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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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
STL — CHI
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Find cheap flights from St. Louis to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

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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

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 December 12, 2025.

This United Airlines deal was found by Cheapflights users on 12/11. 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 12/318:10 pmORD - STL
Nonstop1h 33mUnited Airlines
Deal found 12/11$215
This Frontier deal was found by Cheapflights users on 12/11. 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 12/2510:42 amSTL - MDW
1 stop6h 56mFrontier
Wed 12/313:10 pmMDW - STL
1 stop7h 23mFrontier
Deal found 12/11$232
This Frontier deal was found by Cheapflights users on 12/11. 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 12/2510:42 amSTL - ORD
1 stop11h 42mFrontier
Wed 12/3111:23 amORD - STL
1 stop11h 10mFrontier
Deal found 12/11$232
This Southwest deal was found by Cheapflights users on 12/11. 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 12/2510:15 amSTL - MDW
Nonstop1h 10mSouthwest
Wed 12/313:45 pmMDW - STL
1 stop3h 40mSouthwest
Deal found 12/11$255
This American Airlines deal was found by Cheapflights users on 12/11. 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 12/257:05 amSTL - ORD
1 stop7h 07mAmerican Airlines
Wed 12/3112:10 pmORD - STL
Nonstop1h 26mAmerican Airlines
Deal found 12/11$255
This Booking.com deal was found by Cheapflights users on 12/9. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2910:40 amSTL - ORD
1 stop22h 22mFrontier
Wed 12/3111:23 amORD - STL
1 stop11h 10mFrontier
Deal found 12/9$256
This United Airlines deal was found by Cheapflights users on 12/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:30 amSTL - ORD
Nonstop1h 35mUnited Airlines
Sun 1/48:10 pmORD - STL
Nonstop1h 33mUnited Airlines
Deal found 12/9$277
This American Airlines deal was found by Cheapflights users on 12/9. 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 12/314:53 pmSTL - ORD
Nonstop1h 44mAmerican Airlines
Sun 1/45:28 pmORD - STL
1 stop6h 27mAmerican Airlines
Deal found 12/9$287
This Frontier deal was found by Cheapflights users on 12/11. 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 12/2910:40 amSTL - MDW
1 stop11h 18mFrontier
Thu 1/13:10 pmMDW - STL
1 stop7h 23mFrontier
Deal found 12/11$293
This Southwest deal was found by Cheapflights users on 12/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:30 amSTL - ORD
1 stop3h 45mSouthwest
Sun 1/45:15 pmORD - STL
1 stop6h 50mSouthwest
Deal found 12/9$297
This Frontier deal was found by Cheapflights users on 12/9. 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.
Fri 12/129:54 amSTL - MDW
1 stop12h 45mFrontier
Mon 12/153:10 pmMDW - STL
1 stop7h 23mFrontier
Deal found 12/9$298
This Frontier deal was found by Cheapflights users on 12/9. 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.
Fri 12/1212:07 pmSTL - ORD
1 stop8h 48mFrontier
Mon 12/152:26 pmORD - STL
1 stop8h 07mFrontier
Deal found 12/9$298

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 December 12, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$117
(United Airlines)

One-way from

$59
(Southwest)

Popular in

December

Cheapest in

August

Average price

$317

Good round-trip deal

$317 or less

Good one-way deal

$184 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. 8% potential increase in price ($23 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 12, 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 - ORD

STLORD

Lambert-St Louis

Tue 1/20

8:05 am-9:40 am

Nonstop1h 35m

Chicago O'Hare Intl

Tue 1/20

9:25 pm-10:58 pm

Nonstop1h 33m

$117

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Wed 1/28

11:20 am-12:55 pm

Nonstop1h 35m

Chicago O'Hare Intl

Wed 1/28

9:25 pm-10:58 pm

Nonstop1h 33m

$117

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Wed 1/21

8:05 am-9:40 am

Nonstop1h 35m

Chicago O'Hare Intl

Thu 1/22

10:52 am-12:29 pm

Nonstop1h 37m

$144

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Wed 1/21

1:10 pm-2:15 pm

Nonstop1h 05m

Chicago Midway

Thu 1/22

2:20 pm-7:00 pm

1 stop4h 40m

$154

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Wed 1/7

5:00 pm-11:59 pm

1 stop6h 59m

Chicago O'Hare Intl

Wed 1/14

6:45 pm-11:25 pm

1 stop4h 40m

$157

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Tue 1/20

7:10 am-1:40 pm

1 stop6h 30m

Chicago O'Hare Intl

Tue 1/20

6:45 pm-11:25 pm

1 stop4h 40m

$157

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 1/1

10:42 am-5:38 pm

1 stop6h 56m

Chicago Midway

Thu 1/8

6:10 am-2:48 pm

1 stop8h 38m

$163

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Wed 1/21

8:15 am-12:15 pm

1 stop4h 00m

Chicago O'Hare Intl

Thu 1/22

2:15 pm-8:35 pm

1 stop6h 20m

$164

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Mon 1/26

5:42 pm-12:05 pm

2 stops18h 23m

Chicago Midway

Mon 2/2

1:00 pm-11:33 pm

1 stop10h 33m

$167

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 1/8

6:05 am-7:15 am

Nonstop1h 10m

Chicago Midway

Mon 1/12

6:10 am-7:35 am

Nonstop1h 25m

$171

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Showing 1-10 of 34 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 December.
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
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 December 5, 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 June is currently the most expensive (average of $172). 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 December 12, 2025.

It’s optimal to fly from St. Louis to Chicago in the morning. By choosing this option you can save up to 36% 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 December 6, 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. Sunday afternoons 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 December 12, 2025.

The most flights from STL to CHI are scheduled on a Thursday (67 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (46 on average).

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
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 December 12, 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.
Southwest
7.9
Good
4,252 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,252 reviews
Southwest
7.9
Good
4,252 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,095 reviews
Southwest
7.9
Good
4,252 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,049 reviews
Southwest
7.9
Good
4,252 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southern / Mokulele
6.8
Okay
30 reviews
Southwest
7.9
Good
4,252 reviews

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 55 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 05m. The distance between St. Louis and Chicago is about 251 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 $97. Other airlines that can offer you cheap pricing are American Airlines, from $107, and United Airlines, from $114. These flights start at 63% 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 $48 while deals on United Airlines start at $73 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: American Airlines (78%), Qatar Airways (78%), Austrian Airlines (78%).

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

    The cheapest flight price from St. Louis to Chicago is $119. On average you can expect to pay $798. 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, 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 June is currently the most expensive (average of $172). 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
Merrillville
Hammond
Porter
Benton Harbor

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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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$97Average$307FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$109Average$285FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$114Average$307FlexibilityNo cancel feeOn-time69%
Southern / MokuleleCheapest$140Average$212FlexibilityNo cancel feeOn-timeN/A

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