Economy Flex offers preferred seating and same-day flight changes, adding value over Light fares.
Lufthansa's Free Neighbor Seat option allows extra space for a fee, enhancing comfort.
$39+ 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 7/30. Fares are subject to change and may not be available on all flights or dates of travel.
STL — CHI
may. 28 — jun. 41
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Lambert-St Louis to Chicago are usually found in August or September, booked 70 days in advance, depart on a Thursday or Friday and return on a Thursday
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 mayo 23, 2025.
Most accurate provider | Mytrip 3 stars |
|---|---|
Most trusted provider | Mytrip 3 stars |
Round-trip from | $97 (Southwest) |
One-way from | $39 (Southwest) |
Popular in | April |
Cheapest in | August |
Average price | $264 |
Good round-trip deal | $289 or less |
Good one-way deal | $113 or less |
Find flight deals from St. Louis to Chicago
Cheapest flights from St. Louis to ChicagoExplore 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 mayo 23, 2025.
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 mayo 23, 2025.
This Southwest deal was found by Cheapflights users on 5/22. 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.
mié. 7/97:20 amSTL - MDW
1 stop3h 40mSouthwest
mié. 7/166:00 amMDW - STL
1 stop4h 50mSouthwest
Deal found 5/22![Southwest logo]()
$97
This Southwest deal was found by Cheapflights users on 5/22. 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.
mié. 7/96:20 amSTL - ORD
1 stop6h 25mSouthwest
mié. 7/161:50 pmORD - STL
1 stop6h 05mSouthwest
Deal found 5/22![Southwest logo]()
$97
This United Airlines deal was found by Cheapflights users on 5/22. 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.
mar. 8/199:17 amSTL - ORD
Nonstop1h 30mUnited Airlines
jue. 9/42:20 pmORD - STL
Nonstop1h 24mUnited Airlines
Deal found 5/22![United Airlines logo]()
$114
This American Airlines deal was found by Cheapflights users on 5/22. 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.
lun. 10/277:23 amSTL - ORD
Nonstop1h 23mAmerican Airlines
mar. 10/286:40 amORD - STL
Nonstop1h 16mAmerican Airlines
Deal found 5/22![American Airlines logo]()
$121
This Southern / Mokulele deal was found by Cheapflights users on 5/22. 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 Southern / Mokulele is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 6/205:15 pmSTL - ORD
1 stop14h 25mSouthern / Mokulele
lun. 6/238:25 amORD - STL
1 stop11h 45mSouthern / Mokulele
Deal found 5/22![Southern / Mokulele logo]()
$140
This Delta deal was found by Cheapflights users on 5/22. 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.
mié. 6/182:15 pmSTL - MDW
1 stop4h 26mDelta
mié. 6/259:24 amMDW - STL
1 stop4h 02mDelta
Deal found 5/22![Delta logo]()
$177
This Delta deal was found by Cheapflights users on 5/22. 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.
mié. 7/236:40 amSTL - ORD
1 stop3h 36mDelta
mar. 8/56:00 amORD - STL
1 stop4h 33mDelta
Deal found 5/22![Delta logo]()
$177
This Frontier deal was found by Cheapflights users on 5/22. 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.
mar. 6/105:35 pmSTL - ORD
1 stop6h 35mFrontier
sáb. 6/145:01 amORD - STL
1 stop9h 06mFrontier
Deal found 5/22![Frontier logo]()
$180
This Frontier deal was found by Cheapflights users on 5/22. 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.
jue. 6/122:36 pmSTL - MDW
1 stop8h 42mFrontier
dom. 6/157:40 amMDW - STL
1 stop11h 44mFrontier
Deal found 5/22![Frontier logo]()
$186
This CheapOair deal was found by Cheapflights users on 5/22. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/295:45 pmSTL - ORD
1 stop6h 35mMultiple Airlines
jue. 6/58:25 amORD - STL
1 stop11h 45mMultiple Airlines
Deal found 5/22![Multiple Airlines logo]()
$189
This Mytrip deal was found by Cheapflights users on 5/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 6/126:36 pmSTL - ORD
2 stops15h 02mSpirit Airlines
dom. 6/1510:43 amORD - STL
2 stops31h 35mSpirit Airlines
Deal found 5/22![Spirit Airlines logo]()
$229
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 mayo 23, 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
mié. 7/9
7:20 am-11:00 am
1 stop3h 40m
Chicago Midway
mié. 7/16
6:00 am-10:50 am
1 stop4h 50m
$97
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
mié. 7/9
6:20 am-12:45 pm
1 stop6h 25m
Chicago O'Hare Intl
mié. 7/16
1:50 pm-7:55 pm
1 stop6h 05m
$97
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
mar. 8/19
9:17 am-10:47 am
Nonstop1h 30m
Chicago O'Hare Intl
jue. 9/4
2:20 pm-3:44 pm
Nonstop1h 24m
$114
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
vie. 6/20
5:15 pm-7:40 am
1 stop14h 25m
Chicago O'Hare Intl
lun. 6/23
8:25 am-8:10 pm
1 stop11h 45m
$140
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
lun. 8/11
6:06 am-7:30 am
Nonstop1h 24m
Chicago O'Hare Intl
sáb. 8/16
6:47 pm-8:16 pm
Nonstop1h 29m
$151
St. LouisChicago
STL - MDW
STLMDW
Lambert-St Louis
mié. 6/18
2:15 pm-6:41 pm
1 stop4h 26m
Chicago Midway
mié. 6/25
9:24 am-1:26 pm
1 stop4h 02m
$177
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
mié. 7/23
6:40 am-10:16 am
1 stop3h 36m
Chicago O'Hare Intl
mar. 8/5
6:00 am-10:33 am
1 stop4h 33m
$177
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
mar. 6/10
5:35 pm-12:10 am
1 stop6h 35m
Chicago O'Hare Intl
sáb. 6/14
5:01 am-2:07 pm
1 stop9h 06m
$180
St. LouisChicago
STL - MDW
STLMDW
Lambert-St Louis
jue. 6/12
2:36 pm-11:18 pm
1 stop8h 42m
Chicago Midway
dom. 6/15
7:40 am-7:24 pm
1 stop11h 44m
$186
St. LouisChicago
STL - ORD
STLORD
Lambert-St Louis
jue. 5/29
5:45 pm-12:20 am
1 stop6h 35m
Chicago O'Hare Intl
jue. 6/5
8:25 am-8:10 pm
1 stop11h 45m
$189
Showing 1-10 of 23 results
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 May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on St. Louis-Chicago flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on St. Louis-Chicago flight deals on Cheapflights vs. Mytrip >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 Mytrip the most. Mytrip 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.
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
Airlines
![Lufthansa]()
Lufthansa
![Southwest]()
Southwest
Southwest offers two free checked bags, even oversized, with Wanna Get Away fares.
Southwest's open seating policy allows seat choice based on check-in time, enhancing boarding efficiency.
![United Airlines]()
United Airlines
Basic Economy allows a personal item only; no carry-on bags unless you're a MileagePlus member.
Prepay checked bags 24 hours before to save on fees, especially for domestic flights.
Airports
Our travel experts
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 May 16, 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 70 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, August is the cheapest month in which you can book a flight from St. Louis to Chicago (average of $245). Flying from St. Louis 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 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 mayo 23, 2025.
It’s optimal to fly from St. Louis to Chicago in the morning. By choosing this option you can save up to 50% 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 May 18, 2025.
Travelers seeking maximum savings on their St. Louis to Chicago flight should consider departing on Thursday evenings when fares are most often at their lowest. Friday 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 mayo 23, 2025.
The most flights from STL to CHI are scheduled on a Thursday (72 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (30 on average).
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 mayo 23, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and United Airlines from St. Louis to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.2
Entertainment
7.6
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.1
Reviews
1 / 20
10.0
ExcellentGina,Apr 2025
LAS - DEN
Boarding
8.2
Entertainment
7.6
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.1
Reviews
1 / 20
10.0
ExcellentGina,Apr 2025
LAS - DEN
Boarding
8.2
Entertainment
7.6
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.1
Reviews
1 / 20
10.0
ExcellentGina,Apr 2025
LAS - DEN
Boarding
8.2
Entertainment
7.6
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.1
Reviews
1 / 20
10.0
ExcellentGina,Apr 2025
LAS - DEN
Boarding
8.2
Entertainment
7.6
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.1
Reviews
1 / 20
10.0
ExcellentGina,Apr 2025
LAS - DEN
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.
Traveling to a place near St. Louis?
Book flights to St. Louis if you plan to visit one of these locationsMerrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for St. Louis to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
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 mayo 23, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$115 | Average$267 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$118 | Average$184 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$125 | Average$303 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$168 | Average$283 | FlexibilityNo cancel fee | On-time63% |