RareNonstop · 5h
CHI to SJUPuerto Rico
San Juan
$162
usually $340
−52%
Most monthly lows $287–$340. Cheaper than every other month on record (3).
Flights · CHI → HOU
Chicago to Houston
Best fare, round trip
$181
−7%
below its usual $195
you keep $14
Found
- Depart
- Fri 18 Dec
- Return
- Tue 19 Jan
- Stay
- 32 nights
- Flight
- 1 stop · 5.5h
- Airline
Frontier Airlines
Most of this route’s monthly lows fall between $193 and $214. The drop beats 12% of measured fares on the board, over 5 observed months.
Cached fare — the booking search re-prices live before you pay.
United StatesHoustonUnited’s Latin America gateway, the best Vietnamese food in the country, and NASA on the edge of town.Best windowMar–May · Oct–NovAirportsBush (IAH) · Hobby (HOU)Every route into HoustonFare seasonality
When this route gets cheap.
Fares bottom out in December around $181 and peak in March near $284, 57% dearer, across the 5 months we track. The cheapest itinerary we are tracking makes one stop and takes about 5.5 hours outbound, on a 32-night trip — ticketed under Frontier Airlines, which on a connecting fare need not operate every leg. At $181 for 1,516 km each way, that works out to about $60 per 1,000 km flown. That is above the $41 per 1,000 km typical of short-haul fares here. Across the 3 departure cities we track at a similar distance from Houston, this fare ranks 2nd — 14% above the $159 from Miami. The best time to be in Houston: Mar–May · Oct–Nov.
The 7 days we hold a cached fare for
Press a date to compare its fares
The median cached fare across this calendar is 36% higher than when tracking began on 8 Aug — $165 then versus $224 now, across 22 recorded snapshots. This is a calendar-level trend, so an individual deal above can be lower. The lowest single day we have seen here is $138, on 21 Oct.
- Tue 20 Oct$249
- Fri 23 Oct$193
- Sun 25 Oct$307
- Wed 18 Nov$196
- Wed 25 Nov$224
- Fri 18 Dec$181lowest
- Wed 30 Dec$268
These are the only days we have a cached price for on this route so far — not the only days it flies. The search above covers any date.
Cached fares · checked 17 Oct 2026
Cheapest in Dec, around $181
7% below the $195 typical fare
$193Oct, around the usual price. Compare October fares.$196Nov, around the usual price. Compare November fares.$181Dec, the cheapest month. Compare December fares.$214Feb ’27, above the usual price. Compare February fares.$284Mar, above the usual price. Compare March fares.
CheapestBelow usualUsualAbove usualPress a month to compare its fares
Cheapest round-trip fare found each month, Chicago to Houston, from cached prices.
Route facts
- Airports
- O’Hare (ORD) · Midway (MDW) ↔ Bush (IAH) · Hobby (HOU)
- Flight time
- ≈5.5 hours outbound
- Distance
- ≈1,516 km each way
- Typical price
- $195 round-trip (seasonal median)
- Airlines on the board
- Frontier Airlines
- Itineraries
- Connections on current fares
- Best months to visit
- Mar–May · Oct–Nov
Good to know
CHI → HOU, answered.
Is $181 a good price for Chicago to Houston?
Only slightly. The seasonal median is around $195 round-trip and this fare is 7% under it. We do not call a drop notable until 20%, so this is an ordinary price for the route rather than a reason to hurry.
What is the cheapest month to fly from Chicago to Houston?
Across 5 months of cached-fare history, Dec comes out cheapest on this route. The best months to actually be in Houston are Mar–May · Oct–Nov — when those overlap, that's your window.
How far in advance should I book CHI → Houston?
We do not publish a number for this, because we cannot measure it yet. Answering it honestly means watching the same departure date on this route over many weeks as it approaches, and that archive is still filling up — so any "book N days ahead" figure here would be borrowed from somewhere else rather than measured. What we can measure is which month is cheap: across 5 months of cached fares, Dec comes out lowest on this route. Our guide Why flight prices change covers what does move a fare.
Are there nonstop flights from Chicago to Houston?
The current cheapest fares involve a connection, ticketed under Frontier Airlines. We hold no nonstop fare on this route right now, which does not mean none flies — search your exact dates to see what does.
Are these prices guaranteed?
No — these are cached fares found on real searches (this one on 17 October). Airlines reprice constantly, so the booking search re-checks the live price before you pay. Fresher finds are far more likely to still be available.
Next step
Sleeping in Houston?
Lock the flight first — then compare stays for 18 Dec – 19 Jan '27 · 32 nights.
Browse hotelsMissed it?
Cached fares expire. This route has a feed of its own — follow it and the next CHI → HOU drop reaches you as soon as we find it.
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