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Midway

$98+ 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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
ORF — MDW
Aug 27 — Sep 31
Thu 8/27
Thu 9/3
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 July 28, 2026.

This Frontier deal was found by Cheapflights users on 7/23. 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 9/41:20 pm
ORF
-
MDW
1 stop10h 27m
Frontier
Sun 9/66:05 am
MDW
-
ORF
1 stop5h 20m
Frontier
Deal found 7/23$313
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.
Sun 8/1612:10 pm
ORF
-
MDW
1 stop10h 53m
Frontier
Thu 8/206:05 am
MDW
-
ORF
1 stop5h 20m
Frontier
Deal found 7/27$314
This Kiwi.com deal was found by Cheapflights users on 7/24. 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.
Fri 8/1412:10 pm
ORF
-
MDW
1 stop22h 41m
Frontier
Sun 8/1611:06 am
MDW
-
ORF
1 stop23h 09m
Frontier
Deal found 7/24$315
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:45 pm
ORF
-
MDW
Nonstop2h 05m
Southwest
Mon 8/246:50 pm
MDW
-
ORF
Nonstop2h 05m
Southwest
Deal found 7/27$317
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/41:20 pm
ORF
-
MDW
1 stop22h 30m
Frontier
Mon 9/76:05 am
MDW
-
ORF
1 stop5h 20m
Frontier
Deal found 7/27$320
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:05 am
ORF
-
MDW
Nonstop2h 00m
Southwest
Fri 9/116:50 pm
MDW
-
ORF
Nonstop2h 10m
Southwest
Deal found 7/27$322
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/912:57 pm
ORF
-
MDW
1 stop23h 01m
Frontier
Tue 10/136:40 am
MDW
-
ORF
2 stops9h 50m
Frontier
Deal found 7/27$323
This Kiwi.com deal was found by Cheapflights users on 7/26. 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.
Mon 8/315:06 pm
ORF
-
MDW
2 stops18h 49m
Frontier
Thu 9/311:50 am
MDW
-
ORF
1 stop23h 35m
Frontier
Deal found 7/26$325
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:20 pm
ORF
-
MDW
1 stop10h 27m
Multiple Airlines
Mon 8/2411:50 am
MDW
-
ORF
2 stops10h 18m
Multiple Airlines
Deal found 7/27$328
This Kiwi.com deal was found by Cheapflights users on 7/24. 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.
Thu 8/201:20 pm
ORF
-
MDW
1 stop10h 27m
Multiple Airlines
Sun 8/2311:50 am
MDW
-
ORF
2 stops22h 29m
Multiple Airlines
Deal found 7/24$329
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 8/1312:10 pm
ORF
-
MDW
1 stop10h 53m
Frontier
Sun 8/1611:06 am
MDW
-
ORF
1 stop23h 09m
Frontier
Deal found 7/23$331

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 July 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$313
(Frontier)

One-way from

$98
(Kiwi.com)

Popular in

May

Cheapest in

September

Average price

$430

Good round-trip deal

$374 or less

Good one-way deal

$234 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. 12% potential increase in price ($59 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 28, 2026.
Use the filters below to find and compare flights from Norfolk to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Sat 9/5

8:10 am-9:15 am

Nonstop2h 05m

Chicago Midway

Tue 9/8

6:25 pm-9:35 pm

Nonstop2h 10m

$317
Quickest round-trip

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Tue 9/8

8:05 am-9:05 am

Nonstop2h 00m

Chicago Midway

Tue 9/15

6:25 pm-9:35 pm

Nonstop2h 10m

$317

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Thu 8/20

6:45 pm-7:50 pm

Nonstop2h 05m

Chicago Midway

Sat 8/22

7:45 am-10:55 am

Nonstop2h 10m

$317

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Wed 9/16

12:15 pm-3:50 pm

1 stop4h 35m

Chicago Midway

Sat 9/19

7:45 am-10:55 am

Nonstop2h 10m

$327

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Thu 10/29

7:00 pm-8:10 pm

Nonstop2h 10m

Chicago Midway

Sun 11/1

7:05 pm-10:05 pm

Nonstop2h 00m

$345

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Thu 8/20

6:45 pm-7:50 pm

Nonstop2h 05m

Chicago Midway

Sun 8/23

8:50 am-12:05 pm

Nonstop2h 15m

$345

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Thu 8/20

6:00 am-12:20 pm

2 stops7h 20m

Chicago Midway

Mon 8/24

9:20 am-5:55 pm

2 stops7h 35m

$347

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Thu 10/22

6:05 pm-10:00 pm

1 stop4h 55m

Chicago Midway

Sun 10/25

7:00 pm-10:00 pm

Nonstop2h 00m

$355

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Fri 10/9

5:50 pm-11:55 pm

1 stop7h 05m

Chicago Midway

Mon 10/12

6:45 pm-9:45 pm

Nonstop2h 00m

$355
Cheapest one-way

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Tue 8/25

1:20 pm-10:47 pm

1 stop10h 27m

$129

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/25

Showing 1-10 of 20 resultsSorted by cheapest first
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 July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy2 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 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 July 28, 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 30% versus a flight at noon.

What is the cheapest day to fly from Norfolk to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Norfolk to Midway. Price data was last updated on July 25, 2026.

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

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

Airfare is below average for this route at the moment.

Norfolk to Chicago Midway Airport flights typically cost between $466 and $468 in September.
The cheapest round-trip price found within the last 5 days was $313 on Frontier (Sep 4-Sep 6).

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 July 28, 2026.
See what other customers who have flown with Southwest and Frontier 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
4,229 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Southwest
8.0
Very good
4,229 reviews
Southwest
8.0
Very good
4,229 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Frontier
5.6
Fair
2,753 reviews
Southwest
8.0
Very good
4,229 reviews

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

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. 2 airlines 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 2 outbound flights to Chicago Midway per day.

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

    Southwest can get you from Norfolk to Chicago Midway Airport in just under 2h 05m. Your travel time will be generally consistent. There are 702 mi between Norfolk and Chicago Midway Airport. Most flights are nonstop.

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

    Frontier, at $154, was found to be the cheapest airline from Norfolk to Chicago Midway Airport. An alternate airline flying to your destination would be Southwest. You may be able to fly from Norfolk to Chicago Midway Airport for 61% less than the average price by searching for these airlines.

  • 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 $386, our data indicates the cheapest price to be $155. The most popular route (Norfolk - Chicago Midway), is priced around $297.

  • 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.

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
Benton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Norfolk to Midway

Discover the top 2 airlines 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 July 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$154Average$340FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$287Average$386FlexibilityNo cancel feeOn-time63%

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