Cheap flights from Houston to Chicago

Flights overview

Useful information for finding cheap flights from Houston to Chicago and booking your next trip
Cheapest round-trip flights $58
Frontier Nonstop 3 hr Thu, Jan 8 — Sun, Jan 11
The cheapest round-trip flight from Houston to Chicago is currently $58
Cheapest one-way flight $35
Spirit Nonstop 3 hr Wed, Dec 10
The cheapest one-way flight from Houston to Chicago is currently $35
Cheapest nonstop flights $58
Frontier Nonstop 3 hr Fri, Jan 16 — Sun, Jan 18
The cheapest nonstop round-trip flight from Houston to Chicago is currently $58
Last-minute weekend getaway $220
Frontier 1 stop 15 hr Thu, Nov 20 — Mon, Nov 24
The cheapest last-minute weekend getaway from Houston to Chicago is currently $220
Cheapest business class flights $432
American Nonstop 3 hr Thu, Jan 15 — Sun, Jan 18
The cheapest business class round-trip flight from Houston to Chicago is currently $432
Fastest flight 2 hr 20 min The fastest nonstop flight from Houston to Chicago takes 2 hr 20 min
Nonstop flights Every day There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Houston to Chicago is typically September. The most expensive month to fly is typically June.
September
Cheapest
Typical prices: $85–155
June
Most expensive
Typical prices: $135–240

Popular airlines from Houston to Chicago

  • United
    Nonstop
    from $117
    Typical price: $190–395
    75 weekly nonstop flights
    IAH - ORD Every day
    802 weekly connecting flights
    IAH - ORD Every day
  • Southwest
    Nonstop
    from $117
    Typical price: $195–395
    33 weekly nonstop flights
    HOU - MDW Every day
    2800 weekly connecting flights
    HOU - MDW, ORD Every day
  • American
    Nonstop
    from $117
    Typical price: $190–400
    21 weekly nonstop flights
    IAH - ORD Every day
    1005 weekly connecting flights
    HOU, IAH - ORD Every day
  • Delta
    from $197
    Typical price: $225–560
    612 weekly connecting flights
    HOU, IAH - MDW, ORD Every day
  • Frontier
    Nonstop
    from $50
    Typical price: $115–260
    10 weekly nonstop flights
    IAH - MDW, ORD Every Mon, Thu, Fri, Sat, Sun
    48 weekly connecting flights
    IAH - MDW, ORD Every day
  • Spirit
    Nonstop
    from $72
    Typical price: $105–230
    7 weekly nonstop flights
    IAH - ORD Every day
    21 weekly connecting flights
    IAH - ORD Every day

Popular airports near Houston

  • George Bush Intercontinental Airport (IAH)
    Houston United States 22 min 16 mi
  • William P. Hobby Airport (HOU)
    Houston United States 23 min 9 mi
  • Austin-Bergstrom International Airport (AUS)
    Austin United States 2 hr 26 min 140 mi
  • San Antonio International Airport (SAT)
    San Antonio United States 3 hr 2 min 186 mi

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 31 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 26 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 28 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 58 min 165 mi

Frequently asked questions about flying from Houston to Chicago

When are the cheapest days to fly from Houston to Chicago?
The cheapest flights from Houston to Chicago are usually in September. Typical ticket prices in September range from $85 to $155.
Which airlines provide the cheapest flights from Houston to Chicago?
The cheapest round-trip flight from Houston to Chicago recently found on Google Flights was with Frontier from $58. The cheapest one-way flight was with Spirit from $35.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest United flight from Houston to Chicago is $117, flying from Jan 8 to Jan 11.
  • The cheapest Southwest flight from Houston to Chicago is $117, flying from Jan 8 to Jan 11.
  • The cheapest American flight from Houston to Chicago is $117, flying from Jan 8 to Jan 12.
  • The cheapest Delta flight from Houston to Chicago is $197, flying from Jan 8 to Jan 11.
  • The cheapest Frontier flight from Houston to Chicago is $50, flying from Dec 5 to Dec 7.
  • The cheapest Spirit flight from Houston to Chicago is $72, flying from Jan 8 to Jan 11.
What are the cheapest flights from Houston to Chicago?
The cheapest round-trip flight from Houston to Chicago starts at $58 from Thu, Jan 8 to Sun, Jan 11. The cheapest one-way flight starts at $35 and departs on Wed, Dec 10.
How long does it take to fly from Houston to Chicago?
2 hr 20 min is the shortest flight time from Houston to Chicago.
When should you fly to Chicago, United States?
Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.
How do I find cheap dates to fly from Houston to Chicago?
It's easy to use Google Flights to find the cheapest days to fly from Houston to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What is the best airline to fly from Houston to Chicago?
What counts as the best airline for your flights from Houston to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Houston to Chicago.

In terms of nonstop flights, United is the most popular. United offers 75 nonstop flights and 802 connecting flights per week. United flies from George Bush Intercontinental Airport (IAH) to Chicago O'Hare International Airport (ORD) .

In terms of flights, Southwest is the most popular. Southwest offers 33 nonstop flights and 2,800 connecting flights per week. Southwest flies from William P. Hobby Airport (HOU) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from Houston to Chicago are:
  • American offers 21 nonstop flights and 1,005 connecting flights per week. American flies from William P. Hobby Airport (HOU) , George Bush Intercontinental Airport (IAH) to Chicago O'Hare International Airport (ORD) .
  • Delta offers 612 connecting flights per week. Delta flies from William P. Hobby Airport (HOU) , George Bush Intercontinental Airport (IAH) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
  • Frontier offers 10 nonstop flights and 48 connecting flights per week. Frontier flies from George Bush Intercontinental Airport (IAH) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
  • Spirit offers 7 nonstop flights and 21 connecting flights per week. Spirit flies from George Bush Intercontinental Airport (IAH) to Chicago O'Hare International Airport (ORD) .
The number of connecting flights refers to distinct flights with at least one stop between Houston and Chicago.
Which airlines provide the cheapest flights from Houston to Chicago?
The cheapest round-trip flight from Houston to Chicago recently found on Google Flights was with Frontier from $58. The cheapest one-way flight was with Spirit from $35.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest United flight from Houston to Chicago is $117, flying from Jan 8 to Jan 11.
  • The cheapest Southwest flight from Houston to Chicago is $117, flying from Jan 8 to Jan 11.
  • The cheapest American flight from Houston to Chicago is $117, flying from Jan 8 to Jan 12.
  • The cheapest Delta flight from Houston to Chicago is $197, flying from Jan 8 to Jan 11.
  • The cheapest Frontier flight from Houston to Chicago is $50, flying from Dec 5 to Dec 7.
  • The cheapest Spirit flight from Houston to Chicago is $72, flying from Jan 8 to Jan 11.
Which airlines have direct flights from Houston to Chicago?
Southwest, Frontier, United, American and Spirit fly direct from Houston to Chicago.
  • There are 75 United direct flights from Houston to Chicago per week. Flights are available every day.
  • There are 33 Southwest direct flights from Houston to Chicago per week. Flights are available every day.
  • There are 21 American direct flights from Houston to Chicago per week. Flights are available every day.
  • There are 10 Frontier direct flights from Houston to Chicago per week. Flights are available on Monday, Thursday, Friday, Saturday and Sunday.
  • There are 7 Spirit direct flights from Houston to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
Which airline provides the cheapest last-minute getaway flight from Houston to Chicago?
The cheapest last-minute deal between Houston and Chicago at price $220 is offered by Frontier from Thu, Nov 20 to Mon, Nov 24.
Which airlines have direct flights from Houston to Chicago?
Southwest, Frontier, United, American and Spirit fly direct from Houston to Chicago.
  • There are 75 United direct flights from Houston to Chicago per week. Flights are available every day.
  • There are 33 Southwest direct flights from Houston to Chicago per week. Flights are available every day.
  • There are 21 American direct flights from Houston to Chicago per week. Flights are available every day.
  • There are 10 Frontier direct flights from Houston to Chicago per week. Flights are available on Monday, Thursday, Friday, Saturday and Sunday.
  • There are 7 Spirit direct flights from Houston to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
When are direct flights from Houston to Chicago available?
There are direct flights from Houston to Chicago on a daily basis.
What are the cheapest direct flights from Houston to Chicago?
The cheapest direct (nonstop) round-trip flights between Houston and Chicago start at $58 from Fri, Jan 16 to Sun, Jan 18 with Frontier.
How can I find nonstop flights from Houston to Chicago?
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Houston to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
What are the cheapest business class flights from Houston to Chicago?
The cheapest business class round-trip flights between Houston and Chicago start at $432 from Thu, Jan 15 to Sun, Jan 18 with American.
What are the cheapest economy class flights from Houston to Chicago?
The cheapest economy class round-trip flights between Houston and Chicago start at $58 from Thu, Jan 8 to Sun, Jan 11.
How can I book business class trips from Houston to Chicago?
To book business class trips from Houston to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
Are there any last-minute deals from Houston to Chicago next weekend?
The best last-minute getaway deal for the next weekend between Houston and Chicago starts at $220 from Thu, Nov 20 to Mon, Nov 24 with Frontier.
Which airline provides the cheapest last-minute getaway flight from Houston to Chicago?
The cheapest last-minute deal between Houston and Chicago at price $220 is offered by Frontier from Thu, Nov 20 to Mon, Nov 24.
How can I find last-minute flight deals from Houston to Chicago?
To find last-minute flight deals from Houston to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

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