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, Feb 26 — Mon, Mar 2
The cheapest round-trip flight from Houston to Chicago is currently $58
Cheapest one-way flight $29
Frontier Nonstop 3 hr Thu, Feb 26
The cheapest one-way flight from Houston to Chicago is currently $29
Last-minute weekend getaway $164
Spirit 1 stop 8 hr Thu, Jan 29 — Sun, Feb 1
The cheapest last-minute weekend getaway from Houston to Chicago is currently $164
Cheapest business class flights $478
American Nonstop 3 hr Thu, Feb 26 — Mon, Mar 2
The cheapest business class round-trip flight from Houston to Chicago is currently $478
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 January. The most expensive month to fly is typically June.
January
Cheapest
Typical prices: $70–210
June
Most expensive
Typical prices: $135–240

Popular airlines from Houston to Chicago

  • United
    Nonstop
    from $177
    Typical price: $180–380
    74 weekly nonstop flights
    IAH - ORD Every day
    825 weekly connecting flights
    IAH - ORD Every day
  • Southwest
    Nonstop
    from $177
    Typical price: $190–375
    28 weekly nonstop flights
    HOU - MDW Every day
    2788 weekly connecting flights
    HOU - MDW, ORD Every day
  • American
    Nonstop
    from $177
    Typical price: $185–395
    20 weekly nonstop flights
    IAH - ORD Every day
    1043 weekly connecting flights
    HOU, IAH - ORD Every day
  • Delta
    from $207
    Typical price: $220–560
    486 weekly connecting flights
    HOU, IAH - MDW, ORD Every day
  • Spirit
    Nonstop
    from $76
    Typical price: $95–230
    7 weekly nonstop flights
    IAH - ORD Every day
    14 weekly connecting flights
    IAH - ORD Every day
  • Frontier
    Nonstop
    from $58
    Typical price: $115–260
    2 weekly nonstop flights
    IAH - ORD Every Fri, Sun
    44 weekly connecting flights
    IAH - MDW, 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
  • Dallas Fort Worth International Airport (DFW)
    Dallas United States 3 hr 51 min 237 mi
  • Austin-Bergstrom International Airport (AUS)
    Austin United States 2 hr 26 min 140 mi

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 27 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 25 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 24 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

The cheapest flights from Houston to Chicago are usually in January. Typical ticket prices in January range from $70 to $210.
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 Frontier from $29.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest United flight from Houston to Chicago is $177, flying from Feb 28 to Mar 1.
  • The cheapest Southwest flight from Houston to Chicago is $177, flying from Feb 21 to Feb 22.
  • The cheapest American flight from Houston to Chicago is $177, flying from Feb 28 to Mar 1.
  • The cheapest Delta flight from Houston to Chicago is $207, flying from Feb 28 to Mar 1.
  • The cheapest Spirit flight from Houston to Chicago is $76, flying from Feb 19 to Feb 23.
  • The cheapest Frontier flight from Houston to Chicago is $58, flying from Feb 26 to Mar 2.
The cheapest round-trip flight from Houston to Chicago starts at $58 from Thu, Feb 26 to Mon, Mar 2. The cheapest one-way flight starts at $29 and departs on Thu, Feb 26.
2 hr 20 min is the shortest flight time from Houston to Chicago.
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.
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 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 74 nonstop flights and 825 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 28 nonstop flights and 2,788 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 20 nonstop flights and 1,043 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 486 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) .
  • Spirit offers 7 nonstop flights and 14 connecting flights per week. Spirit flies from George Bush Intercontinental Airport (IAH) to Chicago O'Hare International Airport (ORD) .
  • Frontier offers 2 nonstop flights and 44 connecting flights per week. Frontier flies from George Bush Intercontinental Airport (IAH) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
The number of connecting flights refers to distinct flights with at least one stop between Houston and 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 Frontier from $29.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest United flight from Houston to Chicago is $177, flying from Feb 28 to Mar 1.
  • The cheapest Southwest flight from Houston to Chicago is $177, flying from Feb 21 to Feb 22.
  • The cheapest American flight from Houston to Chicago is $177, flying from Feb 28 to Mar 1.
  • The cheapest Delta flight from Houston to Chicago is $207, flying from Feb 28 to Mar 1.
  • The cheapest Spirit flight from Houston to Chicago is $76, flying from Feb 19 to Feb 23.
  • The cheapest Frontier flight from Houston to Chicago is $58, flying from Feb 26 to Mar 2.
Southwest, United, American, Spirit and Frontier fly direct from Houston to Chicago.
  • There are 74 United direct flights from Houston to Chicago per week. Flights are available every day.
  • There are 28 Southwest direct flights from Houston to Chicago per week. Flights are available every day.
  • There are 20 American direct flights from Houston to Chicago per week. Flights are available every day.
  • There are 7 Spirit direct flights from Houston to Chicago per week. Flights are available every day.
  • There are 2 Frontier direct flights from Houston to Chicago per week. Flights are available on Friday and Sunday.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
The cheapest last-minute deal between Houston and Chicago at price $164 is offered by Spirit from Thu, Jan 29 to Sun, Feb 1.
Southwest, United, American, Spirit and Frontier fly direct from Houston to Chicago.
  • There are 74 United direct flights from Houston to Chicago per week. Flights are available every day.
  • There are 28 Southwest direct flights from Houston to Chicago per week. Flights are available every day.
  • There are 20 American direct flights from Houston to Chicago per week. Flights are available every day.
  • There are 7 Spirit direct flights from Houston to Chicago per week. Flights are available every day.
  • There are 2 Frontier direct flights from Houston to Chicago per week. Flights are available on Friday and Sunday.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
There are direct flights from Houston to Chicago on a daily basis.
The cheapest direct (nonstop) round-trip flights between Houston and Chicago start at $58 from Thu, Feb 26 to Mon, Mar 2 with Frontier.
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.
The cheapest business class round-trip flights between Houston and Chicago start at $478 from Thu, Feb 26 to Mon, Mar 2 with American.
The cheapest economy class round-trip flights between Houston and Chicago start at $58 from Thu, Feb 26 to Mon, Mar 2.
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.
The best last-minute getaway deal for the next weekend between Houston and Chicago starts at $164 from Thu, Jan 29 to Sun, Feb 1 with Spirit.
The cheapest last-minute deal between Houston and Chicago at price $164 is offered by Spirit from Thu, Jan 29 to Sun, Feb 1.
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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