pmORD - HOU
1 stop10h 53mFrontier
Deal found 5/30$154
Thu 6/69:43 amHOU - ORD
1 stop14h 57mFrontier
Sat 6/810:11 pmORD - HOU
1 stop10h 53mFrontier
Deal found 5/30$158
One-way flights to Chicago from Hobby
Search for one-way flight options from Hobby to Chicago. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
Some of the best available deals we've found on one-way flights from Houston to Chicago. Users in need of a round-trip flight from Houston to Chicago instead should update the search form at the top of page.
Sat 8/316:00 pmHOU - ORD
1 stop6h 11mFrontier
Deal found 5/30$50
Tue 6/113:46 pmHOU - ORD
1 stop8h 54mFrontier
Deal found 5/29$70
Tue 6/113:46 pmHOU - ORD
1 stop8h 54mFrontier
Deal found 5/29$72
Tue 6/410:52 pmHOU - MDW
1 stop13h 08mFrontier
Deal found 5/30$76
Sat 6/89:33 amHOU - ORD
1 stop11h 33mFrontier
Deal found 5/29$76
Wed 6/1210:44 pmHOU - MDW
1 stop12h 24mFrontier
Deal found 5/29$78
Mon 6/107:19 pmHOU - ORD
1 stop11h 49mFrontier
Deal found 5/30$78
Mon 6/32:31 pmHOU - MDW
1 stop23h 18mFrontier
Deal found 5/29$80
Wed 6/510:44 pmHOU - ORD
1 stop25h 56mFrontier
Deal found 5/29$80
Find flights from Hobby to Chicago within your budget
Customize your flight search to find flights from Hobby to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
Fly from
Any airport
Fly to
Any airport
Budget
$140 - $307
Route
Depart
Return
Price
Houston HobbyChicago Midway
HOU - MDW
HOUMDW
Houston Hobby
Wed 6/12
1 stop12h 24m
Chicago Midway
Sat 6/15
1 stop10h 38m
$140
Houston HobbyChicago O'Hare Intl
HOU - ORD
HOUORD
Houston Hobby
Sat 8/17
1 stop6h 11m
Chicago O'Hare Intl
Tue 8/20
1 stop10h 40m
$146
Houston HobbyChicago Midway
HOU - MDW
HOUMDW
Houston Hobby
Mon 6/10
1 stop28h 20m
Chicago Midway
Wed 6/12
1 stop26h 58m
$150
Houston HobbyChicago O'Hare Intl
HOU - ORD
HOUORD
Houston Hobby
Tue 6/11
1 stop8h 54m
Chicago O'Hare Intl
Thu 6/13
1 stop25h 04m
$150
Houston HobbyChicago Midway
HOU - MDW
HOUMDW
Houston Hobby
Mon 7/8
1 stop5h 00m
Chicago Midway
Fri 7/12
Nonstop2h 25m
$221
Houston HobbyChicago Midway
HOU - MDW
HOUMDW
Houston Hobby
Sat 8/24
1 stop5h 44m
Chicago Midway
Sat 8/31
1 stop6h 33m
$227
Houston HobbyChicago O'Hare Intl
HOU - ORD
HOUORD
Houston Hobby
Thu 7/4
1 stop10h 35m
Chicago O'Hare Intl
Wed 7/10
1 stop26h 08m
$239
Houston HobbyChicago O'Hare Intl
HOU - ORD
HOUORD
Houston Hobby
Sat 8/10
1 stop4h 35m
Chicago O'Hare Intl
Sat 8/24
1 stop4h 39m
$268
Houston HobbyChicago O'Hare Intl
HOU - ORD
HOUORD
Houston Hobby
Thu 7/4
1 stop10h 35m
Chicago O'Hare Intl
Tue 7/9
1 stop8h 25m
$307
How far ahead should I book a flight from Houston Hobby Airport to Chicago?
Use this chart to determine the optimal time to book a round-trip flight from Hobby to Chicago. Price data was last updated on May 24, 2024.
Booking 62 days in advance of your planned departure date is, on average, the best time to get cheap flights from Houston Hobby Airport to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Houston Hobby Airport to Chicago?
Use this chart to determine the cheapest time to fly round-trip from Hobby to Chicago. Price data was last updated on May 26, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Houston Hobby Airport to Chicago flight should consider departing on Saturday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Best time to book a flight from Hobby to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Hobby with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Temperature and rainfall in Chicago by month
Plan your trip to Chicago by taking into account the average temperature and rainfall totals by month.
CHI Temperature | 23 - 73.4 °F |
|---|
Reviews of airlines servicing Chicago
Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated May 30, 2024.
Peruse reviews from past customers who have flown with American Airlines, Delta and Frontier from Houston to Chicago to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
5,956 reviews
Comfort
8.1
Entertainment
7.8
Boarding
8.3
Overall
8.2
Crew
8.7
Food
7.3
Reviews
1 / 10
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Southwest
5,956 reviews
Southwest
5,956 reviews
Comfort
8.1
Entertainment
7.8
Boarding
8.3
Overall
8.2
Crew
8.7
Food
7.3
Reviews
1 / 10
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
10,457 reviews
Southwest
5,956 reviews
Comfort
8.1
Entertainment
7.8
Boarding
8.3
Overall
8.2
Crew
8.7
Food
7.3
Reviews
1 / 10
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
1,002 reviews
Southwest
5,956 reviews
Comfort
8.1
Entertainment
7.8
Boarding
8.3
Overall
8.2
Crew
8.7
Food
7.3
Reviews
1 / 10
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
14,284 reviews
Southwest
5,956 reviews
Comfort
8.1
Entertainment
7.8
Boarding
8.3
Overall
8.2
Crew
8.7
Food
7.3
Reviews
1 / 10
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
596 reviews
Southwest
5,956 reviews
Comfort
8.1
Entertainment
7.8
Boarding
8.3
Overall
8.2
Crew
8.7
Food
7.3
Reviews
1 / 10
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Related info for your journey
Find useful and relevant information for your journey from Hobby to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Hobby to ChicagoSee prices for flight routes from nearby airports that may be better suited for you.
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Hobby to Chicago
Discover the top 5 airlines that operate flights from Hobby to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,784,634 searches. Data last updated May 30, 2024.
Search flights from Hobby to Chicago by cabin class
Find flights from Hobby to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hourly flight availability from Hobby to Chicago
Find hourly flight availability from Hobby to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 30, 2024.
| 21%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 20%of flight departures | Morning6 am to noon |
| 43%of flight departures | AfternoonNoon to 6 pm |
| 16%of flight departures | Evening6 pm to midnight |
Midnight
6 AM
Noon
6 PM
Weekly flight availability from Hobby to Chicago
Explore weekly flight availability from Hobby to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated May 30, 2024.
| Sunday | 7daily flights |
|---|---|
| Monday | 9daily flights |
| Tuesday | 9daily flights |
| Wednesday | 9daily flights |
| Thursday | 9daily flights |
| Friday | 9daily flights |
| Saturday | 8daily flights |
Book a flight to one of these trending destinations
User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Fly with Cheapflights
Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from Hobby to Chicago?
Cheapflights makes it easy to find Hobby to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
Why should you use Cheapflights to find cheap flight tickets from Hobby to Chicago?
It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Hobby to Chicago.
Can Cheapflights find flights from Hobby to Chicago with no change fees?
Need flexible booking options for your flight to Chicago from Hobby? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.
Can Cheapflights notify me if prices for flights from Hobby to Chicago become cheaper?
Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Chicago from Hobby today and book when prices fit your budget.