Flights from Houston, TX to Chicago, IL

Promo Code

Best Deals on Flights From Houston, TX (IAH) to Chicago, IL (MDW)

Jun 2026
from$109*
Last seen: 38 mins ago
One-way/Economy
Jul 2026
from$109*
Last seen: 3 hours ago
One-way/Economy
Aug 2026
from$109*
Last seen: 8 hours ago
One-way/Economy
cmp-daily-histogram-bars-legend-min-price-aria-label $109
cmp-daily-histogram-bars-legend-max-price-aria-label $380
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    • Range$109-$380

    *Prices found by others in the previous 48 hours for round-trip flights. Prices shown may also require membership in our travel club, Discount Den.

    Flights Deals from Houston, TX to Chicago, IL on Frontier

    $
    Flights Deals from Houston, TX to Chicago, IL on Frontier
    From
    To
    Houston, TX (IAH)Chicago, IL (ORD)One-way
    /
    Discount Den Basic Fare    		Departing Oct 21, 2026

    From

    $44

    Last seen: 22 hours ago

    Houston, TX (IAH)Chicago, IL (MDW)One-way
    /
    Discount Den Basic Fare    		Departing Oct 23, 2026

    From

    $115

    Last seen: 7 hours ago

    *Prices found by others in the previous 48 hours for one-way flights. Prices shown may also require membership in our travel club, Discount Den®.

    Houston, TX Chicago, IL

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