Chicago

$100+ Cheap flights from Norfolk (ORF) to Chicago (CHI)

ORF — CHI
Dec 4 — Dec 111
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Find cheap flights from Norfolk to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.
Cheapflights Tip: The best prices from Norfolk to Chicago are usually found in January or August, booked 65 days in advance, depart on a Thursday or Friday and return on a Saturday

Cheap flight deals from Norfolk to Chicago

Cheapest flights from Norfolk to Chicago

Thu 12/38:00 am -
Nonstop2h 15m
Thu 12/108:50 am -
1 stop3h 40m
Deal found 11/3$303
Wed 12/27:24 pm -
1 stop12h 53m
Fri 12/47:08 pm -
1 stop22h 23m
Deal found 11/4$305
Wed 12/27:24 pm -
1 stop12h 53m
Sun 12/610:29 pm -
1 stop19h 02m
Deal found 11/4$306
Sat 12/267:16 pm -
1 stop5h 45m
Sun 1/108:30 pm -
1 stop19h 57m
Deal found 11/3$307
Thu 12/38:07 pm -
1 stop4h 52m
Mon 12/78:15 am -
Nonstop2h 19m
Deal found 11/3$307
Thu 12/105:09 pm -
1 stop8h 59m
Mon 12/145:35 am -
1 stop9h 39m
Deal found 11/1$309
Thu 11/191:31 pm -
1 stop11h 16m
Sun 11/228:42 pm -
1 stop18h 14m
Deal found 11/1$310
Sat 12/57:00 am -
2 stops16h 00m
Sun 12/610:29 pm -
1 stop19h 02m
Deal found 11/4$312
Wed 12/97:26 pm -
2 stops21h 38m
Fri 12/1110:29 pm -
1 stop19h 02m
Deal found 11/1$314
Thu 12/35:25 pm -
1 stop6h 29m
Mon 12/76:41 pm -
1 stop4h 02m
Deal found 11/3$317
Tue 12/17:29 pm -
1 stop5h 27m
Wed 12/96:16 pm -
1 stop4h 50m
Deal found 11/4$317
Sun 11/157:41 pm -
1 stop14h 05m
Sun 11/225:12 pm -
1 stop21h 44m
Deal found 11/1$319

Find flight deals from Norfolk to Chicago

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$303
(Southwest)

One-way from

$100
(Priceline)

Popular in

November

Cheapest in

January

Average price

$579

Good round-trip deal

$409 or less

Good one-way deal

$239 or less
Provider with most accurate pricing for Norfolk-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Norfolk-Chicago (CHI) flights.
From Norfolk to Chicago (CHI)
One-way flight from Norfolk to Chicago (CHI)
Highest demand for flights based on searches. 8% potential increase in price ($36 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Norfolk to Chicago (CHI).
Price to beat on a one-way flight from Norfolk to Chicago (CHI).

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Norfolk to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NorfolkChicago

ORF Norfolk - ORD Chicago O'Hare Intl

ORFORD

Norfolk

Mon 11/23

4:54 pm-12:43 am

1 stop8h 49m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$129

NorfolkChicago

ORF Norfolk - ORD Chicago O'Hare Intl

ORFORD

Norfolk

Fri 12/25

10:04 pm-12:56 am

1 stop27h 52m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$145
Quickest round-trip

NorfolkChicago

ORF Norfolk - MDW Chicago Midway

ORFMDW

Norfolk

Thu 12/31

8:00 am-9:15 am

Nonstop2h 15m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$149

NorfolkChicago

ORF Norfolk - MDW Chicago Midway

ORFMDW

Norfolk

Sun 1/10

6:22 pm-7:35 pm

1 stop26h 13m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$156

NorfolkChicago

ORF Norfolk - MDW Chicago Midway

ORFMDW

Norfolk

Thu 12/31

6:03 pm-10:22 pm

1 stop5h 19m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$159

NorfolkChicago

ORF Norfolk - ORD Chicago O'Hare Intl

ORFORD

Norfolk

Tue 11/24

10:27 am-2:25 pm

1 stop4h 58m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$159

NorfolkChicago

ORF Norfolk - ORD Chicago O'Hare Intl

ORFORD

Norfolk

Tue 11/24

6:00 am-10:30 am

1 stop5h 30m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$159

NorfolkChicago

ORF Norfolk - MDW Chicago Midway

ORFMDW

Norfolk

Sat 12/12

6:15 am-3:00 pm

2 stops9h 45m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$164

NorfolkChicago

ORF Norfolk - MDW Chicago Midway

ORFMDW

Norfolk

Thu 12/10

8:00 am-9:15 am

Nonstop2h 15m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$175

NorfolkChicago

ORF Norfolk - MDW Chicago Midway

ORFMDW

Norfolk

Mon 11/23

7:30 am-8:45 am

Nonstop2h 15m

Chicago Midway

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$191

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 37 resultsSorted by cheapest first
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Compare providers for flights from Norfolk to Chicago

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Norfolk to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Norfolk-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Norfolk-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Norfolk-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Norfolk-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Norfolk-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Norfolk to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Norfolk with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Norfolk to Chicago

What is the cheapest month to book a flight from Norfolk to Chicago?

Currently, January is the cheapest month in which you can book a flight from Norfolk to Chicago (average of $365). Flying from Norfolk to Chicago in March is currently the most expensive (average of $446). 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 ORF to CHI?

It’s typically best to fly out from Norfolk to Chicago in the evening. Doing so could potentially save you 9% on the flight price compared to flying in the morning, which is usually more expensive.

Weekly flight availability from Norfolk to Chicago

The most flights from ORF to CHI are scheduled on a Monday (21 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (14 on average).

How much does it cost to fly round-trip from Norfolk to Chicago?

Airfare is below average for this route at the moment.
Norfolk to Chicago flights typically cost between $390 and $651 in December.
The cheapest round-trip price found within the last 5 days was $303 on Southwest (Dec 3-Dec 10).

How far ahead should I book a flight from Norfolk to Chicago?

The price you pay for your flight from Norfolk to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 81 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest day to fly from Norfolk to Chicago?

Travelers seeking maximum savings on their Norfolk to Chicago flight should consider departing on Friday at noon when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Chicago

See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Norfolk to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

  • What airport do you fly from for flights from Norfolk to Chicago?

    For a flight from Norfolk to Chicago, you will be flying from Norfolk. Norfolk (ORF) is just 5.9 mi from the center of the city. Norfolk is the only Norfolk airport and it handles 18 outbound flights to Chicago per day. 4 airlines have flights to Chicago from Norfolk on a regular basis.

  • How long is the flight from Norfolk to Chicago?

    Departing from Norfolk to Chicago will take you 2h 15m. The distance between Norfolk and Chicago is about 702 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Norfolk to Chicago round-trip?

    Flying on Frontier is currently your cheapest option to Chicago, with prices starting at $176. Additional round-trip tickets that might be worth considering are offered by American Airlines and United Airlines, with the lowest prices starting at $277 and $279, respectively. Frontier is currently priced 57% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Norfolk to Chicago one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $69. However, be on the lookout for offers from United Airlines and Southwest, as they are both options that can get you from Norfolk to Chicago for a low price.

  • What are the most popular routes from Norfolk to Chicago?

  • What are the most reliable airlines from Norfolk to Chicago?

    Consider Qatar Airways (89%), Iberia (89%) or Gulf Air (88%) when booking your flight. These represent the most reliable airlines when flying from Norfolk to Chicago.

  • What are the cheapest flights from Norfolk to Chicago?

    On average you can expect to pay $1,101 for a flight from Norfolk to Chicago. The cheapest flight overall is $164 while the most popular route, (Norfolk - Chicago O'Hare Intl) is currently priced at $274.

  • Can I find deals for flights from Norfolk to Chicago that include hotel bookings?

    Yes. In addition to deals on Norfolk to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Norfolk to Chicago?

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

  • Can I find deals for business class flights from Norfolk to Chicago?

    Yes. Cheapflights offers flight deals from Norfolk to Chicago 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 Norfolk to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Norfolk to Chicago (average of $365). Flying from Norfolk to Chicago in March is currently the most expensive (average of $446). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter

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Top 4 airlines flying from Norfolk to Chicago

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$176Average$397FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$277Average$395FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$279Average$486FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$290Average$427FlexibilityNo cancel feeOn-time63%

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