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$70+ Cheap flights from Norfolk (ORF) to Chicago (CHI)

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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
ORF — CHI
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Norfolk to Chicago are usually found in September or October, booked 78 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap flight deals from Norfolk to Chicago

Cheapest flights from Norfolk to Chicago
Explore the most affordable flight options available from Norfolk to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This Trip.com deal was found by Cheapflights users on 12/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/303:11 pmORF - ORD
1 stop20h 07mMultiple Airlines
Mon 1/512:09 pmORD - ORF
1 stop5h 36mMultiple Airlines
Deal found 12/11$261
This Priceline deal was found by Cheapflights users on 12/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/303:11 pmORF - MDW
1 stop7h 47mFrontier
Mon 1/56:12 amMDW - ORF
1 stop5h 57mFrontier
Deal found 12/11$264
This Priceline deal was found by Cheapflights users on 12/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/192:34 pmORF - ORD
1 stop8h 50mFrontier
Mon 12/296:00 amORD - ORF
1 stop6h 09mFrontier
Deal found 12/10$267
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:40 pmORF - ORD
2 stops47h 53mMultiple Airlines
Sun 1/118:43 pmORD - ORF
1 stop20h 55mMultiple Airlines
Deal found 12/11$279
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:40 pmORF - ORD
1 stop19h 41mSpirit Airlines
Sun 1/118:43 pmORD - ORF
1 stop20h 55mSpirit Airlines
Deal found 12/11$282
This Frontier deal was found by Cheapflights users on 12/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:44 amORF - MDW
1 stop11h 28mFrontier
Mon 1/56:12 amMDW - ORF
1 stop5h 57mFrontier
Deal found 12/10$283
This Frontier deal was found by Cheapflights users on 12/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:44 amORF - ORD
1 stop7h 49mFrontier
Mon 1/56:00 amORD - ORF
1 stop6h 09mFrontier
Deal found 12/10$283
This Booking.com deal was found by Cheapflights users on 12/9. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/303:11 pmORF - ORD
1 stop20h 07mFrontier
Fri 1/26:00 amORD - ORF
1 stop6h 39mFrontier
Deal found 12/9$296
This Priceline deal was found by Cheapflights users on 12/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/233:11 pmORF - MDW
1 stop7h 47mFrontier
Sat 1/38:15 amMDW - ORF
1 stop7h 12mFrontier
Deal found 12/10$307
This Expedia deal was found by Cheapflights users on 12/10. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/233:11 pmORF - ORD
1 stop20h 07mFrontier
Sat 1/36:10 amORD - ORF
1 stop9h 17mFrontier
Deal found 12/10$307
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Wed 12/247:55 pmORF - ORD
1 stop4h 49mUnited Airlines
Thu 12/256:21 pmORD - ORF
1 stop4h 20mUnited Airlines
Deal found 12/10$320
This American Airlines deal was found by Cheapflights users on 12/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3112:54 pmORF - ORD
Nonstop2h 28mAmerican Airlines
Mon 1/511:40 amORD - ORF
Nonstop2h 08mAmerican Airlines
Deal found 12/11$326

Find flight deals from Norfolk to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Norfolk (ORF) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$263
(United Airlines)

One-way from

$70
(Expedia)

Popular in

December

Cheapest in

September

Average price

$390

Good round-trip deal

$370 or less

Good one-way deal

$233 or less
Provider with most accurate pricing for Norfolk-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Chicago (CHI) flights.
Search Deals
From Norfolk to Chicago (CHI)
Search Deals
One-way flight from Norfolk to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Norfolk to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Norfolk to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Norfolk to Chicago 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 12, 2025.
Use the filters below to find and compare flights from Norfolk to Chicago that are best for you.

Fly from

Norfolk

Fly to

Chicago

Route

Depart

Return

Price

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Tue 12/30

3:11 pm-10:18 am

1 stop20h 07m

Chicago O'Hare Intl

Mon 1/5

12:09 pm-6:45 pm

1 stop5h 36m

$261

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Tue 1/6

10:05 am-11:40 am

Nonstop2h 35m

Chicago O'Hare Intl

Wed 1/14

6:10 pm-9:32 pm

Nonstop2h 22m

$263

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Wed 1/14

10:05 am-11:40 am

Nonstop2h 35m

Chicago O'Hare Intl

Wed 1/14

6:17 pm-11:30 pm

1 stop4h 13m

$273

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Tue 12/30

7:40 pm-6:33 pm

2 stops47h 53m

Chicago O'Hare Intl

Sun 1/11

8:43 pm-6:38 pm

1 stop20h 55m

$279

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Thu 1/15

10:05 am-11:40 am

Nonstop2h 35m

Chicago O'Hare Intl

Sun 1/18

6:10 pm-9:32 pm

Nonstop2h 22m

$279

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Tue 12/30

7:40 pm-2:21 pm

1 stop19h 41m

Chicago O'Hare Intl

Sun 1/11

8:43 pm-6:38 pm

1 stop20h 55m

$282

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Wed 12/31

11:44 am-10:12 pm

1 stop11h 28m

Chicago Midway

Mon 1/5

6:12 am-1:09 pm

1 stop5h 57m

$283

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Wed 1/14

6:30 am-11:35 am

1 stop6h 05m

Chicago Midway

Wed 1/14

5:30 pm-8:30 pm

Nonstop2h 00m

$302

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Tue 1/6

5:35 pm-6:50 pm

Nonstop2h 15m

Chicago Midway

Wed 1/14

1:15 pm-5:50 pm

1 stop3h 35m

$302

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Wed 1/28

4:45 pm-6:19 pm

Nonstop2h 34m

Chicago O'Hare Intl

Thu 1/29

8:52 am-2:07 pm

1 stop4h 15m

$303

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 48 results
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Compare providers for flights from Norfolk to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Norfolk to Chicago in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Norfolk-Chicago flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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
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 Norfolk to Chicago

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

Use this chart to determine the optimal time to book a round-trip flight from Norfolk to Chicago. Price data was last updated on December 5, 2025.

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 78 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, May is the cheapest month in which you can book a flight from Norfolk to Chicago (average of $108). Flying from Norfolk to Chicago in July is currently the most expensive (average of $265). 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?

Find hourly flight availability from Norfolk to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 12, 2025.

It’s typically best to fly out from Norfolk to Chicago in the afternoon. Doing so could potentially save you 24% on the flight price compared to flying in the evening, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from Norfolk to Chicago. Price data was last updated on December 6, 2025.

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

Weekly flight availability from Norfolk to Chicago

Explore weekly flight availability from Norfolk to Chicago. 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 December 12, 2025.

The most flights from ORF to CHI are scheduled on a Monday (17 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated December 12, 2025.
See what other customers who have flown with Southwest, United Airlines, and American 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.
Southwest
7.9
Good
4,253 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,253 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,095 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,050 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,179 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.8
Fair
3,084 reviews
Southwest
7.9
Good
4,253 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

7.9

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Norfolk to Chicago. 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 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 14 outbound flights to Chicago per day. 5 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 35m. The distance between Norfolk and Chicago is about 715 mi. This flight may include one or multiple stops.

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

    Flying on Spirit Airlines is currently your cheapest option to Chicago, with prices starting at $92. Additional round-trip tickets that might be worth considering are offered by Frontier and United Airlines, with the lowest prices starting at $172 and $191, respectively. Spirit Airlines is currently priced 74% 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 $72. However, be on the lookout for offers from American 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?

    Most travelers choose Norfolk - Chicago O'Hare Intl, Norfolk - Chicago Midway or Norfolk - Chicago Greater Rockford when deciding on the best route from Norfolk to Chicago.

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

    Consider ANA (89%), Air Canada (81%) or Qatar Airways (79%) 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 $643 for a flight from Norfolk to Chicago. The cheapest flight overall is $166 while the most popular route, (Norfolk - Chicago O'Hare Intl) is currently priced at $134.

  • 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, May is the cheapest month in which you can book a flight from Norfolk to Chicago (average of $108). Flying from Norfolk to Chicago in July is currently the most expensive (average of $265). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Norfolk to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to O'Hare Intl flights
Reagan-National to O'Hare Intl flights
Raleigh to O'Hare Intl flights
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Roanoke to O'Hare Intl flights
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Norfolk to Peoria flights
Roanoke to St. Louis flights
Reagan-National to Moline flights
Reagan-National to Peoria flights
Raleigh to Moline flights
Charlottesville to Midway flights
Dulles Intl to Peoria flights
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Raleigh to Evansville flights
Raleigh to Springfield flights
Dulles Intl to Springfield flights
Lynchburg to O'Hare Intl flights
Blountville to O'Hare Intl flights
Reagan-National to Springfield flights
Norfolk to Moline flights
Lynchburg to Peoria flights
Raleigh to Dubuque flights
Richmond to Champaign flights
Greensboro to Peoria flights
Blountville to Midway flights
Greensboro to Moline flights
Dulles Intl to Evansville flights
Richmond to Peoria flights
Raleigh to Bloomington flights
Staunton to O'Hare Intl flights
Charlottesville to St. Louis flights
Reagan-National to Evansville flights

Top 5 airlines flying from Norfolk to Chicago

Discover the top 5 airlines that operate flights from Norfolk to Chicago. 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 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$92Average$303FlexibilityNo cancel feeOn-time65%
FrontierCheapest$176Average$208FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$214Average$382FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$217Average$355FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$261Average$379FlexibilityNo cancel feeOn-time63%

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