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Chesapeake

$56+ 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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — RIC
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago O'Hare Intl to Chesapeake are usually found in January or April, booked 75 days in advance, depart on a Tuesday or Wednesday and return on a Thursday

Cheap 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 December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:50 pmORD - ORF
Nonstop2h 13mAmerican Airlines
Fri 1/212:54 pmORF - ORD
Nonstop2h 28mAmerican Airlines
Deal found 12/17$352
This Frontier deal was found by Cheapflights users on 12/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:00 amORD - ORF
1 stop6h 09mFrontier
Fri 12/262:34 pmORF - ORD
1 stop8h 50mFrontier
Deal found 12/15$362
This United Airlines deal was found by Cheapflights users on 12/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/258:50 amORD - ORF
1 stop4h 22mUnited Airlines
Fri 1/26:20 amORF - ORD
1 stop4h 18mUnited Airlines
Deal found 12/17$372
This United Airlines deal was found by Cheapflights users on 12/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:25 amORD - ORF
Nonstop2h 13mUnited Airlines
Sun 1/46:30 amORF - ORD
Nonstop2h 35mUnited Airlines
Deal found 12/16$421
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Tue 12/307:01 pmORD - ORF
2 stops14h 31mMultiple Airlines
Wed 12/315:46 pmORF - ORD
1 stop15h 38mMultiple Airlines
Deal found 12/17$437
This Priceline deal was found by Cheapflights users on 12/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:00 amORD - ORF
1 stop6h 39mFrontier
Mon 12/222:04 pmORF - ORD
1 stop9h 20mFrontier
Deal found 12/17$443
This Delta deal was found by Cheapflights users on 12/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/251:22 pmORD - ORF
1 stop7h 30mDelta
Mon 12/297:38 pmORF - ORD
1 stop5h 24mDelta
Deal found 12/16$463
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:50 pmORD - ORF
Nonstop2h 13mAmerican Airlines
Sun 12/287:23 amORF - ORD
Nonstop2h 32mAmerican Airlines
Deal found 12/16$478

Find 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 December 18, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$112
(Super.com)

One-way from

$56
(Spirit)

Popular in

December

Cheapest in

January

Average price

$425
Provider with most accurate pricing for Chicago (CHI)-Norfolk flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Norfolk flights.
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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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High demand for flights, 0% potential price rise
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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 December 2025
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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 December 18, 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

Fri 1/16

5:15 am-6:38 pm

1 stop12h 23m

Norfolk

Mon 1/19

7:33 pm-11:22 am

1 stop16h 49m

$174

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Wed 1/7

5:00 am-2:06 pm

1 stop8h 06m

Norfolk

Thu 1/8

7:33 pm-10:42 pm

3 stops28h 09m

$211

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Wed 1/7

11:05 am-2:25 pm

Nonstop2h 20m

Norfolk

Thu 1/8

4:45 pm-6:19 pm

Nonstop2h 34m

$308

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Tue 1/13

11:07 am-2:27 pm

Nonstop2h 20m

Norfolk

Tue 1/20

4:45 pm-6:19 pm

Nonstop2h 34m

$319

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Fri 2/6

6:50 am-12:10 pm

1 stop4h 20m

Norfolk

Tue 2/10

3:37 pm-9:35 pm

1 stop6h 58m

$324

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Sat 3/7

4:02 pm-9:04 pm

1 stop4h 02m

Norfolk

Sat 3/14

6:43 pm-8:27 pm

Nonstop2h 44m

$333

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Sun 2/1

6:10 pm-9:32 pm

Nonstop2h 22m

Norfolk

Wed 2/4

12:25 pm-4:56 pm

1 stop5h 31m

$339

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Wed 1/7

11:05 am-2:25 pm

Nonstop2h 20m

Norfolk

Wed 1/14

7:45 pm-11:39 pm

1 stop4h 54m

$343

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Thu 3/12

8:50 am-2:08 pm

1 stop4h 18m

Norfolk

Sat 3/14

7:45 pm-11:44 pm

1 stop4h 59m

$343

ChicagoNorfolk

ORD - ORF

ORDORF

Chicago O'Hare Intl

Mon 2/9

7:20 am-6:38 pm

1 stop10h 18m

$56

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 18 results
1
2

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 December 12, 2025.

The best time to book flights from Chicago O'Hare Intl Airport to Chesapeake is 75 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, February is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Chesapeake (average of $121). Flying from Chicago O'Hare Intl Airport to Chesapeake in December 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.

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 December 18, 2025.

It’s typically best to fly out from Chicago O'Hare Intl Airport to Chesapeake in the evening. Doing so could potentially save you 20% on the flight price compared to flying in the morning, which is usually more expensive.

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 December 13, 2025.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Chesapeake flight should consider departing on Saturday 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.

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 December 18, 2025.
Read reviews from past customers who have flown United Airlines and American Airlines from Chicago O'Hare Intl Airport to Chesapeake. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,091 reviews

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Crew

8.1

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.
United Airlines
7.4
Good
9,091 reviews
United Airlines
7.4
Good
9,091 reviews

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Crew

8.1

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.
American Airlines
7.2
Good
11,054 reviews
United Airlines
7.4
Good
9,091 reviews

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Crew

8.1

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.

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.

  • How long is the flight from Chicago O'Hare Intl Airport to Chesapeake?

    A quick flight from Chicago O'Hare Intl Airport to Chesapeake can take about 2h 20m. Spirit Airlines provides one of the quickest options available for as low as $308. Airlines will cover a distance of 715 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 Frontier, which is currently one of the cheapest options available, starting at $93. American Airlines flights start at $115 while deals on United Airlines start at $132 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: GoJet (73%), United Airlines (69%), Qatar Airways (65%).

  • 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 $412, our data shows the cheapest flight currently is $119. When looking at the most popular route, (Chicago O'Hare Intl - Norfolk), you can expect to pay $112 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, February is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Chesapeake (average of $121). Flying from Chicago O'Hare Intl Airport to Chesapeake in December 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.

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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 3 airlines flying from O'Hare Intl to Chesapeake

Discover the top 3 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$78Average$224FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$207Average$400FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$235Average$394FlexibilityNo cancel feeOn-time71%

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