Cheapest one-way
J$ 20,436.00
Frontier Airlines · Nonstop
One-way tickets on IAH–ORD recently started around J$ 20,436.00.
Flights from Houston to Chicago
Compare Houston to Chicago flights on BookingTrolley, where the lowest tracked fare was J$ 40,716.00. Check airlines, nonstop options and the cheapest months to fly.
Houston to Chicago flights overview
The lowest fare BookingTrolley recently tracked from Houston to Chicago was J$ 40,716.00. Across the months we have sampled, the typical round-trip fare averages about J$ 48,828.00. Nov tends to be the cheapest month to fly (around J$ 40,716.00), while Jun is usually the most expensive at about J$ 60,528.00 — a swing of roughly 49%.
IAH and ORD sit roughly 1,491 km apart, so total travel time depends on whether you fly nonstop or connect. BookingTrolley found 4 airlines currently compete on the IAH–ORD corridor, with Frontier Airlines posting one of the lowest fares at J$ 40,716.00. 3 of them offer nonstop options, which save layover time but can cost more than connecting itineraries.
Frequently asked questions about flying from Houston to Chicago
According to BookingTrolley fare data on the Houston to Chicago route (IAH–ORD), round-trip tickets started at J$ 40,716.00. Prices are shown in USD for comparison; Jamaica travellers should confirm the final checkout currency on BookingTrolley.
Flight time from Houston to Chicago depends on the airline and on whether the itinerary is nonstop or connecting. BookingTrolley shows a duration only when it is calculated from observed departure and arrival times.
Recent BookingTrolley comparisons list Frontier Airlines (from J$ 40,716.00), American Airlines (from J$ 87,828.00), Delta Air Lines (from J$ 90,168.00) among the lowest fares on Houston to Chicago. Carrier availability changes with season and sales.
Mid-week departures and shoulder seasons usually cost less. According to BookingTrolley fare data on the Houston to Chicago route (IAH–ORD), round-trip tickets started at J$ 40,716.00. BookingTrolley helps Jamaica travellers spot dips before peak travel.
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Explore fares from Houston, into Chicago, and on related corridors with BookingTrolley.
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