Cheap flights from Houston to Chicago
Fares from $89 in December 2026. Compare every month below, then book with the site you like.
Search Houston → Chicago flightsCheapest Houston to Chicago fares by month
Lowest price per person found in recent searches. Prices change often and are checked when you book.
- October 2026Oct 31 · one way · Frontier · Direct$144See deal
- November 2026Nov 21 · one way · Frontier · 1 stop$106See deal
- December 2026Dec 11 · one way · Frontier · 1 stop$89See deal
- March 2027Mar 27 · one way · Frontier · Direct$211See deal
- June 2027Jun 15 · one way · American Airlines · Direct$230See deal
Houston to Chicago at a glance
- Distance927 miles
- Nonstop flight timeabout 2h 30m
- Cheapest monthDecember 2026
- Airport codesIAH → CHI
Plan your Chicago trip
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Frequently asked questions
- How much is a flight from Houston to Chicago?
- The cheapest fare we found recently is $89 per person, departing Dec 11 on Frontier. Prices change daily, so search your dates to see today's fares.
- What is the cheapest month to fly from Houston to Chicago?
- December 2026 is currently the cheapest month, from $89. June 2027 is the most expensive, from $230.
- Are there direct flights from Houston to Chicago?
- Yes. Recent searches found nonstop fares from $144.
- Which airlines fly from Houston to Chicago?
- The cheapest recent fares on this route were on Frontier, American Airlines.
- How long is the flight from Houston to Chicago?
- Houston and Chicago are about 927 miles apart, so a nonstop flight takes roughly 2h 30m. Flights with a stop take longer, depending on the connection.
- How do I find the cheapest flight from Houston to Chicago?
- Search your dates on Gotoesy. We list fares from several booking sites sorted cheapest first, show nearby dates when your day has no saved fare, and send you straight to the seller to book.
More flights from Houston
- Houston to New York
- Houston to Los Angeles
- Houston to Miami
- Houston to Orlando
- Houston to Las Vegas
- Houston to San Francisco
- Houston to Washington, D.C.
- Houston to Boston
- Houston to Atlanta
- Houston to Dallas
- Houston to Seattle
- Houston to Denver