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$67+ 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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORF — CHI
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Find cheap flights from Norfolk to Chicago with Cheapflights

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 Tuesday

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 January 27, 2026.

This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/247:31 pm
ORF
-
ORD
1 stop16h 51m
Spirit Airlines
Tue 3/35:15 am
ORD
-
ORF
1 stop12h 11m
Spirit Airlines
Deal found 1/27$128
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 2/257:31 pm
ORF
-
ORD
1 stop28h 34m
Multiple Airlines
Sat 2/284:42 pm
ORD
-
ORF
1 stop16h 55m
Multiple Airlines
Deal found 1/26$142
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.
Sun 2/2211:32 am
ORF
-
ORD
1 stop24h 19m
Multiple Airlines
Mon 2/238:16 pm
ORD
-
ORF
1 stop21h 10m
Multiple Airlines
Deal found 1/27$153
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/78:41 pm
ORF
-
ORD
1 stop15h 40m
Spirit Airlines
Mon 4/138:41 pm
ORD
-
ORF
1 stop22h 05m
Spirit Airlines
Deal found 1/27$155
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/171:02 pm
ORF
-
ORD
1 stop27h 50m
Multiple Airlines
Sat 2/217:00 am
ORD
-
ORF
1 stop11h 49m
Multiple Airlines
Deal found 1/27$158
This Priceline deal was found by Cheapflights users on 1/26. 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.
Mon 4/133:54 pm
ORF
-
ORD
1 stop8h 42m
Frontier
Thu 4/1610:25 am
ORD
-
ORF
1 stop6h 24m
Frontier
Deal found 1/26$160
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/171:02 pm
ORF
-
ORD
1 stop27h 50m
Frontier
Thu 2/1912:01 pm
ORD
-
ORF
1 stop25h 32m
Frontier
Deal found 1/27$165
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/66:45 am
ORF
-
ORD
1 stop12h 01m
Spirit Airlines
Wed 3/117:00 am
ORD
-
ORF
1 stop10h 26m
Spirit Airlines
Deal found 1/27$166
This CheapOair deal was found by Cheapflights users on 1/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/187:31 pm
ORF
-
ORD
1 stop29h 16m
Spirit Airlines
Fri 2/204:43 pm
ORD
-
ORF
1 stop26h 06m
Spirit Airlines
Deal found 1/26$168
This Frontier deal was found by Cheapflights users on 1/26. 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 2/2311:39 am
ORF
-
MDW
1 stop9h 08m
Frontier
Thu 2/267:30 am
MDW
-
ORF
1 stop9h 58m
Frontier
Deal found 1/26$175
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.
Fri 2/2011:32 am
ORF
-
MDW
1 stop7h 21m
Frontier
Sun 2/226:00 am
MDW
-
ORF
1 stop27h 42m
Frontier
Deal found 1/27$181
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.
Fri 2/2011:32 am
ORF
-
MDW
1 stop11h 53m
Frontier
Mon 2/239:22 pm
MDW
-
ORF
1 stop13h 43m
Frontier
Deal found 1/27$195

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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$128
(Mytrip)

One-way from

$67
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$345

Good round-trip deal

$364 or less

Good one-way deal

$196 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 ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 27, 2026.
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 - MDW

ORFMDW

Norfolk

Mon 2/23

11:39 am-7:47 pm

1 stop9h 08m

Chicago Midway

Thu 2/26

7:30 am-6:28 pm

1 stop9h 58m

$175

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Fri 2/20

11:32 am-5:53 pm

1 stop7h 21m

Chicago Midway

Sun 2/22

6:00 am-10:42 am

1 stop27h 42m

$181

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Fri 4/17

6:43 pm-4:13 pm

1 stop22h 30m

Chicago Midway

Mon 4/20

9:14 am-5:49 pm

1 stop7h 35m

$215

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Sat 2/21

6:45 am-2:55 pm

1 stop9h 10m

Chicago Midway

Sat 2/28

8:00 am-3:52 pm

1 stop6h 52m

$258

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Fri 2/20

11:32 am-5:53 pm

1 stop7h 21m

Chicago Midway

Sun 2/22

9:04 pm-6:26 pm

2 stops20h 22m

$264

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Wed 3/11

8:00 am-9:33 am

Nonstop2h 33m

Chicago O'Hare Intl

Sat 3/14

5:45 pm-8:54 pm

Nonstop2h 09m

$267

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Tue 2/17

10:15 am-11:50 am

Nonstop2h 35m

Chicago O'Hare Intl

Sat 2/21

8:50 am-2:03 pm

1 stop4h 13m

$271

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Sat 2/21

6:00 am-11:48 am

1 stop6h 48m

Chicago O'Hare Intl

Sat 2/28

11:05 am-2:22 pm

Nonstop2h 17m

$271

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Wed 2/25

6:20 am-9:34 am

1 stop4h 14m

Chicago O'Hare Intl

Sat 2/28

6:02 pm-9:11 pm

Nonstop2h 09m

$271

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Tue 4/7

6:08 am-9:38 am

1 stop4h 30m

Chicago O'Hare Intl

Tue 4/14

5:48 pm-9:08 pm

Nonstop2h 20m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 47 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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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
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 January 23, 2026.

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 $114). Flying from Norfolk to Chicago in July 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 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 January 27, 2026.

It’s typically best to fly out from Norfolk to Chicago in the afternoon. Doing so could potentially save you 23% 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 January 24, 2026.

Travelers seeking maximum savings on their Norfolk to Chicago flight should consider departing on Sunday at noon 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 January 27, 2026.

The most flights from ORF to CHI are scheduled on a Monday (11 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

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

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 January 27, 2026.
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
8.0
Very good
4,268 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

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
8.0
Very good
4,268 reviews
Southwest
8.0
Very good
4,268 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

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
9,205 reviews
Southwest
8.0
Very good
4,268 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

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
11,197 reviews
Southwest
8.0
Very good
4,268 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

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
8,384 reviews
Southwest
8.0
Very good
4,268 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

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
5.7
Fair
3,056 reviews
Southwest
8.0
Very good
4,268 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Boarding

8.1

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 8 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 33m. 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 73% 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 United Airlines, 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 SkyWest Airlines (97%), Envoy Air (86%) or ANA (84%) 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 $910 for a flight from Norfolk to Chicago. The cheapest flight overall is $139 while the most popular route, (Norfolk - Chicago O'Hare Intl) is currently priced at $133.

  • 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 $114). Flying from Norfolk to Chicago in July 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.

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.
Reagan-National to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Raleigh to O'Hare Intl flights
Dulles Intl to Midway flights
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Dulles Intl to St. Louis flights
Richmond to O'Hare Intl flights
Reagan-National to Midway flights
Reagan-National to St. Louis flights
Raleigh to Midway flights
Norfolk to O'Hare Intl flights
Raleigh to St. Louis flights
Charlottesville to O'Hare Intl flights
Richmond to Midway flights
Norfolk to Midway flights
Roanoke to O'Hare Intl flights
Greensboro to St. Louis flights
Greensboro to Midway flights
Richmond to St. Louis flights
Charlottesville to Midway flights
Norfolk to St. Louis flights
Roanoke to Midway flights
Roanoke to St. Louis flights
Norfolk to Moline flights
Reagan-National to Peoria flights
Dulles Intl to Peoria flights
Lynchburg to O'Hare Intl flights
Blountville to O'Hare Intl flights
Roanoke to Moline flights
Charlottesville to Moline flights
Dulles Intl to Evansville flights
Reagan-National to Evansville flights
Raleigh to Peoria flights
Dulles Intl to Moline flights
Charlottesville to St. Louis flights
Reagan-National to Bloomington flights
Reagan-National to Moline flights
Raleigh to Dubuque flights
Raleigh to Evansville flights
Raleigh to Moline flights
Richmond to Bloomington flights
Roanoke to Peoria flights
Reagan-National to Champaign flights
Norfolk to Peoria flights
Newport News to St. Louis flights
Richmond to Peoria flights
Staunton to O'Hare Intl flights
Blountville to Midway 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$92Average$303FlexibilityNo cancel feeOn-time65%
FrontierCheapest$172Average$208FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$191Average$382FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$217Average$351FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$261Average$378FlexibilityNo cancel feeOn-time63%

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