Cheap flights from Hobby to Chicago (HOU - CHI)

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The best prices from Houston Hobby to Chicago are usually found in August or July, booked 60 days in advance, depart on a Tuesday or Saturday and return on a Wednesday

How to find the cheapest flight from
Hobby (HOU) to Chicago (CHI)

All the information you need to plan the best HOU to CHI flight in 2021: compare Hobby to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
HOU - CHI
Price
$79 - $169
CHI
Temperature
23 - 73.4 °F
CHI
Precipitation
1.7 - 4.9 inches

Popular in

December

High demand for flights, 23% potential price rise

Cheapest in

August

Best time to find cheap flights, 39% potential price drop

Average price

$146

Average for round-trip flights in September 2021

Round-trip from

$79

From Houston Hobby to Chicago All airports (CHI)

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Houston Hobby Airport to Chicago?

Thursday flights are found to be more expensive to fly from Houston Hobby Airport to Chicago. This shouldn’t discourage you from searching, as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

How far in advance should I book a flight from Houston Hobby Airport to Chicago?

To save on the cost of your flight from Houston Hobby Airport to Chicago, book at least 61 days before your planned departure. Booking around this time can save you about 15% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $135 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $154.

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

Flights from Houston Hobby Airport to Chicago lean towards being more expensive in December. Prices are generally better when you fly from Houston Hobby Airport to Chicago in August, with the cheapest ticket starting at $48.

When is the cheapest time to fly from Houston Hobby Airport to Chicago (HOU - CHI)?

A simple way to save on the total cost of your ticket is to fly from Houston Hobby Airport to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 33% on your trip compared to booking a flight at noon.

Cheap flights from Hobby to Chicago in September, October 2021

The best prices found for HOU to CHI flights for September, October
22 Oct - 24 Oct
$140pp
HOU
Houston Hobby
Allegiant Air
 
1 STOP
RFD
Chicago Greater Rockford
RFD
Chicago Greater Rockford
Allegiant Air
 
1 STOP
HOU
Houston Hobby
22 Oct - 24 Oct
$148pp
HOU
Houston Hobby
Allegiant Air
 
1 STOP
RFD
Chicago Greater Rockford
RFD
Chicago Greater Rockford
Allegiant Air
 
1 STOP
HOU
Houston Hobby
29 Oct - 31 Oct
$149pp
HOU
Houston Hobby
Allegiant Air
 
1 STOP
RFD
Chicago Greater Rockford
RFD
Chicago Greater Rockford
Allegiant Air
 
1 STOP
HOU
Houston Hobby

Houston Hobby to Chicago 2021 flight deals

Cheap flights to Chicago from Hobby found for this year
5 Nov - 7 Nov
$132pp
HOU
Houston Hobby
Allegiant Air
 
1 STOP
RFD
Chicago Greater Rockford
RFD
Chicago Greater Rockford
Allegiant Air
 
1 STOP
HOU
Houston Hobby
22 Oct - 24 Oct
$140pp
HOU
Houston Hobby
Allegiant Air
 
1 STOP
RFD
Chicago Greater Rockford
RFD
Chicago Greater Rockford
Allegiant Air
 
1 STOP
HOU
Houston Hobby
22 Oct - 24 Oct
$148pp
HOU
Houston Hobby
Allegiant Air
 
1 STOP
RFD
Chicago Greater Rockford
RFD
Chicago Greater Rockford
Allegiant Air
 
1 STOP
HOU
Houston Hobby

Last minute flights from Hobby to Chicago

Late deals on round-trip flights to Chicago from Hobby, departing today and this week
29 Sep - 16 Oct
$173pp
HOU
Houston Hobby
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
HOU
Houston Hobby
29 Sep - 16 Oct
$173pp
HOU
Houston Hobby
Delta
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
HOU
Houston Hobby
29 Sep - 9 Oct
$175pp
HOU
Houston Hobby
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
HOU
Houston Hobby

One-way flights to Chicago from Houston Hobby

The cheapest one-way flights from Hobby to Chicago
4:56 am - 10:55 am
Allegiant Air
1 Stop
5h 59m
HOU - MDW
Allegiant Air
$123
Kiwi.com
1:00 am - 6:50 am
Delta
1 Stop
5h 50m
HOU - MDW
Delta
$130
Delta
10:39 am - 12:45 am
Multiple Airlines
3 Stops
38h 06m
HOU - ORD
Multiple Airlines
$144
Gotogate

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Hobby</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Hobby to Chicago

Which airlines flying from Houston Hobby to Chicago have flexible cancellations due to COVID-19?

Due to the rapidly changing circumstances due to COVID-19, airlines like Spirit Airlines, United Airlines, and American Airlines flying from Houston Hobby to Chicago have implemented new flexible cancellation policies.

Are flight prices decreasing from Houston Hobby Airport to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Houston Hobby Airport and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Houston Hobby Airport to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from Houston Hobby Airport to Chicago for under $200. The cheapest flight booked recently is on Delta for just $171, but on average you can expect to pay $198.

Are there last-minute flights available from Houston Hobby Airport to Chicago for under $200?

There are currently 20+ open flights from Houston Hobby Airport to Chicago within the next 7 days for less than $200.

What are the cheapest airlines flying from Houston Hobby Airport to Chicago round-trip?

Our cheapest airline available from Houston Hobby Airport to Chicago is Delta. Our recent data shows that you can find tickets from as low as $171 on this airline. Additional options worth looking into are American Airlines and Allegiant Air, starting at $195 and $256 round-trip.

What are the cheapest airlines to fly from Houston Hobby Airport to Chicago one-way?

One-way options have recently been found by users for as low as $67 on Allegiant Air. Other airlines that offer cheap prices include Delta from $86 and American Airlines from $98 one-way.

What are the most popular routes from Houston Hobby Airport to Chicago?

While some choose either Houston Hobby - Chicago Midway or Houston Hobby - Chicago Greater Rockford, Houston Hobby - Chicago O'Hare Intl is the most popular route from Houston Hobby Airport to Chicago.

What are the cheapest flights from Houston Hobby Airport to Chicago?

On average you can expect to pay $248 for a flight from Houston Hobby Airport to Chicago. The cheapest flight overall is $48 while the most popular route, (Houston Hobby - Chicago O'Hare Intl) is currently priced at $53.

What are the most popular airlines that fly from Houston Hobby Airport to Chicago?

Before booking your flight from Houston Hobby Airport to Chicago check out the most popular airlines for this route: Major Airline, American Airlines or Delta.

COVID Restrictions

View COVID Travel Restrictions for Chicago, IL

Do I need a COVID test to fly to Chicago from Hobby?

Information is based on travel restrictions for travel to Chicago within the United States

Most visitors from Houston Hobby need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from Houston Hobby must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Chicago.

Quarantine requirements
Visitors from Houston Hobby are not required to quarantine after entering Chicago.

Do I need a test to fly back to Hobby from Chicago?

Returning to Houston Hobby from Chicago

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 72 hours before departing to Houston Hobby.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Houston Hobby.

Hide COVID Travel Restrictions for Chicago, IL

Alternative routes for Hobby to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Hobby to Chicago.
Average temperature for September in Chicago
77.0 °F
Avg rainfall for September in Chicago
2.4 ″

Airports servicing Houston

Airports servicing Chicago

Midway (MDW)
Rockford (RFD)

Top 5 airlines flying from Houston Hobby to Chicago

The chart below displays the airlines Cheapflights users traveling from Hobby to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
American Airlines
$48 $179 No cancel fee 71%
United Airlines
$48 $243 No cancel fee 69%
Spirit Airlines
$56 $216 No cancel fee 65%
Delta
$87 $265 No cancel fee N/A
Southwest
$134 $346 No cancel fee 63%

Hourly flight availability from Hobby to Chicago

See what time of day planes typically take off from Hobby towards Chicago.
Morning 6 AM to noon 43% of HOU to CHI departures
Afternoon Noon to 6 PM 28% of HOU to CHI departures
Early morning Midnight to 6 AM 15% of HOU to CHI departures
Evening 6 PM to midnight 14% of HOU to CHI departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Hobby to Chicago
See how many times per day planes take to the skies headed from Hobby to Chicago.
Sunday
0 flights
Monday
15 daily flights
Tuesday
10 daily flights
Wednesday
11 daily flights
Thursday
14 daily flights
Friday
14 daily flights
Saturday
0 flights
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