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$105+ 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 7/8. Fares are subject to change and may not be available on all flights or dates of travel.
ORF — CHI
Jul 10 — Jul 171
Fri 7/10
Fri 7/17
1 adult, Economy
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Cheapflights Tip: The best prices from Norfolk to Chicago are usually found in October or December, booked 2 days in advance, depart on a Thursday or Wednesday and return on a Saturday

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 June 10, 2026.

This CheapOair deal was found by Cheapflights users on 6/7. 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 7/29:35 pm
ORF
-
ORD
1 stop26h 44m
Multiple Airlines
Wed 7/86:00 am
ORD
-
ORF
2 stops10h 10m
Multiple Airlines
Deal found 6/7$333
This CheapOair deal was found by Cheapflights users on 6/8. 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 8/206:00 pm
ORF
-
ORD
2 stops28h 55m
Multiple Airlines
Mon 8/245:30 pm
ORD
-
ORF
1 stop26h 31m
Multiple Airlines
Deal found 6/8$334
This CheapOair deal was found by Cheapflights users on 6/7. 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 7/319:34 pm
ORF
-
ORD
1 stop26h 36m
Multiple Airlines
Wed 8/59:37 am
ORD
-
ORF
2 stops30h 28m
Multiple Airlines
Deal found 6/7$336
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/17:00 pm
ORF
-
MDW
Nonstop2h 10m
Southwest
Sat 7/48:00 am
MDW
-
ORF
Nonstop2h 15m
Southwest
Deal found 6/9$337
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:24 pm
ORF
-
ORD
Nonstop2h 46m
American Airlines
Tue 7/72:52 pm
ORD
-
ORF
Nonstop2h 24m
American Airlines
Deal found 6/9$337
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/112:21 pm
ORF
-
ORD
1 stop8h 29m
Multiple Airlines
Sat 7/46:00 am
ORD
-
ORF
2 stops10h 19m
Multiple Airlines
Deal found 6/9$338
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2812:10 pm
ORF
-
MDW
1 stop10h 53m
Multiple Airlines
Mon 8/36:05 am
MDW
-
ORF
2 stops34h 27m
Multiple Airlines
Deal found 6/10$339
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 7/1812:16 pm
ORF
-
ORD
1 stop8h 37m
Frontier
Fri 7/241:50 pm
ORD
-
ORF
1 stop20h 31m
Frontier
Deal found 6/7$339
This Kiwi.com deal was found by Cheapflights users on 6/6. 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.
Mon 6/2912:21 pm
ORF
-
MDW
1 stop10h 50m
Frontier
Sat 7/411:59 am
MDW
-
ORF
1 stop22h 16m
Frontier
Deal found 6/6$340
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/412:06 pm
ORF
-
ORD
1 stop8h 44m
Frontier
Mon 7/65:13 pm
ORD
-
ORF
1 stop26h 26m
Frontier
Deal found 6/9$340
This Delta deal was found by Cheapflights users on 6/8. 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 8/1312:38 pm
ORF
-
MDW
1 stop6h 55m
Delta
Sun 8/166:42 pm
MDW
-
ORF
1 stop4h 00m
Delta
Deal found 6/8$341
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 7/312:21 pm
ORF
-
ORD
1 stop8h 29m
Frontier
Mon 7/67:05 am
ORD
-
ORF
1 stop27h 10m
Frontier
Deal found 6/8$341

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 June 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$333
(CheapOair)

One-way from

$105
(Trip.com)

Popular in

May

Cheapest in

October

Average price

$392

Good round-trip deal

$384 or less

Good one-way deal

$211 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. 8% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 10, 2026.
Use the filters below to find and compare flights from Norfolk to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NorfolkChicago

ORF - RFD

ORFRFD

Norfolk

Thu 8/6

6:00 am-7:49 am

1 stop26h 49m

Chicago Greater Rockford

Sun 8/9

11:37 am-11:15 am

2 stops22h 38m

$345

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Thu 9/10

10:15 am-3:30 pm

2 stops6h 15m

Chicago Midway

Sun 9/13

5:00 am-12:35 pm

1 stop6h 35m

$347

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Thu 7/9

10:48 am-12:27 pm

Nonstop2h 39m

Chicago O'Hare Intl

Tue 7/14

6:45 am-10:07 am

Nonstop2h 22m

$350

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Wed 7/1

11:40 am-12:45 pm

Nonstop2h 05m

Chicago Midway

Tue 7/7

7:55 am-11:05 am

Nonstop2h 10m

$350

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Thu 7/23

7:15 pm-8:20 pm

Nonstop2h 05m

Chicago Midway

Tue 7/28

7:55 am-11:05 am

Nonstop2h 10m

$350

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Tue 8/11

6:15 am-11:53 am

1 stop6h 38m

Chicago O'Hare Intl

Wed 8/12

8:45 am-2:15 pm

1 stop4h 30m

$355

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Sat 8/22

8:10 am-9:15 am

Nonstop2h 05m

Chicago Midway

Tue 8/25

3:05 pm-8:50 pm

1 stop4h 45m

$357
Quickest round-trip

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Fri 7/3

7:15 pm-8:20 pm

Nonstop2h 05m

Chicago Midway

Mon 7/6

7:40 am-10:45 am

Nonstop2h 05m

$359

NorfolkChicago

ORF - ORD

ORFORD

Norfolk

Wed 7/1

6:00 am-7:28 am

Nonstop2h 28m

Chicago O'Hare Intl

Tue 7/7

3:53 pm-11:44 pm

1 stop6h 51m

$360

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Fri 10/23

7:10 pm-8:15 pm

Nonstop2h 05m

Chicago Midway

Wed 10/28

4:40 pm-10:00 pm

1 stop4h 20m

$360

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/8

Showing 1-10 of 57 resultsSorted by cheapest first
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6

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 June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice 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

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 $70). Flying from Norfolk to Chicago in April is currently the most expensive (average of $216). 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 10, 2026.

It’s typically best to fly out from Norfolk to Chicago in the afternoon. Doing so could potentially save you 11% on the flight price compared to flying in the morning, which is usually more expensive.

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

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

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

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, 2026.

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

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 10, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Norfolk to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,235 reviews

Food

7.0

Boarding

8.1

Overall

7.9

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
Southwest
7.9
Good
4,235 reviews
Southwest
7.9
Good
4,235 reviews

Food

7.0

Boarding

8.1

Overall

7.9

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
United Airlines
7.4
Good
9,808 reviews
Southwest
7.9
Good
4,235 reviews

Food

7.0

Boarding

8.1

Overall

7.9

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
American Airlines
7.1
Good
11,636 reviews
Southwest
7.9
Good
4,235 reviews

Food

7.0

Boarding

8.1

Overall

7.9

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
Frontier
5.6
Fair
2,898 reviews
Southwest
7.9
Good
4,235 reviews

Food

7.0

Boarding

8.1

Overall

7.9

Crew

8.6

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

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 20 outbound flights to Chicago per day. 4 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 39m. 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 Frontier is currently your cheapest option to Chicago, with prices starting at $72. Additional round-trip tickets that might be worth considering are offered by American Airlines and Southwest, with the lowest prices starting at $217 and $231, respectively. Frontier is currently priced 79% 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 $69. 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 Republic Airways (90%), SkyWest Airlines (88%) or ANA (87%) 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 $1,184 for a flight from Norfolk to Chicago. The cheapest flight overall is $177 while the most popular route, (Norfolk - Chicago O'Hare Intl) is currently priced at $251.

  • 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 $70). Flying from Norfolk to Chicago in April is currently the most expensive (average of $216). 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
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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Top 4 airlines flying from Norfolk to Chicago

Discover the top 4 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 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$72Average$354FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$217Average$366FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$231Average$385FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$235Average$414FlexibilityNo cancel feeOn-time69%

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