Chicago

$49+ Cheap flights from St. Louis (STL) 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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
STL — CHI
Dec 10 — Dec 171
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Lambert-St Louis to Chicago are usually found in August or January, booked 52 days in advance, depart on a Thursday or Friday and return on a Thursday

Find flight deals from St. Louis to Chicago

Cheapest flights from St. Louis to Chicago
Explore the most affordable flight options available from St. Louis to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2025.

This American Airlines deal was found by Cheapflights users on 11/9. 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.
Mon 11/243:43 pmSTL - ORD
Nonstop1h 25mAmerican Airlines
Mon 11/2410:35 pmORD - STL
Nonstop1h 21mAmerican Airlines
Deal found 11/9$97
This American Airlines deal was found by Cheapflights users on 11/9. 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.
Wed 12/246:00 amSTL - ORD
Nonstop1h 27mAmerican Airlines
Wed 12/3112:10 pmORD - STL
Nonstop1h 26mAmerican Airlines
Deal found 11/9$98
This Frontier deal was found by Cheapflights users on 11/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/412:04 pmSTL - MDW
1 stop10h 08mFrontier
Mon 12/83:10 pmMDW - STL
1 stop7h 23mFrontier
Deal found 11/9$110
This Frontier deal was found by Cheapflights users on 11/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/412:04 pmSTL - ORD
1 stop5h 23mFrontier
Mon 12/82:26 pmORD - STL
1 stop8h 07mFrontier
Deal found 11/9$110
This Frontier deal was found by Cheapflights users on 11/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/810:47 amSTL - ORD
1 stop11h 37mFrontier
Mon 12/152:26 pmORD - STL
1 stop8h 07mFrontier
Deal found 11/10$130
This American Airlines deal was found by Cheapflights users on 11/9. 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.
Thu 12/186:00 amSTL - ORD
Nonstop1h 30mAmerican Airlines
Tue 1/68:50 amORD - STL
Nonstop1h 30mAmerican Airlines
Deal found 11/9$144
This United Airlines deal was found by Cheapflights users on 11/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/258:05 amSTL - ORD
Nonstop1h 35mUnited Airlines
Wed 12/314:24 pmORD - STL
Nonstop1h 30mUnited Airlines
Deal found 11/8$146
This Delta deal was found by Cheapflights users on 11/9. 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 12/245:13 pmSTL - MDW
1 stop5h 09mDelta
Wed 12/315:59 pmMDW - STL
1 stop4h 17mDelta
Deal found 11/9$157
This Delta deal was found by Cheapflights users on 11/9. 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 12/245:13 pmSTL - ORD
1 stop6h 49mDelta
Wed 12/316:45 amORD - STL
1 stop5h 36mDelta
Deal found 11/9$157
This Kiwi.com deal was found by Cheapflights users on 11/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2510:42 amSTL - ORD
1 stop11h 42mFrontier
Tue 12/307:01 pmORD - STL
1 stop27h 32mFrontier
Deal found 11/8$164
This Kiwi.com deal was found by Cheapflights users on 11/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/412:04 pmSTL - ORD
1 stop5h 23mMultiple Airlines
Sat 12/63:26 pmORD - STL
2 stops18h 21mMultiple Airlines
Deal found 11/10$165
This Frontier deal was found by Cheapflights users on 11/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/810:47 amSTL - MDW
1 stop11h 25mFrontier
Mon 12/153:10 pmMDW - STL
1 stop7h 23mFrontier
Deal found 11/9$170

Cheap flight deals from St. Louis to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from St. Louis (STL) 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 November 10, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$97
(American Airlines)

One-way from

$49
(Southwest)

Popular in

November

Cheapest in

August

Average price

$314

Good round-trip deal

$307 or less

Good one-way deal

$158 or less
Provider with most accurate pricing for Lambert-St Louis-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Lambert-St Louis-Chicago (CHI) flights.
From Lambert-St Louis to Chicago (CHI)
One-way flight from Lambert-St Louis to Chicago (CHI)
Highest demand for flights based on searches. 6% potential increase in price ($16 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in November 2025
Price to beat on a round-trip flight from Lambert-St Louis to Chicago (CHI).
Price to beat on a one-way flight from Lambert-St Louis to Chicago (CHI).

Cheapflights Fare Finder

 
Customize your flight search to find flights from St. Louis 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 November 10, 2025.
Use the filters below to find and compare flights from St. Louis to Chicago that are best for you.

Fly from

St. Louis

Fly to

Chicago

Route

Depart

Return

Price

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Wed 2/18

1:05 pm-8:05 pm

1 stop7h 00m

Chicago Midway

Tue 2/24

7:45 pm-9:00 pm

Nonstop1h 15m

$117

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Wed 12/17

5:05 am-6:35 am

Nonstop1h 30m

Chicago O'Hare Intl

Sat 1/10

8:51 am-10:21 am

Nonstop1h 30m

$144

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 2/24

6:00 am-12:01 pm

1 stop6h 01m

Chicago Midway

Wed 2/25

9:50 am-2:58 pm

1 stop5h 08m

$157

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Wed 12/24

6:30 am-8:05 am

Nonstop1h 35m

Chicago O'Hare Intl

Wed 12/31

9:10 pm-10:43 pm

Nonstop1h 33m

$157

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 12/4

7:00 am-8:10 am

Nonstop1h 10m

Chicago Midway

Mon 12/8

9:25 am-10:40 am

Nonstop1h 15m

$171

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Thu 12/4

5:15 am-6:45 am

Nonstop1h 30m

Chicago O'Hare Intl

Sat 12/6

12:04 pm-1:29 pm

Nonstop1h 25m

$171

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Mon 12/8

10:00 am-11:29 am

Nonstop1h 29m

Chicago O'Hare Intl

Mon 12/15

2:14 pm-3:40 pm

Nonstop1h 26m

$171

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 12/13

6:25 am-7:35 am

Nonstop1h 10m

Chicago Midway

Sat 12/13

7:35 pm-8:50 pm

Nonstop1h 15m

$171

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 1/17

5:00 pm-10:09 pm

1 stop5h 09m

Chicago Midway

Mon 1/19

7:16 pm-11:25 pm

1 stop4h 09m

$174

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Wed 1/21

6:35 am-1:18 pm

1 stop6h 43m

Chicago O'Hare Intl

Sat 1/31

7:05 am-11:56 am

1 stop4h 51m

$174

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/8

Showing 1-10 of 35 results
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Compare providers for flights from St. Louis to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from St. Louis to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on St. Louis-Chicago flights, users find the pricing of Justfly.com to be most consistent on Cheapflights vs. Justfly.com Users can find the same prices on St. Louis-Chicago flight deals on Cheapflights vs. Justfly.com >95% of the time. Price accuracy is based on data collected from St. Louis-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on St. Louis-Chicago flights, Cheapflights users trust Justfly.com the most. Justfly.com has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for St. Louis-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from St. Louis to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from St. Louis 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 St. Louis to Chicago

How far ahead should I book a flight from St. Louis to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from St. Louis to Chicago. Price data was last updated on November 7, 2025.

The price you pay for your flight from St. Louis to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 51 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from St. Louis to Chicago?

Currently, November is the cheapest month in which you can book a flight from St. Louis to Chicago (average of $77). Flying from St. Louis to Chicago in August is currently the most expensive (average of $159). 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 STL to CHI?

Find hourly flight availability from St. Louis 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 November 10, 2025.

It’s optimal to fly from St. Louis to Chicago in the morning. By choosing this option you can save up to 37% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from St. Louis to Chicago?

Use this chart to determine the cheapest time to fly round-trip from St. Louis to Chicago. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their St. Louis to Chicago flight should consider departing on Thursday afternoons when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from St. Louis to Chicago

Explore weekly flight availability from St. Louis to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 10, 2025.

The most flights from STL to CHI are scheduled on a Friday (75 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (33 on average).

The best insider tips for St. Louis to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your St. Louis to Chicago trip
Airports
STL

Expect security screening at STL to take 5-10 minutes during off-peak times. Check real-time wait times online before heading to the airport.

Read more about STLby Taryn White
ORD

At ORD, expect long walks between terminals. Use the free shuttle train for easier navigation between terminals.

Read more about ORDby Ramsey Qubein
MDW

The Orange Line train connects MDW to downtown Chicago in under 30 minutes, offering a convenient and affordable transportation option.

Read more about MDWby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD and MDW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Taryn White

Taryn White

Expert on STL

Taryn White

Taryn White

Taryn White is a freelance travel writer, digital creator, and travel advisor who has visited nearly 100 countries and all 50 states. She’s familiar with many airports and enjoys beach hopping, boutique hotels, spa experiences, and exploring local culture. Her work has appeared in Travel + Leisure, Condé Nast Traveler, National Geographic, Smithsonian Magazine, AFAR, and more.

Read more

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 November 10, 2025.
Read through reviews of airlines operating flights from St. Louis to Chicago, such as Southwest, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from St. Louis 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 St. Louis to Chicago?

    If you book a flight to Chicago from St. Louis, you will be flying from Lambert-St Louis, which is the city’s only airport. Lambert-St Louis (STL) is located 12.7 mi from the center of St. Louis. There are 60 flights from Lambert-St Louis to Chicago per day from 4 different airlines.

  • How long is the flight from St. Louis to Chicago?

    Departing from St. Louis to Chicago will take you 1h 30m. The distance between St. Louis and Chicago is about 258 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from St. Louis to Chicago round-trip?

    Cheapflights users have booked flights from St. Louis to Chicago round-trip from $112. Other airlines that can offer you cheap pricing are United Airlines, from $115, and Southwest, from $117. These flights start at 56% lower than the current average price 3 months from now.

  • What are the most reliable airlines from St. Louis to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from St. Louis to Chicago on time: Cathay Pacific (90%), Austrian Airlines (88%), Envoy Air (87%).

  • What are the cheapest flights from St. Louis to Chicago?

    The cheapest flight price from St. Louis to Chicago is $125. On average you can expect to pay $1,020. The most popular route, (Lambert-St Louis - Chicago O'Hare Intl), can usually be booked for $97.

  • Can I find deals for flights from St. Louis to Chicago that include hotel bookings?

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

  • How can I find direct flights from St. Louis to Chicago?

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

  • Can I find deals for business class flights from St. Louis to Chicago?

    Yes. Cheapflights offers flight deals from St. Louis 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 St. Louis to Chicago?

    Currently, November is the cheapest month in which you can book a flight from St. Louis to Chicago (average of $77). Flying from St. Louis to Chicago in August is currently the most expensive (average of $159). 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
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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Top 4 airlines flying from St. Louis to Chicago

Discover the top 4 airlines that operate flights from St. Louis 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 November 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$112Average$282FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$115Average$311FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$117Average$325FlexibilityNo cancel feeOn-time63%
Southern / MokuleleCheapest$140Average$221FlexibilityNo cancel feeOn-timeN/A

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