Cheap Flights from Houston to Chicago Starting at $64

Helping travelers to find the best flight offers

Cheapest flights from Houston to Chicago

Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Houston to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.

Cheapest one way flight

$64

Spirit Airlines
Spirit Airlines
Direct flight
2h 40m
04/20/2025

The cheapest one-way flight from Houston to Chicago departs on 04/20/2025, is operated by Spirit Airlines and costs $64

Cheapest round trip flight

$132

Frontier Airlines
Frontier Airlines
Direct flight
5h 34m
04/17/2025

The cheapest roundtrip flight from Houston to Chicago departs on 04/17/2025, is operated by Frontier Airlines and costs $132

The fastest flight

2h 29m

Fastest flight from Houston to Chicago takes 2h 29m

Direct flights

Several times a week

There are direct flights on this route 5 days a week: Su, Mo, Th, Fr, and Sa

Earliest flight

5:55 AM

Latest flight

9:54 PM

Direct flights count

133

Distance

1516km

Timezone difference

0h

The distance between Houston and Chicago is 1516km (940 miles). There are 133 direct flights from Houston to Chicago. Houston and Chicago are in the same time zone. Flights from Houston begin at 5:55 AM. The latest flight from Houston departs at 9:54 PM.

Airfare from Houston to Chicago by month

We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Houston to Chicago

May 2025
Lowest price
on average:
$76

Airlines operating on route

Below you will find a list of airlines operating flights on the Houston — Chicago route and the starting prices for flights of each specific airline on it.

Starting at $64

Starting at $76

Direct Flights from Houston to Chicago

A direct flight is the most convenient and comfortable way to fly from Houston to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.

Chicago city image

HoustonChicago

HOUCHI

04/06/2025

Departure date

Direct flight

Southwest Airlines

WN424

Starting at $372

Chicago city image

HoustonChicago

HOUCHI

04/20/2025

Departure date

Direct flight

Southwest Airlines

WN2317

Starting at $206

Chicago city image

HoustonChicago

HOUCHI

04/21/2025

Departure date

Direct flight

Southwest Airlines

WN1592

Starting at $329

Chicago city image

HoustonChicago

HOUCHI

05/02/2025

Departure date

Direct flight

Spirit Airlines

NK990

Starting at $85

Chicago city image

HoustonChicago

HOUCHI

05/16/2025

Departure date

Direct flight

Southwest Airlines

WN3525

Starting at $256

Chicago city image

HoustonChicago

HOUCHI

05/22/2025

Departure date

Direct flight

Spirit Airlines

NK2174

Starting at $76

Chicago city image

HoustonChicago

HOUCHI

05/23/2025

Departure date

Direct flight

Southwest Airlines

WN2326

Starting at $239

Chicago city image

HoustonChicago

HOUCHI

06/21/2025

Departure date

Direct flight

Frontier Airlines

F93282

Starting at $192

Chicago city image

HoustonChicago

HOUCHI

11/17/2025

Departure date

Direct flight

Spirit Airlines

NK1145

Starting at $68

Chicago city image

HoustonChicago

HOUCHI

04/04/2025

Departure date

Direct flight

Frontier Airlines

F93282

Starting at $102

Schedule of direct flights from Houston to Chicago

A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Houston to Chicago:

Spirit Airlines

Spirit Airlines

Su, Tu, Th, Fr, and Sa

Starting at $76

Houston airports overview

IAH
Frontier Airlines
Spirit Airlines
Airlines flying to this airport
$64
Starting at
$92
on average

Chicago airports overview

MDW
Frontier Airlines
Airlines flying to this airport
$82
Starting at
$91-0%
on average
ORD
Frontier Airlines
Spirit Airlines
Airlines flying to this airport
$64
Starting at
$92
on average

Frequently asked questions (FAQ)

Answers to questions about the route that travelers are most interested in.

How much is the cheapest flight ticket from Houston to Chicago?

The cheapest flight ticket from Houston to Chicago according to data for the last 48 hours costs $64

When is the best time to buy air tickets on the route Houston — Chicago?

Often the best time to buy tickets from Houston to Chicago is 2 months before departure.

When is the cheapest time of year to fly from Houston to Chicago?

Based on statistics over the past years, the lowest prices for flights from Houston to Chicago can be found flying in these months: May.

How long does it take to fly from Houston to Chicago?

The fastest flights from Houston to Chicago start from 2 hours 29 minutes in the air.

Which airline can fly direct from Houston to Chicago?

The following airlines operate direct flights on the route Houston — Chicago: Southwest Airlines, Spirit Airlines, Frontier Airlines

Special offers and sales on air tickets from Houston to Chicago

We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.

Alternative routes

WacoChicagoBeaumontChicagoCollege StationChicagoCorpus ChristiChicagoDallasChicagoKilleenChicagoLake CharlesChicagoLafayetteChicagoShreveportChicagoTylerChicagoHoustonAppletonHoustonKalamazooHoustonChampaignHoustonFort WayneHoustonIndianapolisHoustonLansingHoustonMilwaukeeHoustonMuskegonHoustonSouth Bend