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$159+ Cheap flights from Long Beach (LGB) 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 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
LGB — CHI
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Long Beach to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Long Beach (LGB) 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 September 17, 2025.

Round-trip from

$317
(Southwest)

One-way from

$159
(Southwest)

Popular in

November

Cheapest in

December

Average price

$342

Good round-trip deal

$357 or less

Good one-way deal

$219 or less
From Long Beach Municipal to Chicago (CHI)
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One-way flight from Long Beach Municipal to Chicago (CHI)
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Highest demand for flights based on searches. 1% potential increase in price ($7 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Long Beach Municipal to Chicago (CHI).
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Price to beat on a one-way flight from Long Beach Municipal to Chicago (CHI).
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Find flight deals from Long Beach to Chicago

Cheapest flights from Long Beach to Chicago
Explore the most affordable flight options available from Long Beach to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Southwest deal was found by Cheapflights users on 9/15. 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.
Fri 11/1412:25 pmLGB - MDW
Nonstop3h 50mSouthwest
Sun 11/167:50 amMDW - LGB
Nonstop4h 30mSouthwest
Deal found 9/15$317
This Southwest deal was found by Cheapflights users on 9/16. 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.
Fri 11/712:25 pmLGB - MDW
Nonstop3h 50mSouthwest
Mon 11/107:50 amMDW - LGB
Nonstop4h 30mSouthwest
Deal found 9/16$325
This Southwest deal was found by Cheapflights users on 9/15. 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.
Thu 10/2312:00 pmLGB - MDW
Nonstop3h 55mSouthwest
Sun 10/2612:45 pmMDW - LGB
Nonstop4h 20mSouthwest
Deal found 9/15$333
This Southwest deal was found by Cheapflights users on 9/15. 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.
Wed 10/153:15 pmLGB - MDW
1 stop5h 25mSouthwest
Wed 10/221:50 pmMDW - LGB
Nonstop4h 20mSouthwest
Deal found 9/15$335
This Southwest deal was found by Cheapflights users on 9/15. 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.
Wed 10/86:55 amLGB - MDW
1 stop6h 15mSouthwest
Tue 10/142:45 pmMDW - LGB
1 stop7h 20mSouthwest
Deal found 9/15$337
This Southwest deal was found by Cheapflights users on 9/15. 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.
Wed 10/83:20 pmLGB - ORD
1 stop6h 20mSouthwest
Tue 10/146:15 amORD - LGB
1 stop6h 00mSouthwest
Deal found 9/15$337
This Southwest deal was found by Cheapflights users on 9/17. 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.
Sat 11/19:25 amLGB - MDW
1 stop9h 35mSouthwest
Tue 11/41:55 pmMDW - LGB
2 stops7h 50mSouthwest
Deal found 9/17$342
This Southwest deal was found by Cheapflights users on 9/15. 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.
Sat 10/117:30 amLGB - ORD
1 stop12h 30mSouthwest
Tue 10/216:15 amORD - LGB
1 stop6h 00mSouthwest
Deal found 9/15$342
This Southwest deal was found by Cheapflights users on 9/16. 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.
Sat 10/1810:20 amLGB - MDW
Nonstop3h 55mSouthwest
Mon 10/203:55 pmMDW - LGB
1 stop7h 10mSouthwest
Deal found 9/16$343
This Southwest deal was found by Cheapflights users on 9/14. 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.
Sun 10/124:35 pmLGB - MDW
1 stop6h 00mSouthwest
Tue 10/147:50 amMDW - LGB
1 stop7h 55mSouthwest
Deal found 9/14$345
This Southwest deal was found by Cheapflights users on 9/14. 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.
Wed 10/83:20 pmLGB - ORD
1 stop6h 20mSouthwest
Wed 10/156:15 amORD - LGB
1 stop6h 00mSouthwest
Deal found 9/14$345
This Southwest deal was found by Cheapflights users on 9/15. 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.
Thu 10/912:00 pmLGB - MDW
Nonstop3h 55mSouthwest
Tue 10/142:45 pmMDW - LGB
1 stop7h 20mSouthwest
Deal found 9/15$347

Cheapflights Fare Finder

 
Customize your flight search to find flights from Long Beach 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 September 17, 2025.
Use the filters below to find and compare flights from Long Beach to Chicago that are best for you.

Fly from

Long Beach

Fly to

Chicago

Route

Depart

Return

Price

Long BeachChicago

LGB - MDW

LGBMDW

Long Beach Municipal

Sat 11/15

10:35 am-4:25 pm

Nonstop3h 50m

Chicago Midway

Mon 11/17

9:35 am-12:05 pm

Nonstop4h 30m

$325

Long BeachChicago

LGB - MDW

LGBMDW

Long Beach Municipal

Fri 11/14

12:25 pm-6:15 pm

Nonstop3h 50m

Chicago Midway

Mon 11/17

9:35 am-12:05 pm

Nonstop4h 30m

$325

Long BeachChicago

LGB - MDW

LGBMDW

Long Beach Municipal

Fri 11/14

12:25 pm-6:15 pm

Nonstop3h 50m

Chicago Midway

Sun 11/16

5:55 am-11:45 am

1 stop7h 50m

$327

Long BeachChicago

LGB - MDW

LGBMDW

Long Beach Municipal

Wed 10/15

3:15 pm-10:40 pm

1 stop5h 25m

Chicago Midway

Wed 10/22

1:50 pm-4:10 pm

Nonstop4h 20m

$335

Long BeachChicago

LGB - MDW

LGBMDW

Long Beach Municipal

Thu 10/23

1:20 pm-8:50 pm

1 stop5h 30m

Chicago Midway

Sun 10/26

12:45 pm-3:05 pm

Nonstop4h 20m

$335

Long BeachChicago

LGB - MDW

LGBMDW

Long Beach Municipal

Sat 11/1

9:25 am-9:00 pm

1 stop9h 35m

Chicago Midway

Tue 11/4

2:20 pm-6:25 pm

1 stop6h 05m

$337

Long BeachChicago

LGB - ORD

LGBORD

Long Beach Municipal

Sat 10/11

7:30 am-10:00 pm

1 stop12h 30m

Chicago O'Hare Intl

Tue 10/21

6:15 am-10:15 am

1 stop6h 00m

$342

Long BeachChicago

LGB - ORD

LGBORD

Long Beach Municipal

Sat 11/1

6:50 am-4:45 pm

1 stop7h 55m

Chicago O'Hare Intl

Tue 11/4

7:15 am-1:15 pm

1 stop8h 00m

$345

Long BeachChicago

LGB - ORD

LGBORD

Long Beach Municipal

Fri 11/14

6:50 am-3:25 pm

1 stop6h 35m

Chicago O'Hare Intl

Mon 11/17

1:00 pm-7:00 pm

1 stop8h 00m

$345

Long BeachChicago

LGB - ORD

LGBORD

Long Beach Municipal

Wed 10/8

3:20 pm-11:40 pm

1 stop6h 20m

Chicago O'Hare Intl

Wed 10/15

6:15 am-10:15 am

1 stop6h 00m

$345

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 34 results
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Best time to book a flight from Long Beach to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Long Beach 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.

Cheapflights Insights

Everything you need to know about your flight from Long Beach to Chicago

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

Currently, August is the cheapest month in which you can book a flight from Long Beach to Chicago (average of $245). Flying from Long Beach to Chicago in March is currently the most expensive (average of $321). 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 LGB to CHI?

Find hourly flight availability from Long Beach 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 September 17, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 23% on flights from Long Beach to Chicago by exploring options for tickets in the afternoon.

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 September 17, 2025.
See what other customers who have flown with Southwest from Long Beach 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
8.0
Very good
4,242 reviews

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

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

  • What airport do you fly from for flights from Long Beach to Chicago?

    Long Beach Municipal (LGB), located 4.1 mi from the city center, is the airport you fly out of when you book flights from Long Beach to Chicago. 1 airline have flights from Long Beach Municipal to Chicago on a regular basis. Booking flights from Long Beach Municipal to Chicago should not be difficult; the airport handles an average of 0 outbound flights to Chicago per day.

  • How long is the flight from Long Beach to Chicago?

    Southwest can get you from Long Beach to Chicago in just under 3h 50m. Your travel time will be generally consistent. Airlines will cover a distance of 1737 mi. Generally, flights for this route are nonstop.

  • What is the cheapest airline to fly from Long Beach to Chicago round-trip?

    Flying on Southwest is currently your cheapest option to Chicago, with prices starting at $323. Southwest is currently priced 22% below the average price you’ll pay for this route.

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

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

  • How can I find direct flights from Long Beach to Chicago?

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

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

    Yes. Cheapflights offers flight deals from Long Beach 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 Long Beach to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Long Beach to Chicago (average of $245). Flying from Long Beach to Chicago in March is currently the most expensive (average of $321). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for Long Beach to Chicago

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Top airline flying from Long Beach to Chicago

Discover the top airline that operate flights from Long Beach 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$323Average$458FlexibilityNo cancel feeOn-time63%

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