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$59+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
STL — CHI
Aug 10 — Aug 171
Mon 8/10
Mon 8/17
1 adult, Economy
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Cheapflights Tip: The best prices from Lambert-St Louis to Chicago are usually found in August or September, booked 84 days in advance, depart on a Friday or Thursday and return on a Saturday

Cheap 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 July 11, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
Fri 8/144:57 pm
STL
-
MDW
1 stop16h 54m
Frontier
Mon 8/176:17 pm
MDW
-
STL
1 stop21h 59m
Frontier
Deal found 7/8$181
This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
Tue 8/116:34 pm
STL
-
ORD
1 stop25h 19m
Frontier
Tue 8/189:20 am
ORD
-
STL
1 stop6h 56m
Frontier
Deal found 7/8$181
This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
Fri 8/144:57 pm
STL
-
MDW
1 stop16h 54m
Frontier
Sun 8/1611:06 am
MDW
-
STL
1 stop6h 31m
Frontier
Deal found 7/8$182
This Kiwi.com deal was found by Cheapflights users on 7/10. 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.
Fri 8/74:57 pm
STL
-
ORD
1 stop15h 05m
Frontier
Sun 8/97:05 am
ORD
-
STL
1 stop25h 52m
Frontier
Deal found 7/10$184
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 8/66:34 pm
STL
-
ORD
1 stop13h 28m
Frontier
Mon 8/109:57 pm
ORD
-
STL
1 stop21h 26m
Frontier
Deal found 7/10$185
This Kiwi.com deal was found by Cheapflights users on 7/10. 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.
Fri 10/210:35 am
STL
-
ORD
1 stop9h 09m
Frontier
Fri 10/302:03 pm
ORD
-
STL
1 stop19h 37m
Frontier
Deal found 7/10$186
This United Airlines deal was found by Cheapflights users on 7/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:00 am
STL
-
ORD
Nonstop1h 31m
United Airlines
Tue 11/102:12 pm
ORD
-
STL
Nonstop1h 29m
United Airlines
Deal found 7/10$187
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/236:17 pm
STL
-
ORD
2 stops19h 03m
Frontier
Sun 8/307:05 am
ORD
-
STL
1 stop10h 17m
Frontier
Deal found 7/9$189
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/144:57 pm
STL
-
ORD
1 stop15h 05m
Frontier
Sat 8/158:52 pm
ORD
-
STL
2 stops20h 45m
Frontier
Deal found 7/9$190
This Kiwi.com deal was found by Cheapflights users on 7/10. 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.
Fri 8/286:17 pm
STL
-
ORD
2 stops21h 42m
Frontier
Mon 8/317:05 am
ORD
-
STL
1 stop10h 17m
Frontier
Deal found 7/10$191
This Kiwi.com deal was found by Cheapflights users on 7/10. 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.
Mon 8/104:57 pm
STL
-
ORD
1 stop15h 05m
Frontier
Wed 8/125:30 pm
ORD
-
STL
2 stops24h 07m
Frontier
Deal found 7/10$192
This Kiwi.com deal was found by Cheapflights users on 7/10. 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.
Sun 8/96:34 pm
STL
-
MDW
1 stop15h 17m
Frontier
Sun 8/166:05 am
MDW
-
STL
1 stop26h 52m
Frontier
Deal found 7/10$193

Find 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 July 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$181
(Kiwi.com)

One-way from

$59
(Southwest)

Popular in

January

Cheapest in

August

Average price

$361

Good round-trip deal

$376 or less

Good one-way deal

$216 or less
Provider with most accurate pricing for Lambert-St Louis-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Lambert-St Louis-Chicago (CHI) flights.
Search Deals
From Lambert-St Louis to Chicago (CHI)
Search Deals
One-way flight from Lambert-St Louis to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($83 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Lambert-St Louis to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Lambert-St Louis to Chicago (CHI).
Search Deals

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 July 11, 2026.
Use the filters below to find and compare flights from St. Louis to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 8/6

8:50 pm-9:55 pm

Nonstop1h 05m

Chicago Midway

Mon 8/10

9:20 am-10:30 am

Nonstop1h 10m

$213

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Wed 8/5

11:25 am-1:03 pm

Nonstop1h 38m

Chicago O'Hare Intl

Tue 8/11

10:29 am-12:02 pm

Nonstop1h 33m

$213

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 8/6

5:40 pm-10:20 pm

1 stop4h 40m

Chicago Midway

Sun 8/9

6:05 am-10:35 am

1 stop4h 30m

$247

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Wed 10/7

1:25 pm-5:05 pm

1 stop3h 40m

Chicago Midway

Fri 10/9

5:50 pm-7:00 pm

Nonstop1h 10m

$254

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 9/24

4:15 pm-9:00 pm

1 stop4h 45m

Chicago Midway

Fri 9/25

5:50 pm-7:05 pm

Nonstop1h 15m

$255

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Fri 8/7

8:00 am-9:35 am

Nonstop1h 35m

Chicago O'Hare Intl

Thu 8/13

7:05 am-8:39 am

Nonstop1h 34m

$266

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 8/25

2:10 pm-6:33 pm

1 stop4h 23m

Chicago Midway

Thu 8/27

9:24 am-1:14 pm

1 stop3h 50m

$273

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 8/20

6:05 am-7:10 am

Nonstop1h 05m

Chicago Midway

Sun 8/23

5:50 pm-7:05 pm

Nonstop1h 15m

$275

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Fri 8/21

6:05 am-7:10 am

Nonstop1h 05m

Chicago Midway

Fri 8/28

3:10 pm-4:20 pm

Nonstop1h 10m

$276

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 9/26

2:05 pm-7:10 pm

1 stop5h 05m

Chicago Midway

Sun 9/27

8:10 am-1:15 pm

1 stop5h 05m

$295

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/10

Showing 1-10 of 44 resultsSorted by cheapest first
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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 July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star

*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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on St. Louis-Chicago flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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

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

Currently, August is the cheapest month in which you can book a flight from St. Louis to Chicago (average of $61). Flying from St. Louis to Chicago in February is currently the most expensive (average of $117). 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 July 11, 2026.

It’s optimal to fly from St. Louis to Chicago in the morning. By choosing this option you can save up to 31% on the cost of your flight, compared to a flight at noon.

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 July 11, 2026.

The most flights from STL to CHI are scheduled on a Wednesday (84 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (39 on average).

How much does it cost to fly round-trip from St. Louis to Chicago?

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

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 72 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 July 11, 2026.

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

The best insider tips for St. Louis to Chicago flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your St. Louis to Chicago trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD and MDW

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 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 July 11, 2026.
Read through reviews of airlines operating flights from St. Louis to Chicago, such as Southwest,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,248 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

7.9

Crew

8.6

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Southwest
7.9
Good
4,248 reviews
Southwest
7.9
Good
4,248 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

7.9

Crew

8.6

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
United Airlines
7.4
Good
9,978 reviews
Southwest
7.9
Good
4,248 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

7.9

Crew

8.6

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
American Airlines
7.1
Good
11,805 reviews
Southwest
7.9
Good
4,248 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

7.9

Crew

8.6

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

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 67 flights from Lambert-St Louis to Chicago per day from 3 different airlines.

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

    Departing from St. Louis to Chicago will take you 1h 05m. The distance between St. Louis and Chicago is about 251 mi. Most flights are nonstop.

  • 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 $97. Other airlines that can offer you cheap pricing are United Airlines, from $145, and Southwest, from $151. These flights start at 71% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from St. Louis to Chicago one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $48. American Airlines flights start at $57 while deals on United Airlines start at $75 one-way.

  • 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: Turkish Airlines (89%), Copa Airlines (86%), Cathay Pacific (84%).

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

    The cheapest flight price from St. Louis to Chicago is $168. On average you can expect to pay $1,547. The most popular route, (Lambert-St Louis - Chicago O'Hare Intl), can usually be booked for $117.

  • 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, August is the cheapest month in which you can book a flight from St. Louis to Chicago (average of $61). Flying from St. Louis to Chicago in February is currently the most expensive (average of $117). 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
Benton Harbor
Hammond
Lansing
Merrillville
Valparaiso
Porter

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Top 3 airlines flying from St. Louis to Chicago

Discover the top 3 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 July 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$97Average$315FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$145Average$407FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$151Average$496FlexibilityNo cancel feeOn-time63%

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