$60+ 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
STL — RIC
Feb 28 — Mar 71
1 adult, Economy
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Cheapest flights from St. Louis to ChesapeakeExplore 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 January 29, 2026.
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 January 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Wed 2/188:17 pm
STL
- ORF
1 stop13h 34m
Multiple Airlines
Wed 3/47:31 pm
ORF
- STL
2 stops29h 28m
Multiple Airlines
Deal found 1/27![Multiple Airlines logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Tue 2/103:49 pm
STL
- ORF
1 stop24h 31m
Multiple Airlines
Fri 2/1311:32 am
ORF
- STL
1 stop20h 19m
Multiple Airlines
Deal found 1/27![Multiple Airlines logo]()
$185
This Frontier deal was found by Cheapflights users on 1/27. 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 2/203:49 pm
STL
- ORF
1 stop18h 46m
Frontier
Mon 2/238:49 am
ORF
- STL
1 stop16h 10m
Frontier
Deal found 1/27![Frontier logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Tue 3/104:51 pm
STL
- ORF
1 stop27h 59m
Multiple Airlines
Tue 3/178:41 pm
ORF
- STL
2 stops14h 56m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/273:49 pm
STL
- ORF
1 stop23h 03m
Frontier
Fri 3/63:26 pm
ORF
- STL
1 stop16h 36m
Frontier
Deal found 1/28![Frontier logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 1/28. 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 2/55:42 pm
STL
- ORF
2 stops16h 06m
Frontier
Sun 2/811:45 am
ORF
- STL
1 stop20h 06m
Frontier
Deal found 1/28![Frontier logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Sun 4/54:54 pm
STL
- ORF
1 stop28h 38m
Multiple Airlines
Mon 4/208:24 pm
ORF
- STL
2 stops35h 26m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$239
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 January 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $170 (Kiwi.com) |
One-way from | $60 (Trip.com) |
Popular in | July |
Cheapest in | October |
Average price | $458 |
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 January 29, 2026.
Use the filters below to find and compare flights from St. Louis to Chesapeake that are best for you.
Fly from
St. Louis
Fly to
Chesapeake
Route
Depart
Return
Price
St. LouisNorfolk
STL - ORF
STLORF
Lambert-St Louis
Fri 2/20
3:49 pm-11:35 am
1 stop18h 46m
Norfolk
Mon 2/23
8:49 am-11:59 pm
1 stop16h 10m
$189
St. LouisNorfolk
STL - ORF
STLORF
Lambert-St Louis
Fri 3/6
7:47 am-9:50 pm
1 stop13h 03m
Norfolk
Mon 3/9
7:31 pm-11:19 pm
2 stops28h 48m
$281
St. LouisNorfolk
STL - ORF
STLORF
Lambert-St Louis
Wed 5/13
8:13 pm-10:24 am
1 stop13h 11m
Norfolk
Sun 5/17
6:43 pm-2:12 pm
2 stops20h 29m
$306
St. LouisNorfolk
STL - ORF
STLORF
Lambert-St Louis
Fri 2/27
3:49 pm-3:52 pm
1 stop23h 03m
Norfolk
Sun 3/1
1:20 pm-11:59 pm
1 stop11h 39m
$312
St. LouisNorfolk
STL - ORF
STLORF
Lambert-St Louis
Wed 2/18
8:20 am-5:50 pm
2 stops8h 30m
Norfolk
Wed 3/4
12:30 pm-6:45 pm
2 stops7h 15m
$357
St. LouisNorfolk
STL - ORF
STLORF
Lambert-St Louis
Thu 5/14
11:21 am-10:24 am
1 stop22h 03m
Norfolk
Mon 5/18
6:05 am-11:19 pm
1 stop18h 14m
$362
St. LouisNorfolk
STL - ORF
STLORF
Lambert-St Louis
Fri 2/13
8:20 pm-11:35 am
2 stops14h 15m
Norfolk
Sun 2/15
1:44 pm-11:59 pm
1 stop11h 15m
$369
St. LouisNorfolk
STL - ORF
STLORF
Lambert-St Louis
Sat 2/21
12:15 pm-11:33 pm
1 stop10h 18m
Norfolk
Wed 2/25
10:15 am-9:40 pm
1 stop12h 25m
$374
St. LouisNorfolk
STL - ORF
STLORF
Lambert-St Louis
Sat 2/28
8:17 pm-10:37 am
1 stop13h 20m
$68
St. LouisNorfolk
STL - ORF
STLORF
Lambert-St Louis
Mon 2/23
3:49 pm-12:05 pm
1 stop19h 16m
$71
Showing 1-10 of 16 results
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 January 23, 2026.
The best time to book flights from St. Louis to Chesapeake is 32 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 $141). Flying from St. Louis to Chesapeake in November is currently the most expensive (average of $266). 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 January 29, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and United 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.
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
8.0
Crew
8.6
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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.
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Alternative routes for St. Louis to Chesapeake
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from St. Louis to Chesapeake
Discover the top 5 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 January 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$55 | Average$179 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$209 | Average$370 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$244 | Average$400 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$286 | Average$394 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$324 | Average$407 | FlexibilityNo cancel fee | On-time69% |