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$79+ 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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORF — CHI
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Norfolk to Chicago are usually found in September or March, booked 88 days in advance, depart on a Wednesday or Thursday 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 June 12, 2025.

Round-trip from

$204
(American Airlines)

One-way from

$79
(Southwest)

Popular in

December

Cheapest in

September

Average price

$387

Good round-trip deal

$358 or less

Good one-way deal

$187 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 ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($2 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Norfolk to Chicago (CHI).
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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 June 12, 2025.

This American Airlines deal was found by Cheapflights users on 6/12. 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 9/46:15 pmORF - ORD
Nonstop2h 34mAmerican Airlines
Sat 9/611:26 amORD - ORF
1 stop4h 59mAmerican Airlines
Deal found 6/12$204
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/45:30 amORF - MDW
Nonstop2h 00mSouthwest
Sat 9/68:05 amMDW - ORF
2 stops6h 05mSouthwest
Deal found 6/11$209
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/96:05 amORF - ORD
1 stop6h 45mSouthwest
Tue 9/161:50 pmORD - ORF
1 stop6h 50mSouthwest
Deal found 6/10$212
This FlightHub deal was found by Cheapflights users on 6/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/34:14 pmORF - ORD
1 stop8h 31mSpirit Airlines
Tue 7/85:51 amORD - ORF
1 stop5h 15mSpirit Airlines
Deal found 6/10$222
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/166:00 amORF - MDW
1 stop3h 35mDelta
Wed 8/209:31 amMDW - ORF
1 stop5h 52mDelta
Deal found 6/10$224
This United Airlines deal was found by Cheapflights users on 6/10. 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 8/206:30 amORF - ORD
Nonstop2h 24mUnited Airlines
Wed 8/206:30 pmORD - ORF
Nonstop2h 22mUnited Airlines
Deal found 6/10$227
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/315:50 amORF - ORD
1 stop4h 35mDelta
Mon 11/310:35 amORD - ORF
1 stop6h 25mDelta
Deal found 6/11$241
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/103:54 pmORF - RFD
1 stop16h 58mMultiple Airlines
Thu 7/179:21 amRFD - ORF
2 stops31h 14mMultiple Airlines
Deal found 6/10$247
This Mytrip deal was found by Cheapflights users on 6/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/155:50 amORF - ORD
1 stop18h 21mMultiple Airlines
Sat 7/195:38 pmORD - ORF
1 stop13h 37mMultiple Airlines
Deal found 6/9$249
This CheapOair deal was found by Cheapflights users on 6/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/169:48 amORF - MDW
1 stop22h 56mFrontier
Sun 10/198:39 amMDW - ORF
1 stop5h 43mFrontier
Deal found 6/10$253
This Booking.com deal was found by Cheapflights users on 6/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/266:32 pmORF - ORD
1 stop27h 02mFrontier
Sun 10/266:10 amORD - ORF
1 stop8h 12mFrontier
Deal found 6/11$316
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/263:55 pmORF - RFD
1 stop17h 00mAllegiant Air
Tue 7/111:12 amRFD - ORF
2 stops27h 33mAllegiant Air
Deal found 6/11$392

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 June 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 - MDW

ORFMDW

Norfolk

Thu 9/4

5:30 am-6:30 am

Nonstop2h 00m

Chicago Midway

Sat 9/6

8:05 am-3:10 pm

2 stops6h 05m

$209

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Fri 10/31

7:30 am-9:00 am

Nonstop2h 30m

Chicago O'Hare Intl

Mon 11/3

6:30 pm-9:53 pm

Nonstop2h 23m

$211

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Tue 9/9

6:05 am-11:50 am

1 stop6h 45m

Chicago O'Hare Intl

Tue 9/16

1:50 pm-9:40 pm

1 stop6h 50m

$212

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Thu 7/3

4:14 pm-11:45 pm

1 stop8h 31m

Chicago O'Hare Intl

Tue 7/8

5:51 am-12:06 pm

1 stop5h 15m

$222

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Sat 8/16

6:00 am-8:35 am

1 stop3h 35m

Chicago Midway

Wed 8/20

9:31 am-4:23 pm

1 stop5h 52m

$224

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Wed 8/20

6:30 am-7:54 am

Nonstop2h 24m

Chicago O'Hare Intl

Wed 8/20

6:30 pm-9:52 pm

Nonstop2h 22m

$227

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Fri 10/31

5:50 am-9:25 am

1 stop4h 35m

Chicago O'Hare Intl

Mon 11/3

10:35 am-6:00 pm

1 stop6h 25m

$241

NorfolkChicago

ORF - RFD

ORFRFD

Norfolk

Thu 7/10

3:54 pm-7:52 am

1 stop16h 58m

Chicago Greater Rockford

Thu 7/17

9:21 am-5:35 pm

2 stops31h 14m

$247

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Tue 7/15

5:50 am-11:11 pm

1 stop18h 21m

Chicago O'Hare Intl

Sat 7/19

5:38 pm-8:15 am

1 stop13h 37m

$249

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Thu 10/16

9:48 am-7:44 am

1 stop22h 56m

Chicago Midway

Sun 10/19

8:39 am-3:22 pm

1 stop5h 43m

$253

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 27 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 June 9, 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 88 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 June 12, 2025.

It’s typically best to fly out from Norfolk to Chicago in the afternoon. Doing so could potentially save you 15% on the flight price compared to flying at noon, 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 June 8, 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 June 12, 2025.

The most flights from ORF to CHI are scheduled on a Wednesday (21 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 June 12, 2025.
To help decide which airline to fly from Norfolk to Chicago, see what other customers have to say about Southwest, Delta and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Crew

8.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Crew

8.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,946 reviews
Southwest
8.0
Very good
4,287 reviews

Crew

8.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Crew

8.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.3
Good
725 reviews
Southwest
8.0
Very good
4,287 reviews

Crew

8.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Crew

8.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Food

7.1

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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. 6 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 American Airlines is currently your cheapest option to Chicago, with prices starting at $204. Additional round-trip tickets that might be worth considering are offered by Southwest and Spirit Airlines, with the lowest prices starting at $209 and $222, respectively. American Airlines is currently priced 44% 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 Southwest, with whom users have recently found tickets for as low as $79. 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 ANA (93%), Qatar Airways (89%) or Alaska Airlines (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 $1,466 for a flight from Norfolk to Chicago. The cheapest flight overall is $132 while the most popular route, (Norfolk - Chicago O'Hare Intl) is currently priced at $157.

  • 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 Norfolk?

Book flights to Norfolk if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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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
Dulles Intl to Midway flights
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Reagan-National to Midway flights
Dulles Intl to St. Louis flights
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Raleigh to Midway flights
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Greensboro to Midway flights
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Norfolk to Midway flights
Dulles Intl to Peoria flights
Reagan-National to Peoria flights
Dulles Intl to Moline flights
Richmond to St. Louis flights
Charlottesville to Midway flights
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Charlottesville to St. Louis flights
Roanoke to Midway flights
Blountville to O'Hare Intl flights
Greensboro to St. Louis flights
Reagan-National to Moline flights
Blountville to Midway flights
Raleigh to Peoria flights
Raleigh to Moline flights
Staunton to O'Hare Intl flights
Blountville to St. Louis flights
Lewisburg to O'Hare Intl flights
Dulles Intl to Evansville flights
Raleigh to Bloomington flights
Roanoke to Moline flights
Reagan-National to Bloomington flights
Reagan-National to Evansville flights
Greensboro to Peoria flights
Dulles Intl to Bloomington flights
Norfolk to Rockford flights
Raleigh to Springfield flights
Richmond to Bloomington flights
Richmond to Moline flights
Lynchburg to O'Hare Intl flights
Salisbury to O'Hare Intl flights
Reagan-National to Springfield flights

Top 6 airlines flying from Norfolk to Chicago

Discover the top 6 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$77Average$272FlexibilityNo cancel feeOn-time65%
DeltaCheapest$176Average$436FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$177Average$390FlexibilityNo cancel feeOn-time69%
FrontierCheapest$198Average$208FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$257Average$363FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$268Average$384FlexibilityNo cancel feeOn-time63%

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