Chesapeake

$70+ Cheap flights from St. Louis (STL) to Chesapeake, VA

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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
STL — RIC
Apr 19 — Apr 261
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Cheap flight deals from St. Louis to Chesapeake

Cheapest flights from St. Louis to Chesapeake
Explore the most affordable flight options available from St. Louis to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 20, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/16. 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 4/248:23 pm
STL
-
ORF
1 stop13h 09m
Frontier
Fri 5/111:27 am
ORF
-
STL
1 stop20h 23m
Frontier
Deal found 3/16$166
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 5/18:23 pm
STL
-
ORF
1 stop13h 09m
Frontier
Fri 5/812:06 pm
ORF
-
STL
1 stop21h 49m
Frontier
Deal found 3/17$201
This Kiwi.com deal was found by Cheapflights users on 3/15. 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.
Sat 4/188:23 pm
STL
-
ORF
1 stop13h 09m
Multiple Airlines
Mon 4/279:02 pm
ORF
-
STL
2 stops34h 48m
Multiple Airlines
Deal found 3/15$221
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 4/248:23 pm
STL
-
ORF
2 stops20h 58m
Frontier
Thu 4/3011:27 am
ORF
-
STL
1 stop20h 23m
Frontier
Deal found 3/16$225
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 4/1611:25 am
STL
-
ORF
1 stop21h 27m
Frontier
Sun 4/1911:27 am
ORF
-
STL
1 stop20h 23m
Frontier
Deal found 3/15$229
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 4/96:29 pm
STL
-
ORF
1 stop15h 09m
Frontier
Thu 4/1611:27 am
ORF
-
STL
1 stop20h 23m
Frontier
Deal found 3/15$230
This Gotogate deal was found by Cheapflights users on 3/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/14:54 pm
STL
-
ORF
1 stop14h 15m
Frontier
Wed 4/83:20 pm
ORF
-
STL
1 stop9h 05m
Frontier
Deal found 3/15$234
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 4/64:59 pm
STL
-
ORF
1 stop20h 36m
Frontier
Thu 4/1611:27 am
ORF
-
STL
1 stop20h 23m
Frontier
Deal found 3/16$237

Find flight deals from St. Louis to Chesapeake

Keep the following information in mind while searching for St. Louis to Chesapeake flight deals. Data was last updated March 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$166
(Kiwi.com)

One-way from

$70
(Kiwi.com)

Popular in

July

Cheapest in

March

Average price

$377
Provider with most accurate pricing for Lambert-St Louis-Norfolk flight deals.
Provider most trusted by Cheapflights users for Lambert-St Louis-Norfolk flights.
From Lambert-St Louis to Chesapeake
One-way flight from Lambert-St Louis to Chesapeake
Highest demand for flights based on searches. 2% potential increase in price ($12 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in March 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from St. Louis to Chesapeake 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 March 20, 2026.
Use the filters below to find and compare flights from St. Louis to Chesapeake that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

St. LouisNorfolk

STL - ORF

STLORF

Lambert-St Louis

Sat 4/18

2:25 pm-11:05 pm

2 stops7h 40m

Norfolk

Mon 4/27

2:30 pm-8:55 pm

2 stops7h 25m

$365

St. LouisNorfolk

STL - ORF

STLORF

Lambert-St Louis

Sat 6/6

6:00 am-12:33 pm

1 stop5h 33m

Norfolk

Tue 6/9

12:53 pm-4:59 pm

1 stop5h 06m

$418

St. LouisNorfolk

STL - ORF

STLORF

Lambert-St Louis

Thu 4/16

5:40 am-12:15 pm

2 stops5h 35m

Norfolk

Sun 4/19

6:15 am-2:35 pm

2 stops9h 20m

$427

St. LouisNorfolk

STL - ORF

STLORF

Lambert-St Louis

Fri 5/15

2:10 pm-10:55 pm

2 stops7h 45m

Norfolk

Sun 5/24

10:35 am-5:30 pm

2 stops7h 55m

$469

St. LouisNorfolk

STL - ORF

STLORF

Lambert-St Louis

Thu 4/9

5:40 am-1:55 pm

2 stops7h 15m

Norfolk

Thu 4/16

5:25 pm-10:45 pm

2 stops6h 20m

$473

St. LouisNorfolk

STL - ORF

STLORF

Lambert-St Louis

Sat 6/13

3:45 pm-11:05 pm

2 stops6h 20m

Norfolk

Thu 6/18

4:30 pm-10:50 pm

2 stops7h 20m

$490

St. LouisNorfolk

STL - ORF

STLORF

Lambert-St Louis

Fri 6/12

2:25 pm-10:00 pm

2 stops6h 35m

Norfolk

Sun 6/14

5:50 am-11:20 am

2 stops6h 30m

$504
Quickest round-trip

St. LouisNorfolk

STL - ORF

STLORF

Lambert-St Louis

Sat 6/13

1:10 pm-4:15 pm

Nonstop2h 05m

Norfolk

Sat 6/20

5:40 pm-10:00 pm

1 stop5h 20m

$505

St. LouisNorfolk

STL - ORF

STLORF

Lambert-St Louis

Fri 4/10

5:24 pm-11:32 pm

1 stop5h 08m

Norfolk

Mon 4/13

5:05 pm-11:11 pm

1 stop7h 06m

$513

St. LouisNorfolk

STL - ORF

STLORF

Lambert-St Louis

Sat 6/6

9:23 am-5:27 pm

1 stop7h 04m

Norfolk

Tue 6/9

10:45 am-9:16 pm

2 stops11h 31m

$536

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/15

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

Best time to book a flight from St. Louis to Chesapeake

Have a flexible travel schedule? Discover the best time to fly to Chesapeake 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 Chesapeake

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

Use this chart to determine the optimal time to book a round-trip flight from St. Louis to Chesapeake. Price data was last updated on March 13, 2026.

The best time to book flights from St. Louis to Chesapeake is 14 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, August is the cheapest month in which you can book a flight from St. Louis to Chesapeake (average of $150). Flying from St. Louis to Chesapeake in February is currently the most expensive (average of $297). 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.

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

Reviews of airlines servicing Chesapeake

Get insights into the airlines that provide service to Chesapeake. 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 Chesapeake. Reviews last updated March 20, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from St. Louis to Chesapeake by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from St. Louis to Chesapeake. 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 Chesapeake?

    Located just 12.7 mi from the city center, Lambert-St Louis is the airport most travelers will use when flying to Chesapeake from St. Louis. Booking flights from Lambert-St Louis (STL) to Chesapeake should be relatively easy as there are 0 daily outbound flights to Chesapeake from 4 different airlines.

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

    Departing from St. Louis to Chesapeake will take you 5h 33m. There are 783 mi between St. Louis and Chesapeake. Both multi-stop and nonstop flights can be found to your destination and back.

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

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $135. Users have also found prices from $145 and $167 on United Airlines and American Airlines, respectively.

  • Can I find deals for flights from St. Louis to Chesapeake that include hotel bookings?

    Yes. In addition to deals on St. Louis to Chesapeake flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from St. Louis to Chesapeake?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from St. Louis to Chesapeake.

  • Can I find deals for business class flights from St. Louis to Chesapeake?

    Yes. Cheapflights offers flight deals from St. Louis to Chesapeake 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 Chesapeake?

    Currently, August is the cheapest month in which you can book a flight from St. Louis to Chesapeake (average of $150). Flying from St. Louis to Chesapeake in February is currently the most expensive (average of $297). 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

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Top 4 airlines flying from St. Louis to Chesapeake

Discover the top 4 airlines that operate flights from St. Louis to Chesapeake. 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 March 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$209Average$381FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$243Average$373FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$244Average$403FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$324Average$415FlexibilityNo cancel feeOn-time69%

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