Popular in | December |
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Cheapest in | April |
Round-trip from | $54 (mytrip.com) |
One-way from | $29 (Frontier) |
Travelers have found that booking a Monday departure is the best way to save up to 75% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.
To save up to 126% on this flight, we recommend booking at least 30 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 Chicago from $195 1-2 weeks out and tickets from $302 for flights departing within the next 72 hours.
Flights from Houston to Chicago lean towards being more expensive in December. Prices are generally better when you fly from Houston to Chicago in April, with the cheapest ticket starting at $58.
When flying from Houston to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 21% versus a flight at noon.
Fly from
Fly to
Budget
$54 - $72
Route
Depart
Return
Price
Houston George Bush IntcntlChicago Midway
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Sat 9/14
Nonstop2h 30m
Chicago Midway
Sat 9/21
Nonstop2h 34m
Houston George Bush IntcntlChicago Midway
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Tue 8/27
Nonstop2h 28m
Chicago Midway
Wed 9/4
Nonstop2h 35m
Houston George Bush IntcntlChicago O'Hare Intl
IAH - ORD
IAHORD
Houston George Bush Intcntl
Wed 10/9
Nonstop2h 39m
Chicago O'Hare Intl
Wed 10/23
Nonstop2h 46m
Houston George Bush IntcntlChicago Midway
IAH - MDW
IAHMDW
Houston George Bush Intcntl
Tue 10/8
Nonstop2h 28m
Chicago Midway
Tue 10/22
Nonstop2h 44m
Houston George Bush IntcntlChicago O'Hare Intl
IAH - ORD
IAHORD
Houston George Bush Intcntl
Sat 8/24
Nonstop2h 39m
Chicago O'Hare Intl
Tue 8/27
Nonstop2h 42m
Houston George Bush IntcntlChicago O'Hare Intl
IAH - ORD
IAHORD
Houston George Bush Intcntl
Fri 8/23
Nonstop2h 43m
Chicago O'Hare Intl
Wed 8/28
Nonstop2h 42m
Houston George Bush IntcntlChicago O'Hare Intl
IAH - ORD
IAHORD
Houston George Bush Intcntl
Wed 8/14
1 stop5h 07m
Chicago O'Hare Intl
Sun 8/18
Nonstop2h 42m
Houston George Bush IntcntlChicago O'Hare Intl
IAH - ORD
IAHORD
Houston George Bush Intcntl
Tue 8/13
Nonstop2h 50m
Chicago O'Hare Intl
Sat 8/17
Nonstop2h 47m
Houston George Bush IntcntlChicago O'Hare Intl
IAH - ORD
IAHORD
Houston George Bush Intcntl
Wed 8/14
Nonstop2h 45m
Chicago O'Hare Intl
Sat 8/24
Nonstop2h 42m
CHI Temperature | 23 - 73.4 °F |
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If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Overall
Entertainment
Food
Boarding
Comfort
Crew
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Overall
Entertainment
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Boarding
Comfort
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Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Overall
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Boarding
Comfort
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Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Overall
Entertainment
Food
Boarding
Comfort
Crew
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Overall
Entertainment
Food
Boarding
Comfort
Crew
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Overall
Entertainment
Food
Boarding
Comfort
Crew
Reviews
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
You can land at Chicago O’Hare that’s on the northwest side of the city. It’s 14 miles from the busy Loop business sector. This is Chicago’s busiest airport. It serves flights that go to Europe, Africa, Asia, and North and South America. It’s the sixth busiest airport in the world.
Your other option is to land at Chicago Midway. This was once the city’s main airport until O’Hare came on the scene. The airport is still quite busy, serving more than 22 million passengers in 2018. The majority of the traffic coming through this airport is provided by Southwest Airlines.
Southwest has some other options between Hobby and Midway. They make stops in St. Louis, New Orleans, Orlando, Dallas, Oklahoma City, Nashville, Jacksonville, Austin, and a few others. Most of their stopovers are under an hour.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$29 | Average$146 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$64 | Average$146 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$109 | Average$315 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$147 | Average$396 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$150 | Average$317 | FlexibilityNo cancel fee | On-time71% |
4%of flight departures | Early morningMidnight to 6 am |
---|---|
32%of flight departures | Morning6 am to noon |
46%of flight departures | AfternoonNoon to 6 pm |
18%of flight departures | Evening6 pm to midnight |
Sunday | 7daily flights |
---|---|
Monday | 9daily flights |
Tuesday | 9daily flights |
Wednesday | 9daily flights |
Thursday | 9daily flights |
Friday | 9daily flights |
Saturday | 8daily flights |