Can I fly direct from St. Louis to Chicago?

Yes, direct flights from St. Louis to Chicago are available. Historically, approximately 46% of flights on this route have been direct. For journeys that include stopovers, travelers typically experience a median of 2 stopovers. This information is based on data from the trailing 90 days.

What's the flight time from St. Louis to Chicago?

The typical direct flight time from St. Louis to Chicago is 1 hour and 31 minutes, covering a distance of 404 kilometers. For flights with one stop, the median travel time is significantly longer, averaging 16 hours and 36 minutes. This difference highlights the convenience of direct routes for this journey.

How often do St. Louis to Chicago flight prices drop?

Flight prices for the St. Louis to Chicago route are classified as experiencing frequent drops. This indicates that travelers historically have regular opportunities to find reduced fares. This assessment is based on observations over a 30-day period.

Flights From St. Louis

To Chicago

Cheap Flights from St. Louis to Chicago

Browse current best options from St. Louis. Become a member to unlock all deals and get alerts when new deals appear.

Deals from

St. Louis

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Prices updated 5 days ago

402 airlines compared

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Fares are subject to change and may not be available for all dates. (Data last updated Jul 12, 2026.)

Today’s best flight deals from St. Louis to Chicago

Explore current cheapest deals departing from St. Louis to Chicago

Round trip

Sort by: Cheapest

November 11 - November 14

Cheapest

STL - Chicago

$156

$116

Round trip

August 4 - August 6

Earliest

STL - Chicago

$144

$117

Round trip

August 24 - August 31

STL - Chicago

$137

$117

Round trip

August 4 - August 5

Earliest

STL - Chicago

$155

$117

Round trip

August 6 - August 10

STL - Chicago

$152

$117

Round trip

September 10 - September 14

STL - Chicago

$148

$117

Round trip

September 1 - September 3

STL - Chicago

$174

$117

Round trip

September 10 - September 24

STL - Chicago

$153

$117

Round trip

September 14 - September 15

Best

STL - Chicago

$180

$117

Round trip

October 20 - October 28

STL - Chicago

$136

$117

Round trip

Unlock all 500+ flight deals to Chicago and get alerts when great deals appear

St. Louis to Chicago: Overview

Insights for flights from St. Louis to Chicago

When considering cheap flights from St. Louis to Chicago, you'll find that February stands out as the most affordable month, with a median fare of just $169. January offers a similar value, also with a median fare of $169. If you are planning a trip slightly later in the year, May presents another relatively economical option, with a median fare of $249.

Fares for flights from St. Louis to Chicago typically range from $220–$760, with a median of $407. Right now, current fares are above the typical level. Only 2% of recent fares were classified as a good price, indicating that finding significantly discounted tickets can be challenging.

For travelers flying this route, a meaningful share of itineraries are non-stop, the rest connect once. Specifically, 46% of recent fares were for direct flights from St. Louis to Chicago. For itineraries that do include connections, the typical number of stopovers is 2.

A typical journey from St. Louis to Chicago takes about 1h 31m, including connections. This duration accounts for both direct and connecting flights, providing a comprehensive view of the travel time you can expect on this route.

The distance between St. Louis and Chicago is approximately 404 kilometers. This classifies the route as a short-haul flight, meaning you can expect a relatively quick journey between the two cities.

How much is a round trip from St. Louis to Chicago

Regular price: $119 - $263

Prices for flights from St. Louis to Chicago are currently below the regular range.

The regular price range for flights from St. Louis to Chicago is between $119 and $263. The current lowest deal is $116 with American Airlines for travel from Nov 11-Nov 14.

now $116

Low $119

High $263

The cheapest time to fly from St. Louis to Chicago

Flights from St. Louis to Chicago are cheapest in January, with a median price of $169. The most expensive month to fly is December, with a median price of $782. Prices are generally lower from January to September.

January

Cheapest

Flights from $169

December

Most Expensive

Flights from $782

Jan

Feb

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from St. Louis to Chicago

American Airlines

Southwest Airlines

Last-minute flights going from St. Louis to Chicago

Mon, Jul 13

⌛ Last-Minute

STL - Chicago

St. Louis (STL) - Chicago (MDW)

Frontier Airlines

$403

$346

One-way

Wed, Jul 22

⌛ Last-Minute

STL - Chicago

St. Louis (STL) - Chicago (MDW)

Frontier Airlines

$325

$287

One-way

Mon, Jul 27

⌛ Last-Minute

STL - Chicago

St. Louis (STL) - Chicago (MDW)

Frontier Airlines

$295

$265

One-way

Sat, Aug 1

⌛ Last-Minute

STL - Chicago

St. Louis (STL) - Chicago (MDW)

Frontier Airlines

$295

$225

One-way

Sat, Aug 1

⌛ Last-Minute

STL - Chicago

St. Louis (STL) - Chicago (ORD)

Frontier Airlines

$255

$225

One-way

Sun, Aug 2

⌛ Last-Minute

STL - Chicago

St. Louis (STL) - Chicago (ORD)

Frontier Airlines

$254

$225

One-way

Biggest price drops on these dates for flights from St. Louis to Chicago

18 nights

Oct 16 - Nov 3

$218 → $216

7 nights

Sep 30 - Oct 7

$185 → $187

7 nights

Sep 29 - Oct 6

$183 → $187

7 nights

Sep 8 - Sep 15

$174 → $187

Popular Airports to fly from St. Louis to Chicago

St. Louis - Chicago route insights

💸 Price insights

Recent fares are below the typical level

Recent fares for St. Louis to Chicago are below the typical level at $116.

📅 Best time to fly

January and February are historically cheapest

Historically, January and February offer the lowest median prices for this route at $169.

⏱️ Flight duration

Direct flights average 1h 31m

Direct flights from St. Louis to Chicago typically take 1h 31m.

✈️ Airlines & availability

American Airlines and Southwest Airlines offer direct flights

American Airlines and Southwest Airlines provide direct flight options for this route.

🏆 Airline highlight

American Airlines has a recent deal for $116

American Airlines recently offered a flight for $116 from St. Louis to Chicago.

🎯 Booking tip

Deals are frequent for this route

Deals for flights from St. Louis to Chicago are frequently available.

St. Louis main airports to depart from

St. Louis Lambert International (STL)

Cheapest

St. Louis Lambert International Airport is a good option for flights from St. Louis to Chicago.

📍 ~20 km from St. Louis (reachable by car)

💸 Flights from ~$116

Chicago main airports to arrive at

Chicago Midway International (MDW)

Cheapest

Chicago Midway International is a good option for flights from St. Louis to Chicago.

📍 ~14 km from Chicago city center (reachable by car)

💸 Flights from ~$116

Chicago Rockford International (RFD)

Chicago Rockford International is an alternative for flights from St. Louis to Chicago.

📍 ~126 km from Chicago city center (reachable by car)

💸 Flights from ~$233

O Hare International (ORD)

O Hare International is a convenient choice for flights from St. Louis to Chicago.

📍 ~25 km from Chicago city center (reachable by car)

💸 Flights from ~$116

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers significant carrier presence and is easily accessible from Chicago.

📍 ~135 km from Chicago (reachable by car or train)

💸 Flights from ~$215

Gerald R. Ford International (GRR)

Cheapest

Gerald R. Ford International provides a robust domestic network with a strong presence of airlines.

📍 ~200 km from Chicago (reachable by car)

💸 Flights from ~$204

Dane County Regional (MSN)

Dane County Regional is a reliable regional hub with efficient operations and good amenities for travelers.

📍 ~200 km from Chicago (reachable by car)

💸 Flights from ~$271

South Bend International (SBN)

South Bend International is the closest alternative airport to the Chicago metro area.

📍 ~120 km from Chicago (reachable by car or train)

💸 Flights from ~$235

Fort Wayne International (FWA)

Fort Wayne International offers multiple cabin classes and solid connectivity for eastern domestic destinations.

📍 ~235 km from Chicago (reachable by car)

💸 Flights from ~$271

Business & First Class Flight Deals to Chicago

Discover luxury on the budget with premium cabin class on flights from St. Louis to Chicago.

Elite

Best Elite deals to Chicago

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From STL

Elite

Aug 04

Chicago, United States

76% AI deal score

$4,047

$1,810

Save $2,237

From STL

Elite

Aug 14

Chicago, United States

76% AI deal score

$4,206

$1,818

Save $2,388

From STL

Elite

Aug 09

Chicago, United States

76% AI deal score

$4,123

$1,818

Save $2,305

From STL

Elite

Aug 16

Chicago, United States

76% AI deal score

$4,226

$1,818

Save $2,408

From STL

Elite

Aug 12

Chicago, United States

76% AI deal score

$4,184

$1,818

Save $2,366

From STL

Elite

Aug 08

Chicago, United States

76% AI deal score

$4,116

$1,818

Save $2,298

From STL

Elite

Aug 14

Chicago, United States

76% AI deal score

$4,231

$1,838

Save $2,393

From STL

Elite

Aug 16

Chicago, United States

76% AI deal score

$4,250

$1,838

Save $2,412

From STL

Elite

Aug 12

Chicago, United States

76% AI deal score

$4,211

$1,838

Save $2,373

From STL

Elite

Aug 09

Chicago, United States

76% AI deal score

$4,184

$1,838

Save $2,346

From STL

Elite

Aug 08

Chicago, United States

76% AI deal score

$4,181

$1,838

Save $2,343

From STL

Elite

Aug 18

Chicago, United States

76% AI deal score

$4,216

$1,844

Save $2,372

From STL

Elite

Aug 02

Chicago, United States

76% AI deal score

$4,185

$1,844

Save $2,341

From STL

Elite

Aug 18

Chicago, United States

76% AI deal score

$4,390

$1,883

Save $2,507

From STL

Elite

Aug 14

Chicago, United States

76% AI deal score

$4,492

$1,918

Save $2,574

From STL

Elite

Aug 18

Chicago, United States

76% AI deal score

$4,501

$1,988

Save $2,513

From STL

Elite

Aug 05

Chicago, United States

76% AI deal score

$673

$395

Save $278

From STL

Elite

Aug 03

Chicago, United States

75% AI deal score

$4,047

$1,818

Save $2,229

From STL

Elite

Aug 03

Chicago, United States

75% AI deal score

$4,093

$1,838

Save $2,255

From STL

Elite

Aug 04

Chicago, United States

75% AI deal score

$4,116

$1,850

Save $2,266

From STL

Elite

Aug 03

Chicago, United States

75% AI deal score

$4,181

$1,918

Save $2,263

From STL

Elite

Aug 09

Chicago, United States

75% AI deal score

$4,231

$1,918

Save $2,313

From STL

Elite

Aug 12

Chicago, United States

75% AI deal score

$4,280

$1,918

Save $2,362

From STL

Elite

Aug 08

Chicago, United States

75% AI deal score

$4,218

$1,918

Save $2,300

From STL

Elite

Aug 16

Chicago, United States

75% AI deal score

$4,214

$1,924

Save $2,290

From STL

Elite

Aug 14

Chicago, United States

75% AI deal score

$4,184

$1,924

Save $2,260

From STL

Elite

Aug 04

Chicago, United States

75% AI deal score

$2,003

$710

Save $1,293

From STL

Elite

Aug 12

Chicago, United States

74% AI deal score

$4,129

$1,924

Save $2,205

From STL

Elite

Aug 03

Chicago, United States

74% AI deal score

$4,047

$1,924

Save $2,123

From STL

Elite

Aug 09

Chicago, United States

74% AI deal score

$4,116

$1,924

Save $2,192

From STL

Elite

Aug 18

Chicago, United States

74% AI deal score

$4,222

$1,949

Save $2,273

From STL

Elite

Jul 13

Chicago, United States

74% AI deal score

$2,087

$1,071

Save $1,016

From STL

Elite

Oct 12

Chicago, United States

73% AI deal score

$3,612

$1,819

Save $1,793

From STL

Elite

Aug 24

Chicago, United States

73% AI deal score

$1,971

$758

Save $1,213

From STL

Elite

Aug 07

Chicago, United States

73% AI deal score

$2,007

$1,024

Save $983

From STL

Elite

Aug 01

Chicago, United States

72% AI deal score

$668

$477

Save $191

From STL

Elite

Jul 19

Chicago, United States

72% AI deal score

$1,798

$774

Save $1,024

From STL

Elite

Jul 06

Chicago, United States

71% AI deal score

$991

$543

Save $448

From STL

Elite

Jul 05

Chicago, United States

69% AI deal score

$1,405

$905

Save $500

From STL

Elite

Aug 02

Chicago, United States

66% AI deal score

$598

$466

Save $132

From STL

Elite

Aug 02

Chicago, United States

66% AI deal score

$606

$466

Save $140

From STL

Elite

Sep 28

Chicago, United States

65% AI deal score

$5,161

$3,278

Save $1,883

From STL

Elite

Sep 20

Chicago, United States

65% AI deal score

$5,027

$3,328

Save $1,699

From STL

Elite

Sep 13

Chicago, United States

50% AI deal score

$4,832

$3,303

Save $1,529

From STL

Elite

Nov 13

Chicago, United States

49% AI deal score

$2,547

$1,838

Save $709

From STL

Elite

Nov 13

Chicago, United States

49% AI deal score

$2,563

$1,865

Save $698

From STL

Elite

Sep 16

Chicago, United States

48% AI deal score

$435

$393

Save $42

From STL

Elite

Jul 06

Chicago, United States

47% AI deal score

$810

$663

Save $147

From STL

Elite

Jul 05

Chicago, United States

47% AI deal score

$1,403

$1,013

Save $390

From STL

Elite

Oct 21

Chicago, United States

45% AI deal score

$729

$593

Save $136

From STL

Elite

Jul 08

Chicago, United States

45% AI deal score

$774

$663

Save $111

From STL

Elite

Nov 12

Chicago, United States

44% AI deal score

$469

$463

Save $6

From STL

Elite

Sep 12

Chicago, United States

43% AI deal score

$466

From STL

Elite

Oct 13

Chicago, United States

43% AI deal score

$466

From STL

Elite

Aug 26

Chicago, United States

43% AI deal score

$2,205

From STL

Elite

Aug 29

Chicago, United States

43% AI deal score

$2,205

From STL

Elite

Aug 31

Chicago, United States

42% AI deal score

$2,101

From STL

Elite

Aug 22

Chicago, United States

42% AI deal score

$2,219

From STL

Elite

Aug 22

Chicago, United States

42% AI deal score

$2,219

From STL

Elite

Aug 16

Chicago, United States

42% AI deal score

$2,249

From STL

Elite

Aug 03

Chicago, United States

42% AI deal score

$2,249

From STL

Elite

Aug 03

Chicago, United States

42% AI deal score

$2,249

From STL

Elite

Aug 16

Chicago, United States

42% AI deal score

$2,257

From STL

Elite

Aug 03

Chicago, United States

42% AI deal score

$2,258

From STL

Elite

Aug 03

Chicago, United States

42% AI deal score

$2,258

From STL

Elite

Aug 03

Chicago, United States

42% AI deal score

$2,258

From STL

Elite

Aug 03

Chicago, United States

42% AI deal score

$2,301

From STL

Elite

Aug 26

Chicago, United States

42% AI deal score

$2,303

From STL

Elite

Aug 12

Chicago, United States

42% AI deal score

$2,336

From STL

Elite

Aug 12

Chicago, United States

42% AI deal score

$2,344

From STL

Elite

Aug 12

Chicago, United States

42% AI deal score

$2,344

From STL

Elite

Aug 26

Chicago, United States

42% AI deal score

$2,347

From STL

Elite

Aug 29

Chicago, United States

42% AI deal score

$2,347

From STL

Elite

Aug 22

Chicago, United States

42% AI deal score

$2,347

From STL

Elite

Aug 03

Chicago, United States

42% AI deal score

$2,369

From STL

Elite

Aug 03

Chicago, United States

42% AI deal score

$2,390

From STL

Elite

Aug 26

Chicago, United States

42% AI deal score

$2,434

From STL

Elite

Aug 22

Chicago, United States

42% AI deal score

$2,434

From STL

Elite

Aug 29

Chicago, United States

42% AI deal score

$2,434

From STL

Elite

Aug 26

Chicago, United States

42% AI deal score

$2,434

From STL

Elite

Aug 29

Chicago, United States

42% AI deal score

$2,434

From STL

Elite

Aug 22

Chicago, United States

42% AI deal score

$2,434

From STL

Elite

Aug 26

Chicago, United States

42% AI deal score

$2,434

From STL

Elite

Aug 29

Chicago, United States

42% AI deal score

$2,434

From STL

Elite

Aug 26

Chicago, United States

42% AI deal score

$2,448

From STL

Elite

Aug 22

Chicago, United States

42% AI deal score

$2,448

From STL

Elite

Dec 19

Chicago, United States

41% AI deal score

$534

From STL

Elite

Oct 12

Chicago, United States

41% AI deal score

$537

From STL

Elite

Aug 09

Chicago, United States

41% AI deal score

$1,009

$951

Save $58

From STL

Elite

Aug 31

Chicago, United States

41% AI deal score

$2,243

From STL

Elite

Aug 31

Chicago, United States

41% AI deal score

$2,243

From STL

Elite

Aug 31

Chicago, United States

41% AI deal score

$2,243

From STL

Elite

Sep 19

Chicago, United States

41% AI deal score

$2,263

From STL

Elite

Aug 31

Chicago, United States

41% AI deal score

$2,330

From STL

Elite

Aug 31

Chicago, United States

41% AI deal score

$2,330

From STL

Elite

Aug 31

Chicago, United States

41% AI deal score

$2,330

From STL

Elite

Aug 31

Chicago, United States

41% AI deal score

$2,344

From STL

Elite

Aug 31

Chicago, United States

41% AI deal score

$2,344

From STL

Elite

Jul 26

Chicago, United States

41% AI deal score

$2,438

From STL

Elite

Jul 26

Chicago, United States

41% AI deal score

$2,438

Frequently Asked Questions About Flights to Chicago

Historically, the optimal booking window for flights from St. Louis to Chicago is typically 14-27 days before departure. During this period, the average price observed was $246. Booking within 0-6 days of departure generally sees a higher average price of $468, while waiting until 7-13 days out can result in an average price of $625. Prices tend to be higher for bookings made further in advance, such as $539 for 28-59 days out and $506 for 60+ days out.

Across the trailing quarter, a flight from St. Louis to Chicago is generally considered a good deal if it is priced at or below $220. The median price for this route over the same period was $407. Prices above $760 are typically in the higher range for this route. These figures are based on observations over a 90-day window.

Historically, January and February have offered the cheapest flights from St. Louis to Chicago, both with a median price of $169. May also presents a relatively lower median price at $249. In contrast, the annual median price for this route is $407, indicating that these months provide significant savings. These insights are based on data collected over a 270-day period.

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