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$53+ Cheap flights from Galveston, TX to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — CHI
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
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The best prices from Galveston to Chicago are usually found in September or April, booked 75 days in advance, depart on a Saturday or Tuesday and return on a Wednesday

Cheap flight deals from Galveston to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Galveston (G4L) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 18, 2024.

Round-trip from

$117
(CheapOair)

One-way from

$53
(Cheapflightsfares)

Popular in

March

Cheapest in

September

Average price

$199
From Galveston to Chicago (CHI)
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One-way flight from Galveston to Chicago (CHI)
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High demand for flights, 9% potential price rise
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Best time to find cheap flights, 3% potential price drop
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Average for round-trip flights in December 2024
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Find flight deals from Galveston to Chicago

Cheapest flights from Galveston to Chicago
Explore the most affordable flight options available from Galveston to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2024.

This American Airlines deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/316:00 amHOU - ORD
1 stop4h 35mAmerican Airlines
Sun 1/125:00 amORD - HOU
1 stop4h 45mAmerican Airlines
Deal found 12/17$337
This Southwest deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/246:35 pmHOU - MDW
Nonstop2h 25mSouthwest
Tue 12/318:50 pmMDW - HOU
Nonstop2h 45mSouthwest
Deal found 12/17$338
This Southwest deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/242:25 pmHOU - ORD
2 stops8h 10mSouthwest
Tue 12/314:35 pmORD - HOU
1 stop4h 35mSouthwest
Deal found 12/17$396
This Gotogate deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/207:47 pmHOU - ORD
1 stop26h 57mFrontier
Fri 1/36:00 amORD - HOU
1 stop12h 57mFrontier
Deal found 12/17$471
This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/253:10 pmHOU - MDW
1 stop6h 56mDelta
Tue 12/313:32 pmMDW - HOU
1 stop5h 05mDelta
Deal found 12/17$592
This Delta deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/256:03 amHOU - ORD
1 stop6h 29mDelta
Tue 12/311:57 pmORD - HOU
1 stop6h 40mDelta
Deal found 12/17$652
This eDestinos deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/217:25 pmHOU - ORD
1 stop24h 09mMultiple Airlines
Fri 12/277:33 pmORD - HOU
2 stops22h 55mMultiple Airlines
Deal found 12/17$812
This Kissandfly.com deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/174:48 pmHOU - MDW
1 stop5h 18mFrontier
Sat 12/217:00 amMDW - HOU
1 stop11h 28mFrontier
Deal found 12/17$835

Find flights from Galveston to Chicago within your budget

Customize your flight search to find flights from Galveston to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Wed 1/29

6:16 pm-12:17 am

1 stop6h 01m

Chicago Midway

Thu 1/30

7:15 am-9:36 am

1 stop26h 21m

$117

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 1/8

6:18 pm-2:00 pm

1 stop19h 42m

Chicago O'Hare Intl

Sun 1/12

7:25 am-9:33 am

1 stop26h 08m

$157

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Wed 1/29

6:55 am-9:15 am

Nonstop2h 20m

Chicago Midway

Thu 1/30

8:25 am-11:15 am

Nonstop2h 50m

$178

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Sat 2/1

10:25 am-2:53 pm

1 stop4h 28m

Chicago Midway

Sat 2/8

3:41 pm-9:25 pm

1 stop5h 44m

$216

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Thu 1/30

6:37 pm-11:59 pm

1 stop5h 22m

Chicago O'Hare Intl

Sun 2/2

2:59 pm-10:29 pm

1 stop7h 30m

$216

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Thu 1/9

10:36 am-7:25 pm

2 stops32h 49m

Chicago O'Hare Intl

Tue 1/14

8:00 am-5:28 pm

3 stops33h 28m

$219

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 1/14

8:50 am-11:05 pm

1 stop14h 15m

Chicago O'Hare Intl

Thu 1/16

7:30 am-6:40 pm

1 stop11h 10m

$254

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 2/4

6:00 am-11:12 am

1 stop5h 12m

Chicago O'Hare Intl

Fri 2/7

11:47 am-5:55 pm

1 stop6h 08m

$256

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Wed 1/15

6:18 pm-12:13 am

1 stop5h 55m

$53

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 1/29

6:16 pm-2:02 pm

1 stop19h 46m

$62

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/18

Showing 1-10 of 17 results
1
2

Best time to book a flight from Galveston to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Galveston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Galveston to Chicago

Get recent, data-driven insights about flights from Galveston to Chicago including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Galveston to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Galveston to Chicago. Price data was last updated on December 13, 2024.

To ensure you get the cheapest price possible for a flight from Galveston to Chicago, you should look to book at least 75 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Galveston to Chicago?

Currently, September is the cheapest month in which you can book a flight from Galveston to Chicago (average of $232). Flying from Galveston to Chicago in June is currently the most expensive (average of $308). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from G4L to CHI?

Find hourly flight availability from Galveston to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Galveston to Chicago as you normally would.

What is the cheapest day to fly from Galveston to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Galveston to Chicago. Price data was last updated on May 5, 2024.

Travelers seeking maximum savings on their Galveston to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated December 18, 2024.
See what other customers who have flown with Delta, American Airlines and Frontier from Galveston to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Southwest
8.1
Very good
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Delta
8.0
Very good
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Avelo Airlines
7.5
Good
74 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Frontier
6.1
Okay
3,479 reviews
Southwest
8.1
Very good
4,848 reviews

Comfort

8.1

Entertainment

7.7

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Related info for your journey

Find useful and relevant information for your journey from Galveston to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Galveston to Chicago one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $53. However, be on the lookout for offers from Southwest and Delta, as they are both options that can get you from Galveston to Chicago for a low price.

  • What are the most popular routes from Galveston to Chicago?

    When deciding which route to take from Galveston to Chicago consider Houston Hobby - Chicago O'Hare Intl, Houston Hobby - Chicago Midway or Houston Hobby - Chicago Greater Rockford as they are the most popular.

  • Can I find deals for flights from Galveston to Chicago that include hotel bookings?

    Yes. In addition to deals on Galveston to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Galveston to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Galveston to Chicago.

  • Can I find deals for business class flights from Galveston to Chicago?

    Yes. Cheapflights offers flight deals from Galveston to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Galveston to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Galveston to Chicago (average of $232). Flying from Galveston to Chicago in June is currently the most expensive (average of $308). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Galveston to Chicago

Discover the top 6 airlines that operate flights from Galveston to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$45Average$141FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$62Average$151FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$138Average$324FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$144Average$246FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$190Average$378FlexibilityNo cancel feeOn-time63%
DeltaCheapest$196Average$404FlexibilityNo cancel feeOn-timeN/A
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