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Houston to Chicago flights

The cheapest round trip we found from Houston to Chicago is $177 (Dec 2 – 6, 1 stop), 51% below the usual $359.

HOU to CHI · Round trip · Economy · Prices per person in USD · Price found (3 days ago)

Cheapest found

$177 51% less
Dec 2 – 6 · 1 stop · Usually $359
Book this fare
Good price — book if the dates work 51% below the usual $359. Based on 47 days of prices.
Not ready to book? We'll email you when Houston → Chicago drops below $165.
Dec – Jan · 2–4 nights · Change

Cheapest round trip by month

Lowest fare found per departure month
Cheapest month Below usual Usual price $359
Cheapest round trip from Houston to Chicago by departure month
MonthCheapest round trip
November 2026$291
December 2026$177 (cheapest month)
January 2027$315
February 2027No fares found yet
March 2027$255
April 2027$359
May 2027$374
June 2027$401
July 2027$460
August 2027No fares found yet
September 2027$391

Cheapest dates in the next 4 months

Round trip, per person
  • Dec 2 – 6 4 nights · leave Wed
    $177 −51% vs usual
    Frontier Airlines 1 stop · 6h 03m
    Book
  • Dec 19 – Jan 9, 2027 21 nights · leave Sat
    $203 −43% vs usual
    Frontier Airlines 1 stop · 5h 35m
    Book
  • Dec 4 – 8 4 nights · leave Fri
    $231 −36% vs usual
    Frontier Airlines 2 stops · 7h 22m
    Book
  • Nov 21 – 25 4 nights · leave Sat
    $297 −17% vs usual
    Frontier Airlines 1 stop · 8h 06m
    Book
  • Nov 21 – 27 6 nights · leave Sat
    $309 −14% vs usual
    Frontier Airlines 1 stop · 4h 35m
    Book
  • Jan 2 – 5, 2027 3 nights · leave Sat
    $315 −12% vs usual
    Frontier Airlines 1 stop · 2h 50m
    Book
  • Jan 2 – 6, 2027 4 nights · leave Sat
    $322 −10% vs usual
    Frontier Airlines 1 stop · 2h 50m
    Book
  • Nov 15 – 18 3 nights · leave Sun
    $363
    Frontier Airlines 1 stop · 4h 23m
    Book

Prices change often. The booking site shows the final price before you pay. Other dates? Set an alert

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Go City prices checked Oct 23, 2026; the final price is on Go City. Partner links: we may earn a commission if you book, at no extra cost to you.

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Chicago · Dec 2 – 6

Airport transfer · Kiwitaxi

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Good to know

Nonstop flights Nonstop from $395 11% of the 9 date combinations we track are nonstop.
Airline Frontier Airlines Every cheap fare we track on this route is on Frontier Airlines.
Most expensive month July Cheapest round trip that month is $460, vs $177 in the cheapest month.

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More from Houston

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Flights to Chicago from other cities

All flights to Chicago Flying the other way? Chicago to Houston from $157

Houston to Chicago: questions

How much does a flight from Houston to Chicago cost?

The cheapest round trip we have found right now is $177, leaving December 2 and returning December 6. The usual price on this route is about $359, so this fare is 51% less. Prices are per person, economy, in USD.

What is the cheapest month to fly from Houston to Chicago?

December 2026, with round trips from $177. The most expensive month in our data is July (from $460). Based on the 9 months ahead we have prices for.

Are there nonstop flights from Houston to Chicago?

Yes. Nonstop from $395 round trip. 11% of the 9 date combinations we track are nonstop.

Which airports do Houston to Chicago flights use?

Houston airports include George Bush Intercontinental (IAH) and William P. Hobby (HOU). Chicago airports include O'Hare International (ORD), Chicago Midway International (MDW) and Chicago Rockford International (RFD). The prices on this page cover every airport in both cities (HOU and CHI are the city codes).

About this route

We track round-trip economy fares from Houston (United States) to Chicago (United States) using Travelpayouts / Aviasales data. The cheapest round trip we've found is $177, departing December 2 and returning December 6, about 51% below the usual $359. Right now we're following 9 upcoming date combinations on this route. The cheapest month to fly in our data is December, from $177. Prices are per person and were correct when found; the final price is set by the airline or booking site when you book.

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