Houston to Chicago: what the flight costs
In the last 60 days we checked this route 6 times. The typical return was £295 per person and the lowest £280, taxes and fees included.
| Per person | |
|---|---|
| Lowest seen | £280 |
| Typical (median) | £295 |
| Price checks, 60 days | 6 |
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Trips we picked on this route
Next weekend · from HoustonLowest in 30 daysWorth it, if
Chicago
16 – 18 Oct 2026 · 2 nights
- Nonstop IAH to O'Hare, leaving 11:36 AM and landing 2:25 PM
- $372 per person, $19 below the typical fare on this route
- Saturday mostly clear at 52°F, Sunday clear at 62°F
£938 for two · 2 nights · flights, hotel, taxes & fees
Flights £561 + hotel £378, taxes in · a checked bag each adds about £181
Frontier · nonstop · 5h 48m
The catch: The $501 hotel is by Midway Airport, not downtown, Friday has a 60% rain chance, and a checked bag and resort fees aren't in the total.
Worth it if you want a low-cost city weekend and don't mind riding in to the sights; skip it if you want to walk out to the Loop.
Every fare we found in the last 30 days
| Checked | Trip dates | Per person | Airline | Stops | Duration | Source |
|---|---|---|---|---|---|---|
| 12 Oct 2026 | 23 – 25 Oct 2026 | £354 | F9 | with a stop | 11h 45m | Kiwi.com |
| 12 Oct 2026 | 23 – 25 Oct 2026 | £289 | Frontier | with a stop | 6h 24m | Google Flights |
| 12 Oct 2026 | 16 – 18 Oct 2026 | £280 | F9 | nonstop | 5h 48m | Kiwi.com |
| 12 Oct 2026 | 23 – 25 Oct 2026 | £302 | F9 | with a stop | 6h 24m | Kiwi.com |
| 12 Oct 2026 | 16 – 18 Oct 2026 | £280 | F9 | nonstop | 2h 49m | Kiwi.com |
| 12 Oct 2026 | 23 – 25 Oct 2026 | £300 | 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 return from Houston to Chicago usually cost?
Over the last 60 days the typical price we found was £295 per person, taxes and fees included, across 6 checks; the lowest was £280.
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 passport needed for travellers from the United States: a government photo ID is enough for Chicago.
Prices converted from US dollars at the rate of 15 Oct 2026.