To save up to 122% on this flight, we recommend booking at least 49 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Houston to Illinois from $232 1-2 weeks out and tickets from $349 for flights departing within the next 72 hours.
Our data shows that September tends to be the cheapest month to fly to Illinois from Houston. Users have commonly found prices around $244 for the month, but tickets can be as low as $77. Due to multiple factors, prepare for potentially higher prices in July.
When flying from Houston to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$56 - $179
Route
Depart
Return
Price
Houston George Bush IntcntlChicago O'Hare Intl
IAH - ORD
IAHORD
Houston George Bush Intcntl
Sat 5/18
Nonstop2h 40m
Chicago O'Hare Intl
Wed 5/22
Nonstop2h 45m
Houston George Bush IntcntlChicago Midway
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Sat 5/18
Nonstop2h 29m
Chicago Midway
Tue 5/28
Nonstop2h 42m
Houston George Bush IntcntlChicago O'Hare Intl
IAH - ORD
IAHORD
Houston George Bush Intcntl
Sat 5/18
Nonstop2h 40m
Chicago O'Hare Intl
Wed 5/22
Nonstop2h 45m
Houston George Bush IntcntlChicago Midway
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Tue 5/14
Nonstop2h 27m
Chicago Midway
Sat 5/18
Nonstop2h 42m
Houston George Bush IntcntlChicago O'Hare Intl
IAH - ORD
IAHORD
Houston George Bush Intcntl
Sat 5/18
Nonstop2h 36m
Chicago O'Hare Intl
Tue 5/21
1 stop11h 43m
Houston George Bush IntcntlChicago O'Hare Intl
IAH - ORD
IAHORD
Houston George Bush Intcntl
Sat 5/18
Nonstop2h 40m
Chicago O'Hare Intl
Tue 5/28
Nonstop2h 47m
Houston George Bush IntcntlChicago O'Hare Intl
IAH - ORD
IAHORD
Houston George Bush Intcntl
Wed 5/22
Nonstop2h 40m
Chicago O'Hare Intl
Sun 5/26
Nonstop2h 47m
Houston George Bush IntcntlChicago O'Hare Intl
IAH - ORD
IAHORD
Houston George Bush Intcntl
Wed 5/22
Nonstop2h 38m
Chicago O'Hare Intl
Sun 5/26
Nonstop2h 47m
Houston George Bush IntcntlChicago O'Hare Intl
IAH - ORD
IAHORD
Houston George Bush Intcntl
Mon 7/15
Nonstop2h 48m
Chicago O'Hare Intl
Mon 7/29
Nonstop2h 44m
No data available for this route at this time. Please check back soon.
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
We were delayed two hours. The gate staff were confused and a mess. They booked me on another flight, did not tell me and when I went to get back on the plane I no longer was able to because they booked me on some other flight later in the day. When I went back to the agent she was rude, reprinted my boarding pass for later in the day. What I needed was to be rebooked on my original flight but she could not understand that. Another agent figured it out. Southwest serves no food on any flights. It truly is a embarrassment to the airline industry. My second flight to Long Beach was worse. The flight attendant was obnoxious and extremely unprofessional. He treated everyone like they were seventh graders on a field trip. He was a terrible comedian, insisted on being on the microphone throughout the flight and would not shut up. No food on this four hour flight and no time to get food between our two flights made for seven hours without any hope of getting food.
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
We were delayed two hours. The gate staff were confused and a mess. They booked me on another flight, did not tell me and when I went to get back on the plane I no longer was able to because they booked me on some other flight later in the day. When I went back to the agent she was rude, reprinted my boarding pass for later in the day. What I needed was to be rebooked on my original flight but she could not understand that. Another agent figured it out. Southwest serves no food on any flights. It truly is a embarrassment to the airline industry. My second flight to Long Beach was worse. The flight attendant was obnoxious and extremely unprofessional. He treated everyone like they were seventh graders on a field trip. He was a terrible comedian, insisted on being on the microphone throughout the flight and would not shut up. No food on this four hour flight and no time to get food between our two flights made for seven hours without any hope of getting food.
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
We were delayed two hours. The gate staff were confused and a mess. They booked me on another flight, did not tell me and when I went to get back on the plane I no longer was able to because they booked me on some other flight later in the day. When I went back to the agent she was rude, reprinted my boarding pass for later in the day. What I needed was to be rebooked on my original flight but she could not understand that. Another agent figured it out. Southwest serves no food on any flights. It truly is a embarrassment to the airline industry. My second flight to Long Beach was worse. The flight attendant was obnoxious and extremely unprofessional. He treated everyone like they were seventh graders on a field trip. He was a terrible comedian, insisted on being on the microphone throughout the flight and would not shut up. No food on this four hour flight and no time to get food between our two flights made for seven hours without any hope of getting food.
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
We were delayed two hours. The gate staff were confused and a mess. They booked me on another flight, did not tell me and when I went to get back on the plane I no longer was able to because they booked me on some other flight later in the day. When I went back to the agent she was rude, reprinted my boarding pass for later in the day. What I needed was to be rebooked on my original flight but she could not understand that. Another agent figured it out. Southwest serves no food on any flights. It truly is a embarrassment to the airline industry. My second flight to Long Beach was worse. The flight attendant was obnoxious and extremely unprofessional. He treated everyone like they were seventh graders on a field trip. He was a terrible comedian, insisted on being on the microphone throughout the flight and would not shut up. No food on this four hour flight and no time to get food between our two flights made for seven hours without any hope of getting food.
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
We were delayed two hours. The gate staff were confused and a mess. They booked me on another flight, did not tell me and when I went to get back on the plane I no longer was able to because they booked me on some other flight later in the day. When I went back to the agent she was rude, reprinted my boarding pass for later in the day. What I needed was to be rebooked on my original flight but she could not understand that. Another agent figured it out. Southwest serves no food on any flights. It truly is a embarrassment to the airline industry. My second flight to Long Beach was worse. The flight attendant was obnoxious and extremely unprofessional. He treated everyone like they were seventh graders on a field trip. He was a terrible comedian, insisted on being on the microphone throughout the flight and would not shut up. No food on this four hour flight and no time to get food between our two flights made for seven hours without any hope of getting food.
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
We were delayed two hours. The gate staff were confused and a mess. They booked me on another flight, did not tell me and when I went to get back on the plane I no longer was able to because they booked me on some other flight later in the day. When I went back to the agent she was rude, reprinted my boarding pass for later in the day. What I needed was to be rebooked on my original flight but she could not understand that. Another agent figured it out. Southwest serves no food on any flights. It truly is a embarrassment to the airline industry. My second flight to Long Beach was worse. The flight attendant was obnoxious and extremely unprofessional. He treated everyone like they were seventh graders on a field trip. He was a terrible comedian, insisted on being on the microphone throughout the flight and would not shut up. No food on this four hour flight and no time to get food between our two flights made for seven hours without any hope of getting food.
7%of flight departures | Early morningMidnight to 6 am |
---|---|
36%of flight departures | Morning6 am to noon |
46%of flight departures | AfternoonNoon to 6 pm |
11%of flight departures | Evening6 pm to midnight |
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