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Cheap flights from Houston to Chicago

33 nonstop flights a week, 5 of them today. Operated by 3 airlines, about 2h 28m in the air, 942 mi (1,516 km). Tickets from $106, nonstop from $124.

Flights from Houston to Chicago

Pick a departure date to see flights and seller prices

We search agencies and airlines for your day: nonstop and connecting flights, baggage, departure and arrival times.

Prices by day: Houston to Chicago

Lowest one-way price in dollars from recent searches, cheap days in green. Press a day to see flights and exact prices.

Filters

Best fares from Houston to Chicago

Lowest one-way prices found by recent searches for the next 120 days; press a card to search that date

Cheapest one-way $106 13 December 2026, with a connection Cheapest nonstop $124 13 December 2026, F9 Cheapest in the next 7 days $133 14 November, Sat Cheapest weekend departure $124 Sat, 2 January 2027 Cheapest month December 2026 tickets from $106

Houston to Chicago at a glance

flight time, from 2h 25m to 7h 23m
2h 28m
straight-line distance
942 mi (1,516 km)
flights a week
33
flights today
5
first and last departure
05:00 - 07:20
lowest price, with a connection, 13 December
$106
lowest nonstop price
$124
airlines
3

Houston to Chicago ticket prices by month

Lowest one-way fare found by recent searches

Cheapest month: December 2026, tickets from $106. Prices come from searches over the last few days; check the search for your exact date.

The most expensive month is November 2026: from $133. The average across months is $121.

Houston to Chicago flight schedule

33 flights a week, 5 today, 35 seasonal or one-off. Departure and arrival times are local.

FlightDepartsArrivesDurationDaysAircraft
UA 1486
United Airlines
05:00 George Bush Intercontinental, terminal C
07:52 , terminal 1
2h 52m
Daily
Boeing 737
WN 1590
Southwest Airlines
05:00 William P. Hobby
07:25 Chicago Midway International
2h 25m
Sat
Boeing 737
WN 1044
Southwest Airlines
05:05 William P. Hobby
07:30 Chicago Midway International
2h 25m
Sat
UA 2616
United Airlines
06:20 George Bush Intercontinental, terminal C
09:11 , terminal 1
2h 51m
Daily
Boeing 737
UA 2494
United Airlines
07:20 George Bush Intercontinental, terminal C
14:43 , terminal 1
7h 23m
Tue, Wed, Thu, Fri, Sat, Sun
Boeing 737
UA 2802
United Airlines
07:20 George Bush Intercontinental, terminal C
10:11 , terminal 1
2h 51m
Daily
Boeing 737-900
WN 853
Southwest Airlines
07:20 William P. Hobby
09:50 Chicago Midway International
2h 30m
Mon, Tue, Wed, Thu

Seasonal and one-off flights

Not operating in the next two weeks. The first of them is on 24 November.

FlightDepartsArrivesDurationDaysAircraft
WN 1044
Southwest Airlines
05:10 William P. Hobby
07:35 Chicago Midway International
2h 25m
Seasonal
Boeing 737-800
WN 1044
Southwest Airlines
07:05 William P. Hobby
09:30 Chicago Midway International
2h 25m
Seasonal
Boeing 737-800
WN 1044
Southwest Airlines
05:35 William P. Hobby
08:00 Chicago Midway International
2h 25m
Seasonal
Boeing 737-800
UA 547
United Airlines
07:20 George Bush Intercontinental, terminal C
10:10 , terminal 1
2h 50m
Seasonal
Boeing 737
AA 1296
American Airlines
06:12 George Bush Intercontinental, terminal A
09:05 , terminal 3
2h 53m
Seasonal
Boeing 737-800
AA 1296
American Airlines
06:37 George Bush Intercontinental, terminal A
09:30 , terminal 3
2h 53m
Seasonal
Boeing 737-800
AA 1296
American Airlines
06:06 George Bush Intercontinental, terminal A
08:59 , terminal 3
2h 53m
Seasonal
Boeing 737-800
UA 243
United Airlines
07:20 George Bush Intercontinental, terminal C
10:10 , terminal 1
2h 50m
Seasonal
Boeing 737-900
AA 1296
American Airlines
06:07 George Bush Intercontinental, terminal A
09:00 , terminal 3
2h 53m
Seasonal
Boeing 737-800
WN 1702
Southwest Airlines
05:00 William P. Hobby
07:25 Chicago Midway International
2h 25m
Seasonal
WN 2646
Southwest Airlines
07:00 William P. Hobby
09:25 Chicago Midway International
2h 25m
Seasonal
WN 2646
Southwest Airlines
07:15 William P. Hobby
09:40 Chicago Midway International
2h 25m
Seasonal
Boeing 737
WN 2488
Southwest Airlines
05:00 William P. Hobby
07:25 Chicago Midway International
2h 25m
Seasonal
Boeing 737
UA 2616
United Airlines
06:45 George Bush Intercontinental, terminal C
09:34 , terminal 1
2h 49m
Seasonal
Airbus A320
UA 1376
United Airlines
07:20 George Bush Intercontinental, terminal C
10:07 , terminal 1
2h 47m
Seasonal
Boeing 737-900
WN 988
Southwest Airlines
05:05 William P. Hobby
07:30 Chicago Midway International
2h 25m
Seasonal
WN 4664
Southwest Airlines
05:00 William P. Hobby
07:25 Chicago Midway International
2h 25m
Seasonal
Boeing 737
WN 2066
Southwest Airlines
05:05 William P. Hobby
07:30 Chicago Midway International
2h 25m
Seasonal
Boeing 737
WN 865
Southwest Airlines
05:05 William P. Hobby
07:30 Chicago Midway International
2h 25m
Selected dates
Boeing 737
AA 3106
American Airlines
06:04 George Bush Intercontinental, terminal A
08:56 , terminal 3
2h 52m
Seasonal
Boeing 737-800
WN 2011
Southwest Airlines
07:00 William P. Hobby
09:25 Chicago Midway International
2h 25m
Seasonal
WN 2011
Southwest Airlines
05:30 William P. Hobby
07:55 Chicago Midway International
2h 25m
Seasonal
WN 1098
Southwest Airlines
05:00 William P. Hobby
07:25 Chicago Midway International
2h 25m
Seasonal
WN 2011
Southwest Airlines
05:00 William P. Hobby
07:25 Chicago Midway International
2h 25m
Seasonal
Boeing 737
AA 3106
American Airlines
06:02 George Bush Intercontinental, terminal A
08:52 , terminal 3
2h 50m
Seasonal
Boeing 737-800
WN 4773
Southwest Airlines
05:00 William P. Hobby
07:30 Chicago Midway International
2h 30m
Seasonal
Boeing 737
WN 1790
Southwest Airlines
05:30 William P. Hobby
07:55 Chicago Midway International
2h 25m
Seasonal
WN 4595
Southwest Airlines
07:00 William P. Hobby
09:30 Chicago Midway International
2h 30m
Seasonal
Boeing 737
WN 4773
Southwest Airlines
05:05 William P. Hobby
07:30 Chicago Midway International
2h 25m
Seasonal
WN 4773
Southwest Airlines
05:10 William P. Hobby
07:35 Chicago Midway International
2h 25m
Seasonal
Boeing 737
WN 4595
Southwest Airlines
07:15 William P. Hobby
09:45 Chicago Midway International
2h 30m
Seasonal
WN 4773
Southwest Airlines
05:15 William P. Hobby
07:40 Chicago Midway International
2h 25m
Seasonal
Boeing 737
WN 1790
Southwest Airlines
07:10 William P. Hobby
09:40 Chicago Midway International
2h 30m
Seasonal
Boeing 737
AA 3106
American Airlines
06:13 George Bush Intercontinental, terminal A
09:07 , terminal 3
2h 54m
Seasonal
Boeing 737-800
AA 3106
American Airlines
06:07 George Bush Intercontinental, terminal A
09:05 , terminal 3
2h 58m
Seasonal
Boeing 737-800

Days of the week are taken from the schedule for the next 14 days; schedules change by season. The search shows seat availability and the price for your date.

Airlines flying Houston to Chicago

Flights a week by schedule and the cheapest nonstop fare of each airline found by recent searches

United Airlines27 a week Southwest Airlines6 a week American Airlinesfrom 2 December
  • United Airlines: 7 flights, first departure at 05:00, last at 07:20 MTWTFSS United Airlines Houston to Chicago
  • Southwest Airlines: 15 flights, first departure at 05:00, last at 07:20, tickets from $169 on 2 December MTWTFSS Southwest Airlines Houston to Chicago
  • American Airlines: 2 flights, first departure at 06:02, last at 06:37, tickets from $158 on 14 November MTWTFSS

Airports

Where flights from Houston to Chicago depart and land

Departure from Houston

George Bush Intercontinental IAH

27 flights a week, terminals A, C, 16 mi (25 km) from the city centre

About the airport
William P. Hobby closest to the centreHOU

6 flights a week, 10 mi (16 km) from the city centre

About the airport

Arrival in Chicago

Chicago Midway International MDW

6 flights a week, 9 mi (14 km) from the city centre

About the airport

When to visit Chicago

Weather by month

Best time to visit: May, June, July, August, September and October, +18° to +27° by day. In November it is +10° by day and +2° at night, with 7 rainy days.

Jan
0° −7° 10 days
Feb
+2° −6° 7 days
Mar
+9° 0° 12 days
Apr
+14° +5° 13 days
May
+19° +10° 11 days
Jun
+27° +17° 9 days
Jul
+27° +19° 12 days
Aug
+27° +19° 10 days
Sep
+24° +16° 7 days
Oct
+18° +10° 11 days
Nov
+10° +2° 7 days
Dec
+4° −3° 10 days

Daytime and night temperatures in °C, rainy days. Months with the most comfortable weather are in green. Long-term averages.

Frequently asked questions

How long is the flight from Houston to Chicago?
A nonstop flight takes 2 hours 28 minutes on average, from 2h 25m to 7h 23m depending on the flight.
How far is Chicago from Houston?
942 mi (1,516 km) in a straight line between the cities.
Which airlines fly nonstop from Houston to Chicago?
United Airlines (27 a week), Southwest Airlines (6 a week) and American Airlines.
How many flights a day are there from Houston to Chicago?
5 flights today and 33 a week, about 4.7 a day on average.
When are the first and last flights from Houston to Chicago?
The first departure is at 05:00 (UA1486), the last at 07:20 (WN853). Local time.
What is the cheapest month to fly from Houston to Chicago?
December 2026: tickets from $106. The most expensive is November 2026, from $133.
What is the cheapest upcoming date to fly from Houston to Chicago?
13 December 2026 (Sunday): from $106 one way, with a connection, by recent searches. The search shows the price for your dates.
Which airline is the cheapest from Houston to Chicago?
American Airlines: nonstop tickets from $158 on 14 November by recent searches. Prices change daily, so compare the sellers in the search.
Which Houston airport do flights to Chicago leave from?
George Bush Intercontinental (27 a week) and William P. Hobby (6 a week).