Houston to Chicago: what the flight costs
In the last 60 days we checked this route 6 times. The typical round trip was $391 per person and the lowest $372, taxes and fees included.
| Per person | |
|---|---|
| Lowest seen | $372 |
| Typical (median) | $391 |
| Price checks, 60 days | 6 |
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Trips we picked on this route
$391 $372 per person, round trip, taxes and fees included You save $19 (5%)
the typical fare on this route
Every fare we found in the last 30 days
| Checked | Trip dates | Per person | Airline | Stops | Duration | Source |
|---|---|---|---|---|---|---|
| Oct 12, 2026 | Oct 23–25, 2026 | $470 | F9 | with a stop | 11h 45m | Kiwi.com |
| Oct 12, 2026 | Oct 23–25, 2026 | $384 | Frontier | with a stop | 6h 24m | Google Flights |
| Oct 12, 2026 | Oct 16–18, 2026 | $372 | F9 | nonstop | 5h 48m | Kiwi.com |
| Oct 12, 2026 | Oct 23–25, 2026 | $400 | F9 | with a stop | 6h 24m | Kiwi.com |
| Oct 12, 2026 | Oct 16–18, 2026 | $372 | F9 | nonstop | 2h 49m | Kiwi.com |
| Oct 12, 2026 | Oct 23–25, 2026 | $398 | F9 | with a stop | 6h 24m | Kiwi.com |
About Chicago
Chicago offers skyscraper architecture, a lakefront of beaches and parks, blues clubs, deep-dish pizza and museums of world rank.
Chicago from every city: when to go, where to stay, what to do
Questions about Houston to Chicago
What does a round trip from Houston to Chicago usually cost?
Over the last 60 days the typical price we found was $391 per person, taxes and fees included, across 6 checks; the lowest was $372.
When is the best time to fly from Houston to Chicago?
Chicago is at its best in May, June, July, August, September and October. Avoid December, January, February, March: Bitter cold and wind off the lake
Do I need a passport to fly from Houston to Chicago?
No, a government photo ID is enough for US citizens.