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Midway

$67+ Cheap flights from Norfolk (ORF) to Midway (MDW)

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 — MDW
feb. 26 — mar. 51
jue. 2/26
jue. 3/5
1 adult, Economy
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Cheap flight deals from Norfolk to Midway

Cheapest flights from Norfolk to Midway
Explore the most affordable flight options available from Norfolk to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 27, 2026.

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.
lun. 2/2311:39 am
ORF
-
MDW
1 stop9h 08m
Frontier
jue. 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.
vie. 2/2011:32 am
ORF
-
MDW
1 stop7h 21m
Frontier
dom. 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.
vie. 2/2011:32 am
ORF
-
MDW
1 stop11h 53m
Frontier
lun. 2/239:22 pm
MDW
-
ORF
1 stop13h 43m
Frontier
Deal found 1/27$195
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.
jue. 2/2611:46 am
ORF
-
MDW
1 stop11h 43m
Frontier
dom. 3/17:30 am
MDW
-
ORF
1 stop23h 34m
Frontier
Deal found 1/26$200
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 4/176:43 pm
ORF
-
MDW
1 stop22h 30m
Frontier
lun. 4/209:14 am
MDW
-
ORF
1 stop7h 35m
Frontier
Deal found 1/27$215
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.
dom. 2/19:37 pm
ORF
-
MDW
1 stop23h 21m
Frontier
mié. 2/41:20 pm
MDW
-
ORF
1 stop20h 28m
Frontier
Deal found 1/27$236
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
jue. 2/1211:46 am
ORF
-
MDW
1 stop11h 48m
Multiple Airlines
dom. 2/157:30 am
MDW
-
ORF
1 stop13h 20m
Multiple Airlines
Deal found 1/25$244
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.
vie. 3/66:45 am
ORF
-
MDW
1 stop7h 23m
Multiple Airlines
lun. 3/99:51 pm
MDW
-
ORF
2 stops19h 35m
Multiple Airlines
Deal found 1/26$250
This Kiwi.com deal was found by Cheapflights users on 1/24. 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.
sáb. 2/216:45 am
ORF
-
MDW
1 stop9h 10m
Multiple Airlines
sáb. 2/288:00 am
MDW
-
ORF
1 stop6h 52m
Multiple Airlines
Deal found 1/24$258
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.
sáb. 2/216:45 am
ORF
-
MDW
2 stops15h 48m
Multiple Airlines
dom. 2/229:04 pm
MDW
-
ORF
1 stop12h 38m
Multiple Airlines
Deal found 1/26$262
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.
vie. 2/2011:32 am
ORF
-
MDW
1 stop7h 21m
Multiple Airlines
dom. 2/229:04 pm
MDW
-
ORF
2 stops20h 22m
Multiple Airlines
Deal found 1/27$264

Find flight deals from Norfolk to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Norfolk (ORF) to Midway (MDW). 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 enero 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$175
(Frontier)

One-way from

$67
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$407

Good round-trip deal

$378 or less

Good one-way deal

$196 or less
Provider with most accurate pricing for Norfolk-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Chicago Midway flights.
Search Deals
From Norfolk to Chicago Midway
Search Deals
One-way flight from Norfolk to Chicago Midway
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($21 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 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 Midway.
Search Deals
Price to beat on a one-way flight from Norfolk to Chicago Midway.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Norfolk to Midway 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 enero 27, 2026.
Use the filters below to find and compare flights from Norfolk to Chicago Midway Airport that are best for you.

Fly from

Norfolk

Fly to

Midway

Route

Depart

Return

Price

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

lun. 2/23

11:39 am-7:47 pm

1 stop9h 08m

Chicago Midway

jue. 2/26

7:30 am-6:28 pm

1 stop9h 58m

$175

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

vie. 2/20

11:32 am-5:53 pm

1 stop7h 21m

Chicago Midway

dom. 2/22

6:00 am-10:42 am

1 stop27h 42m

$181

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

vie. 4/17

6:43 pm-4:13 pm

1 stop22h 30m

Chicago Midway

lun. 4/20

9:14 am-5:49 pm

1 stop7h 35m

$215

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

sáb. 2/21

6:45 am-2:55 pm

1 stop9h 10m

Chicago Midway

sáb. 2/28

8:00 am-3:52 pm

1 stop6h 52m

$258

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

vie. 2/20

11:32 am-5:53 pm

1 stop7h 21m

Chicago Midway

dom. 2/22

9:04 pm-6:26 pm

2 stops20h 22m

$264

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

sáb. 2/28

5:40 am-8:54 am

1 stop4h 14m

Chicago Midway

mar. 3/3

10:49 am-5:13 pm

1 stop5h 24m

$281

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

mié. 3/11

5:50 am-12:02 pm

1 stop7h 12m

Chicago Midway

sáb. 3/14

9:35 am-4:07 pm

1 stop5h 32m

$287

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

mar. 4/7

5:45 am-8:53 am

1 stop4h 08m

Chicago Midway

sáb. 4/11

6:34 pm-12:31 am

1 stop4h 57m

$287

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

mar. 4/7

5:45 am-8:53 am

1 stop4h 08m

Chicago Midway

mar. 4/14

6:00 am-11:16 am

1 stop4h 16m

$287

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

sáb. 2/21

1:30 pm-7:40 pm

2 stops7h 10m

Chicago Midway

sáb. 2/28

7:30 am-2:05 pm

1 stop5h 35m

$292

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 20 results
1
2

Compare providers for flights from Norfolk to Midway

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 Midway in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice 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 Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Norfolk-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Norfolk-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Norfolk-Chicago Midway Airport 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 Midway Airport 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 Midway

Have a flexible travel schedule? Discover the best time to fly to Midway 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 Midway Airport

What is the cheapest month to book a flight from Norfolk to Chicago Midway Airport?

Currently, September is the cheapest month in which you can book a flight from Norfolk to Chicago Midway Airport (average of $175). Flying from Norfolk to Chicago Midway Airport in January is currently the most expensive (average of $353). 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 MDW?

Find hourly flight availability from Norfolk to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated enero 27, 2026.

When flying from Norfolk to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 17% versus a flight in the evening.

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

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated enero 27, 2026.
See what other customers who have flown with Southwest from Norfolk to Chicago Midway Airport 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

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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 Midway. 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 Midway?

    Norfolk (ORF), located 5.9 mi from the city center, is the airport you fly out of when you book flights from Norfolk to Chicago Midway. 1 airline have flights from Norfolk to Chicago Midway on a regular basis. Booking flights from Norfolk to Chicago Midway should not be difficult; the airport handles an average of 0 outbound flights to Chicago Midway per day.

  • How long is the flight from Norfolk to Chicago Midway Airport?

    Frontier can get you from Norfolk to Chicago Midway Airport in just under 9h 08m. Your travel time can differ by up to . There are 702 mi between Norfolk and Chicago Midway Airport.

  • What is the cheapest airline to fly from Norfolk to Chicago Midway Airport round-trip?

    Southwest, at $261, was found to be the cheapest airline from Norfolk to Chicago Midway Airport.. You may be able to fly from Norfolk to Chicago Midway Airport for 31% less than the average price by searching for this airline.

  • What are the cheapest flights from Norfolk to Chicago Midway Airport?

    Looking for the cheapest flight from Norfolk to Chicago Midway Airport? While on average our users pay $367, our data indicates the cheapest price to be $131. The most popular route (Norfolk - Chicago Midway), is priced around $148.

  • Can I find deals for flights from Norfolk to Midway that include hotel bookings?

    Yes. In addition to deals on Norfolk to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Norfolk to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Norfolk to Midway.

  • Can I find deals for business class flights from Norfolk to Midway?

    Yes. Cheapflights offers flight deals from Norfolk to Midway 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 Midway Airport?

    Currently, September is the cheapest month in which you can book a flight from Norfolk to Chicago Midway Airport (average of $175). Flying from Norfolk to Chicago Midway Airport in January is currently the most expensive (average of $353). 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 Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Norfolk to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Newport News to Midway flights

Top airline flying from Norfolk to Midway

Discover the top airline that operate flights from Norfolk to Midway. 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 enero 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$261Average$378FlexibilityNo cancel feeOn-time63%

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