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$59+ 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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
ORF — CHI
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Norfolk to Chicago are usually found in September or October, 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 September 11, 2025.

Round-trip from

$218
(Kiwi.com)

One-way from

$59
(Southwest)

Popular in

January

Cheapest in

September

Average price

$302

Good round-trip deal

$278 or less

Good one-way deal

$167 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. 5% potential increase in price ($21 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 September 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 September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Thu 9/255:12 pmORF - ORD
2 stops31h 58mFrontier
Sun 9/285:10 amORD - ORF
1 stop5h 09mFrontier
Deal found 9/11$218
This Southwest deal was found by Cheapflights users on 9/10. 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.
Wed 10/159:45 amORF - MDW
2 stops8h 05mSouthwest
Sat 10/188:20 amMDW - ORF
2 stops5h 40mSouthwest
Deal found 9/10$219
This United Airlines deal was found by Cheapflights users on 9/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/26:30 amORF - ORD
Nonstop2h 24mUnited Airlines
Sun 10/56:15 pmORD - ORF
Nonstop2h 23mUnited Airlines
Deal found 9/11$219
This Southwest deal was found by Cheapflights users on 9/10. 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.
Wed 10/111:45 amORF - MDW
1 stop5h 40mSouthwest
Sat 10/410:00 amMDW - ORF
2 stops12h 00mSouthwest
Deal found 9/10$220
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/165:00 amORF - ORD
1 stop6h 55mAmerican Airlines
Wed 10/229:05 amORD - ORF
Nonstop2h 18mAmerican Airlines
Deal found 9/10$220
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Sun 9/285:47 pmORF - ORD
1 stop26h 57mFrontier
Thu 10/25:10 amORD - ORF
1 stop5h 14mFrontier
Deal found 9/11$221
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Sat 10/47:00 amORF - MDW
2 stops17h 41mMultiple Airlines
Sun 10/510:13 amMDW - ORF
1 stop5h 44mMultiple Airlines
Deal found 9/11$222
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Fri 9/265:38 pmORF - ORD
1 stop22h 39mMultiple Airlines
Tue 9/306:44 pmORD - ORF
1 stop27h 04mMultiple Airlines
Deal found 9/11$222
This United Airlines deal was found by Cheapflights users on 9/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/306:35 amORF - ORD
Nonstop2h 26mUnited Airlines
Sun 11/25:00 amORD - ORF
1 stop6h 58mUnited Airlines
Deal found 9/9$223
This Expedia deal was found by Cheapflights users on 9/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/711:43 amORF - ORD
1 stop6h 13mMultiple Airlines
Mon 11/1010:49 amORD - ORF
1 stop11h 51mMultiple Airlines
Deal found 9/11$224
This Orbitz deal was found by Cheapflights users on 9/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/265:20 amORF - ORD
1 stop13h 19mMultiple Airlines
Sun 9/285:10 amORD - ORF
1 stop5h 09mMultiple Airlines
Deal found 9/10$225
This CheapOair deal was found by Cheapflights users on 9/10. 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.
Fri 11/78:01 amORF - ORD
1 stop10h 03mSpirit Airlines
Mon 11/1010:49 amORD - ORF
1 stop11h 51mSpirit Airlines
Deal found 9/10$226

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 September 11, 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

Wed 10/15

9:45 am-4:50 pm

2 stops8h 05m

Chicago Midway

Sat 10/18

8:20 am-3:00 pm

2 stops5h 40m

$219

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Fri 10/10

12:45 pm-2:18 pm

Nonstop2h 33m

Chicago O'Hare Intl

Mon 10/13

11:20 am-2:40 pm

Nonstop2h 20m

$219

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Fri 10/3

4:56 pm-6:21 pm

Nonstop2h 25m

Chicago O'Hare Intl

Sun 10/5

7:10 am-10:42 am

Nonstop2h 32m

$219

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Thu 10/9

4:56 pm-6:21 pm

Nonstop2h 25m

Chicago O'Hare Intl

Sun 10/12

6:15 pm-9:38 pm

Nonstop2h 23m

$219

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Fri 10/17

6:30 am-7:55 am

Nonstop2h 25m

Chicago O'Hare Intl

Sun 10/19

7:10 am-10:42 am

Nonstop2h 32m

$219

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Thu 10/9

6:30 am-7:54 am

Nonstop2h 24m

Chicago O'Hare Intl

Mon 10/13

11:20 am-2:40 pm

Nonstop2h 20m

$219

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Thu 10/2

4:56 pm-6:21 pm

Nonstop2h 25m

Chicago O'Hare Intl

Sun 10/5

7:10 am-10:42 am

Nonstop2h 32m

$219

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Thu 10/16

4:56 pm-6:21 pm

Nonstop2h 25m

Chicago O'Hare Intl

Sun 10/19

7:10 am-10:42 am

Nonstop2h 32m

$219

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Wed 11/5

10:24 am-2:57 pm

1 stop5h 33m

Chicago O'Hare Intl

Sun 11/9

8:36 am-11:47 am

Nonstop2h 11m

$222

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Tue 10/21

6:25 pm-7:35 pm

Nonstop2h 10m

Chicago Midway

Fri 10/24

7:00 pm-10:00 pm

Nonstop2h 00m

$229

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 38 results
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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 August 29, 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 September 11, 2025.

It’s typically best to fly out from Norfolk to Chicago at noon. Doing so could potentially save you 8% 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 September 7, 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 September 11, 2025.

The most flights from ORF to CHI are scheduled on a Wednesday (25 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (13 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: 4h 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 September 11, 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
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,023 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,177 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 19 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 $139. Additional round-trip tickets that might be worth considering are offered by Frontier and American Airlines, with the lowest prices starting at $198 and $217, respectively. Spirit Airlines is currently priced 61% below the average price you’ll pay for this route.

  • 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 (84%), Envoy Air (82%) or Alaska Airlines (80%) 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 $918 for a flight from Norfolk to Chicago. The cheapest flight overall is $98 while the most popular route, (Norfolk - Chicago O'Hare Intl) is currently priced at $117.

  • 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
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Lansing
Hammond
Benton Harbor
Porter
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.
Reagan-National to O'Hare Intl flights
Dulles Intl to O'Hare Intl flights
Dulles Intl to Midway flights
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Reagan-National to Midway flights
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Raleigh to St. Louis flights
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Dulles Intl to Moline flights
Greensboro to St. Louis flights
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Roanoke to St. Louis flights
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Norfolk to St. Louis flights
Blountville to O'Hare Intl flights
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Reagan-National to Moline flights
Dulles Intl to Peoria flights
Raleigh to Peoria flights
Blountville to Midway flights
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Greensboro to Moline flights
Staunton to O'Hare Intl flights
Charlottesville to St. Louis flights
Norfolk to Peoria flights
Richmond to Bloomington flights
Dulles Intl to Bloomington flights
Richmond to Peoria flights
Reagan-National to Champaign flights
Charlottesville to Bloomington flights
Richmond 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$139Average$291FlexibilityNo cancel feeOn-time65%
FrontierCheapest$198Average$208FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$217Average$358FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$238Average$392FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$257Average$392FlexibilityNo cancel feeOn-time63%

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