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Chesapeake

$79+ Cheap flights from O'Hare Intl (ORD) 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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — RIC
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago O'Hare Intl to Chesapeake are usually found in September or April, booked 68 days in advance, depart on a Tuesday or Thursday and return on a Friday

Cheap flight deals from O'Hare Intl to Chesapeake

Keep the following information in mind while searching for O'Hare Intl to Chesapeake flight deals. Data was last updated June 12, 2025.

Round-trip from

$244
(FlightHub)

One-way from

$79
(American Airlines)

Popular in

February

Cheapest in

September

Average price

$387
From Chicago O'Hare Intl to Chesapeake
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One-way flight from Chicago O'Hare Intl to Chesapeake
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Highest demand for flights based on searches. 5% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from O'Hare Intl to Chesapeake

Cheapest flights from O'Hare Intl to Chesapeake
Explore the most affordable flight options available from O'Hare Intl to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This FlightHub deal was found by Cheapflights users on 6/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/197:15 amORD - ORF
1 stop10h 34mSpirit Airlines
Mon 9/227:44 pmORF - ORD
1 stop19h 31mSpirit Airlines
Deal found 6/12$244
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Sat 8/97:55 pmORD - ORF
Nonstop2h 27mAmerican Airlines
Thu 8/146:12 pmORF - ORD
Nonstop2h 38mAmerican Airlines
Deal found 6/10$246
This Mytrip deal was found by Cheapflights users on 6/10. 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.
Wed 7/165:05 amORD - ORF
1 stop26h 10mMultiple Airlines
Sun 7/209:05 amORF - ORD
1 stop24h 50mMultiple Airlines
Deal found 6/10$248
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Sat 8/96:22 pmORD - ORF
Nonstop2h 18mUnited Airlines
Wed 8/136:20 amORF - ORD
Nonstop2h 25mUnited Airlines
Deal found 6/10$264
This Delta deal was found by Cheapflights users on 6/9. 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.
Thu 10/237:10 amORD - ORF
1 stop4h 41mDelta
Wed 10/295:50 amORF - ORD
1 stop4h 35mDelta
Deal found 6/9$278
This Southwest deal was found by Cheapflights users on 6/11. 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.
Sat 8/97:30 amORD - ORF
1 stop6h 15mSouthwest
Sat 8/166:20 amORF - ORD
2 stops11h 05mSouthwest
Deal found 6/11$349
This Frontier deal was found by Cheapflights users on 6/9. 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.
Sat 10/256:00 amORD - ORF
1 stop7h 27mFrontier
Thu 10/303:27 pmORF - ORD
1 stop9h 32mFrontier
Deal found 6/9$366

Cheapflights Fare Finder

Customize your flight search to find flights from O'Hare Intl 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 June 12, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Chesapeake that are best for you.

Fly from

O'Hare Intl

Fly to

Chesapeake

Route

Depart

Return

Price

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Sat 8/9

7:55 pm-11:22 pm

Nonstop2h 27m

Norfolk

Thu 8/14

6:12 pm-7:50 pm

Nonstop2h 38m

$246

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Tue 7/8

7:49 pm-10:35 pm

1 stop25h 46m

Norfolk

Sun 7/13

6:30 pm-3:42 pm

2 stops22h 12m

$247

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Wed 7/16

5:05 am-8:15 am

1 stop26h 10m

Norfolk

Sun 7/20

9:05 am-8:55 am

1 stop24h 50m

$248

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Sat 8/9

6:22 pm-9:40 pm

Nonstop2h 18m

Norfolk

Wed 8/13

6:20 am-7:45 am

Nonstop2h 25m

$264

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Sat 7/26

5:20 pm-11:12 pm

1 stop4h 52m

Norfolk

Sat 8/2

6:14 pm-12:09 am

1 stop6h 55m

$318

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Sat 8/9

7:30 am-2:45 pm

1 stop6h 15m

Norfolk

Sat 8/16

6:20 am-4:25 pm

2 stops11h 05m

$349

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Wed 6/18

11:28 am-9:58 am

1 stop21h 30m

Norfolk

Sun 6/22

12:53 pm-12:21 am

1 stop12h 28m

$378

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Thu 8/7

11:55 am-3:14 pm

Nonstop2h 19m

$79

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Mon 8/25

2:55 pm-10:50 pm

2 stops6h 55m

$94

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Wed 8/13

5:45 am-11:23 am

1 stop4h 38m

$99

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 15 results
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Best time to book a flight from O'Hare Intl to Chesapeake

Have a flexible travel schedule? Discover the best time to fly to Chesapeake from O'Hare Intl 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 Chicago O'Hare Intl Airport to Chesapeake

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Chesapeake?

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to Chesapeake. Price data was last updated on June 9, 2025.

The best time to book flights from Chicago O'Hare Intl Airport to Chesapeake is 68 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 Chicago O'Hare Intl Airport to Chesapeake?

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Chesapeake (average of $281). Flying from Chicago O'Hare Intl Airport to Chesapeake in March is currently the most expensive (average of $351). 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 ORD to C6E?

Find hourly flight availability from O'Hare Intl to Chesapeake. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago O'Hare Intl Airport to Chesapeake as you normally would.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Chesapeake?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Chesapeake. Price data was last updated on June 8, 2025.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Chesapeake flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago O'Hare Intl Airport to Chesapeake

Explore weekly flight availability from O'Hare Intl to Chesapeake. 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 June 12, 2025.

The most flights from ORD to C6E are scheduled on a Tuesday (28 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).

Rainfall in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chesapeake ranges from 2.9 - 5.8 inches per month. July is typically the wettest month, when rainfall can reach 5.8 in. November is typically the driest time to visit Chesapeake when rainfall is around 2.9 in.

Temperature in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chesapeake, 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 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 42.8 F).

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 June 12, 2025.
Get a feel of what it's like to fly with Southwest, Delta and United Airlines from Chicago 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.
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,925 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Crew

8.6

Entertainment

7.6

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Chesapeake. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Chesapeake one-way?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $79. United Airlines flights start at $84 while deals on Southwest start at $94 one-way.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Chesapeake?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago O'Hare Intl Airport to Chesapeake on time: Republic Airways (94%), Envoy Air (88%), GoJet (87%).

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Chesapeake?

    While on average a flight from Chicago O'Hare Intl Airport to Chesapeake is generally $363, our data shows the cheapest flight currently is $126. When looking at the most popular route, (Chicago O'Hare Intl - Norfolk), you can expect to pay $157 for that flight.

  • Can I find deals for flights from O'Hare Intl to Chesapeake that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Chesapeake flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Chesapeake?

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

  • Can I find deals for business class flights from O'Hare Intl to Chesapeake?

    Yes. Cheapflights offers flight deals from O'Hare Intl 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 Chicago O'Hare Intl Airport to Chesapeake?

    Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Chesapeake (average of $281). Flying from Chicago O'Hare Intl Airport to Chesapeake in March is currently the most expensive (average of $351). 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.

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Alternative routes for O'Hare Intl to Chesapeake

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from O'Hare Intl to Chesapeake

Discover the top 4 airlines that operate flights from O'Hare Intl 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$79Average$245FlexibilityNo cancel feeOn-time65%
DeltaCheapest$142Average$366FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$201Average$376FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$207Average$419FlexibilityNo cancel feeOn-time69%

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