Cheap Flights from St. Louis to Chicago
We've found these cheap flights for you. You can book one-way or return flight tickets.
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Flights from St. Louis to Chicago Starting at NZD 86
We've found these cheap flights for you. You can book one-way or return flight tickets.
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Round-trip
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One way
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Cheapest nonstop
STL 05:551h 20mNonstopORD 07:15St. Louis - Chicago | Thu, Mar 27 | American Airlines
ORD 20:571h 21mNonstopSTL 22:18Chicago - St. Louis | Wed, Apr 2 | American AirlinesNZD 166 NZD 19414% OFF14% OFFNZD 194 NZD 166 -
STL 05:451h 20mNonstopORD 07:05St. Louis - Chicago | Mon, Apr 7 | American Airlines
ORD 08:151h 22mNonstopSTL 09:37Chicago - St. Louis | Mon, Apr 14 | American AirlinesNZD 169 NZD 19413% OFF13% OFFNZD 194 NZD 169
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STL 05:551h 20mNonstopORD 07:15St. Louis - Chicago | Tue, Apr 1 | American Airlines
ORD 22:091h 24mNonstopSTL 23:33Chicago - St. Louis | Wed, Apr 9 | American AirlinesNZD 170 NZD 19412% OFF12% OFFNZD 194 NZD 170
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STL 05:451h 20mNonstopORD 07:05St. Louis - Chicago | Thu, Apr 17 | American Airlines
ORD 08:151h 22mNonstopSTL 09:37Chicago - St. Louis | Thu, Apr 24 | American AirlinesNZD 17112% OFFNZD 194 NZD 171
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STL 05:451h 20mNonstopORD 07:05St. Louis - Chicago | Thu, Apr 24 | American Airlines
ORD 10:011h 23mNonstopSTL 11:24Chicago - St. Louis | Thu, May 1 | American AirlinesNZD 17311% OFFNZD 194 NZD 173
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STL 05:451h 20mNonstopORD 07:05St. Louis - Chicago | Mon, Apr 14 | American Airlines
ORD 16:451h 17mNonstopSTL 18:02Chicago - St. Louis | Tue, Apr 15 | American AirlinesNZD 17410% OFFNZD 194 NZD 174
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STL 05:551h 20mNonstopORD 07:15St. Louis - Chicago | Mon, Mar 31 | American Airlines
ORD 08:151h 22mNonstopSTL 09:37Chicago - St. Louis | Mon, Apr 7 | American AirlinesNZD 1788% OFFNZD 194 NZD 178
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STL 05:451h 20mNonstopORD 07:05St. Louis - Chicago | Wed, Apr 23 | American Airlines
ORD 14:551h 20mNonstopSTL 16:15Chicago - St. Louis | Wed, Apr 30 | American AirlinesNZD 1788% OFFNZD 194 NZD 178
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STL 05:551h 10mNonstopMDW 07:05St. Louis - Chicago | Thu, Mar 27 | Southwest Airlines
ORD 20:571h 21mNonstopSTL 22:18Chicago - St. Louis | Mon, Mar 31 | American AirlinesNZD 1817% OFFNZD 194 NZD 181 -
STL 05:451h 20mNonstopORD 07:05St. Louis - Chicago | Mon, Apr 21 | American Airlines
ORD 08:151h 22mNonstopSTL 09:37Chicago - St. Louis | Mon, Apr 28 | American AirlinesNZD 1826% OFFNZD 194 NZD 182
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STL 13:0017h 25m1 stopsCHI Invalid DateSt. Louis - Chicago | Fri, Mar 14 | Normal Airline
CHI 15:006hNonstopSTL 16:00Chicago - St. Louis | Sun, Mar 16 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstop
STL 05:551h 20mNonstopORD 07:15St. Louis - Chicago | Thu, Apr 3 | American AirlinesNZD 86 NZD 52884% OFF84% OFFNZD 528 NZD 86
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STL 05:451h 20mNonstopORD 07:05St. Louis - Chicago | Mon, Apr 14 | American AirlinesNZD 86 NZD 52884% OFF84% OFFNZD 528 NZD 86
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STL 05:351h 10mNonstopMDW 06:45St. Louis - Chicago | Thu, Apr 10 | Southwest AirlinesNZD 87 NZD 52883% OFF83% OFFNZD 528 NZD 87
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STL 05:451h 20mNonstopORD 07:05St. Louis - Chicago | Thu, Apr 10 | American AirlinesNZD 8783% OFFNZD 528 NZD 87
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STL 07:351h 20mNonstopORD 08:55St. Louis - Chicago | Mon, Apr 28 | American AirlinesNZD 8983% OFFNZD 528 NZD 89
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STL 05:451h 20mNonstopORD 07:05St. Louis - Chicago | Tue, Apr 15 | American AirlinesNZD 9482% OFFNZD 528 NZD 94
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STL 20:351h 10mNonstopMDW 21:45St. Louis - Chicago | Mon, Mar 17 | Southwest AirlinesNZD 9582% OFFNZD 528 NZD 95
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STL 05:351h 10mNonstopMDW 06:45St. Louis - Chicago | Thu, Apr 17 | Southwest AirlinesNZD 9782% OFFNZD 528 NZD 97
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STL 12:301h 10mNonstopMDW 13:40St. Louis - Chicago | Tue, May 6 | Southwest AirlinesNZD 9981% OFFNZD 528 NZD 99
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STL 05:551h 20mNonstopORD 07:15St. Louis - Chicago | Tue, Mar 18 | American AirlinesNZD 4966% OFFNZD 528 NZD 496
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STL 13:0017h 25m1 stopsCHI Invalid DateSt. Louis - Chicago | Fri, Mar 14 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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FAQ
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When are flight tickets from St. Louis (STL) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from St. Louis to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much are flights from St. Louis (STL) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around NZD 509. -
How long is the flight from St. Louis (STL) to Chicago (CHI)?
It takes about 3 hours 52 minutes to fly from St. Louis (STL) to Chicago (CHI). -
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
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What are the most popular airlines that fly from St. Louis (STL) to Chicago (CHI)?
Airlines with flights from St. Louis (STL) to Chicago (CHI): United Airlines, Southwest Airlines, All Nippon Airways, Turkish Airlines, Air Canada, Air New Zealand, British Airways, American Airlines and Sun Country Airlines. -
What's the most popular airline for direct flights from St. Louis (STL) to Chicago (CHI)?
Southwest Airlines operates 2 direct flights from St. Louis (STL) to Chicago (CHI). -
How many airports in Chicago (CHI)?
There are 3 airport(s) in Chicago (CHI): Midway International Airport, O'Hare International Airport and Chicago Rockford International Airport.
How to find a cheap flight from St. Louis to Chicago
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from St. Louis to Chicago. Book your flights at the right time and save more.
Be flexible with your travel dates to get the cheapest flight from St. Louis to Chicago.
Simply tap "Date" on the flight search bar to browse through the calendar and check out airfare from St. Louis to Chicago over the next 6 months in 2025. If you're planning to fly within the next three months, it looks like the most affordable option is on Thu, Apr 3, with one-way flights priced at just NZD 86.
Compare cheap flight deals from St. Louis to Chicago across hundreds of airlines.
With our extensive search, you can compare prices from over 500 airlines to find the cheapest flight tickets from St. Louis to Chicago. The cheapest airline for this route is American Airlines.
Set up a Price Alert
By setting up a Price Alert for your journey from St. Louis to Chicago, you can easily keep an eye on ticket prices without having to check every day.
Don't miss out on cheap flight deals and promo codes from St. Louis to Chicago.
You can always find the latest offers through Trip.com Deals and Promo Codes for cheap flights. By signing up for a free membership, you'll get access to even more deals for your flights.
Book early or wait until the last minute.
It's usually best to book early. Flight tickets are often cheapest when they're first released, typically about a year before the departure date. So, have a look online as soon as the flights you're interested in become available. If you miss the cheapest time, you might still find some good deals as the departure date gets closer.
Search for flights on the go.
For the best travel flight booking experience, download the Trip.com app. You can search for cheap flights from St. Louis to Chicago and snag some exclusive deals just for you.
Flight Information from St. Louis to Chicago
| Cheapest direct flight price | NZD 86 |
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| Cheapest return ticket price | NZD 166 |
| Off-season travel month | January |
| Peak season for travel | June |
| Flight distance | 421.66km |
| Average flight time | 3 hours 52 minutes |
| Popular airline | Southern Airways Express |
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