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$72+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORF — CHI
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheapflights Tip: The best prices from Norfolk to Chicago are usually found in September or March, booked 10 days in advance, depart on a Thursday or Friday and return on a Tuesday

Cheap 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 July 29, 2025.

Round-trip from

$239
(CheapOair)

One-way from

$72
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$375

Good round-trip deal

$290 or less

Good one-way deal

$203 or less
From Norfolk to Chicago (CHI)
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One-way flight from Norfolk to Chicago (CHI)
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Highest demand for flights based on searches. 4% potential increase in price ($17 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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).
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Find 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 July 29, 2025.

This CheapOair deal was found by Cheapflights users on 7/28. 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.
Thu 8/77:39 pmORF - ORD
1 stop28h 52mMultiple Airlines
Mon 8/115:05 amORD - ORF
1 stop10h 20mMultiple Airlines
Deal found 7/28$239
This CheapOair deal was found by Cheapflights users on 7/29. 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.
Thu 8/285:34 pmORF - ORD
1 stop5h 48mSpirit Airlines
Thu 9/411:48 amORD - ORF
1 stop10h 00mSpirit Airlines
Deal found 7/29$241
This Southwest deal was found by Cheapflights users on 7/28. 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.
Wed 8/276:05 amORF - MDW
1 stop6h 40mSouthwest
Wed 9/31:00 pmMDW - ORF
2 stops7h 40mSouthwest
Deal found 7/28$242
This American Airlines deal was found by Cheapflights users on 7/29. 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.
Mon 8/257:28 pmORF - ORD
1 stop4h 31mAmerican Airlines
Tue 8/262:32 pmORD - ORF
Nonstop2h 18mAmerican Airlines
Deal found 7/29$249
This Frontier deal was found by Cheapflights users on 7/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/294:12 pmORF - MDW
1 stop8h 15mFrontier
Sun 8/319:17 amMDW - ORF
1 stop10h 50mFrontier
Deal found 7/27$258
This Southwest deal was found by Cheapflights users on 7/28. 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.
Wed 10/16:05 amORF - ORD
1 stop6h 45mSouthwest
Sat 10/412:40 pmORD - ORF
2 stops7h 40mSouthwest
Deal found 7/28$277
This Delta deal was found by Cheapflights users on 7/28. 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 9/47:00 amORF - ORD
1 stop11h 37mDelta
Sat 9/67:15 amORD - ORF
1 stop4h 11mDelta
Deal found 7/28$286
This United Airlines deal was found by Cheapflights users on 7/28. 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.
Tue 9/25:00 pmORF - ORD
Nonstop2h 25mUnited Airlines
Tue 9/96:30 pmORD - ORF
Nonstop2h 22mUnited Airlines
Deal found 7/28$287
This Delta deal was found by Cheapflights users on 7/28. 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.
Sun 9/286:00 amORF - MDW
1 stop7h 28mDelta
Tue 10/712:48 pmMDW - ORF
1 stop4h 49mDelta
Deal found 7/28$311

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 July 29, 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

Thu 8/7

7:39 pm-11:31 pm

1 stop28h 52m

Chicago O'Hare Intl

Mon 8/11

5:05 am-4:25 pm

1 stop10h 20m

$239

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Wed 8/27

6:05 am-11:45 am

1 stop6h 40m

Chicago Midway

Wed 9/3

1:00 pm-9:40 pm

2 stops7h 40m

$242

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Sun 9/21

5:38 pm-7:50 pm

2 stops27h 12m

Chicago O'Hare Intl

Fri 9/26

6:30 am-4:43 pm

1 stop9h 13m

$243

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Mon 8/25

7:28 pm-10:59 pm

1 stop4h 31m

Chicago O'Hare Intl

Tue 8/26

2:32 pm-5:50 pm

Nonstop2h 18m

$249

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Fri 8/29

4:12 pm-11:27 pm

1 stop8h 15m

Chicago Midway

Sun 8/31

9:17 am-9:07 pm

1 stop10h 50m

$258

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Fri 9/5

6:34 pm-8:51 am

1 stop15h 17m

Chicago O'Hare Intl

Wed 9/10

7:15 am-12:26 pm

1 stop4h 11m

$276

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Wed 10/1

6:05 am-11:50 am

1 stop6h 45m

Chicago O'Hare Intl

Sat 10/4

12:40 pm-9:20 pm

2 stops7h 40m

$277

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Tue 9/2

6:30 am-7:54 am

Nonstop2h 24m

Chicago O'Hare Intl

Sat 9/6

11:20 am-2:40 pm

Nonstop2h 20m

$287

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Sun 9/28

6:00 am-12:28 pm

1 stop7h 28m

Chicago Midway

Tue 10/7

12:48 pm-6:37 pm

1 stop4h 49m

$311

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Wed 10/15

3:27 pm-10:58 pm

1 stop8h 31m

$72

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Showing 1-10 of 22 results
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The best insider tips for Norfolk to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Norfolk to Chicago trip
Airlines
United Airlines

Basic Economy allows a personal item only; no carry-on bags unless exceptions apply.


Economy Plus offers extra legroom seats at the front of the economy cabin.

Read more about United Airlinesby Harriet Baskas
Southwest

Southwest offers two free checked bags, including oversized items like skis.


Enjoy free in-flight entertainment streamed to your device on Southwest flights.

Read more about Southwestby Marisa Garcia
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Marisa Garcia

Marisa Garcia

Expert on Southwest

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more

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 July 25, 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 10 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, August is the cheapest month in which you can book a flight from Norfolk to Chicago (average of $245). Flying from Norfolk to Chicago in March is currently the most expensive (average of $321). 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 July 29, 2025.

It’s typically best to fly out from Norfolk to Chicago in the evening. Doing so could potentially save you 6% on the flight price compared to flying in the morning, 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 July 20, 2025.

Travelers seeking maximum savings on their Norfolk to Chicago flight should consider departing on Tuesday 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 July 29, 2025.

The most flights from ORF to CHI are scheduled on a Tuesday (21 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (3 on average).

What’s the top layover airport for flights from Norfolk to Chicago?

Share of 1-stop round-trip flights from Norfolk to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.

Baltimore (BWI) – chosen by Cheapflights users on 50% of 1-stop itineraries from Norfolk to Chicago on Cheapflights.

What’s the cheapest layover airport for flights from Norfolk to Chicago?

Average round-trip fare for 1-stop flights from Norfolk to Chicago, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Atlanta (ATL) is the most affordable 1-stop option, with an average round-trip price of $168.

What’s the fastest layover option from Norfolk to Chicago?

Shortest average travel time for 1-stop one-way flights from Norfolk to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Baltimore (BWI) have the shortest average one-way travel time for 1-stop routes: 3h 00m.

Which airport typically offers the quickest layover for flights from Norfolk to Chicago?

Average layover duration for 1-stop one-way flights from Norfolk to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Baltimore (BWI) offer the fastest connection on this route, with an average layover time of 0h 45m.

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 July 29, 2025.
See what other customers who have flown with Southwest, Delta, and United 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
4,238 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,977 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,899 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
JetBlue
7.3
Good
2,913 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 13 outbound flights to Chicago per day. 5 airlines have flights to Chicago from Norfolk on a regular basis.

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

    Flying on Southwest is currently your cheapest option to Chicago, with prices starting at $242. Additional round-trip tickets that might be worth considering are offered by Spirit Airlines and American Airlines, with the lowest prices starting at $243 and $249, respectively. Southwest is currently priced 33% 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 Spirit 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 (95%), Qatar Airways (85%) or Alaska Airlines (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 $967 for a flight from Norfolk to Chicago. The cheapest flight overall is $115 while the most popular route, (Norfolk - Chicago O'Hare Intl) is currently priced at $178.

  • 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, August is the cheapest month in which you can book a flight from Norfolk to Chicago (average of $245). Flying from Norfolk to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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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.
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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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$186Average$337FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$191Average$384FlexibilityNo cancel feeOn-time69%
FrontierCheapest$198Average$208FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$225Average$360FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$231Average$381FlexibilityNo cancel feeOn-time63%

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