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Midway

$57+ 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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
ORF — MDW
Jul 16 — Jul 231
Wed 7/16
Wed 7/23
1 adult, Economy
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Cheap 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 11, 2025.

Round-trip from

$248
(Southwest)

One-way from

$57
(Southwest)

Popular in

March

Cheapest in

August

Average price

$375

Good round-trip deal

$379 or less

Good one-way deal

$202 or less
From Norfolk to Chicago Midway
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One-way flight from Norfolk to Chicago Midway
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Highest demand for flights based on searches. 1% potential increase in price ($5 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Norfolk to Chicago Midway.
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Price to beat on a one-way flight from Norfolk to Chicago Midway.
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Find 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 11, 2025.

This Southwest deal was found by Cheapflights users on 7/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/193:00 pmORF - MDW
1 stop4h 05mSouthwest
Sun 9/2110:05 amMDW - ORF
2 stops6h 25mSouthwest
Deal found 7/7$248
This FlightHub deal was found by Cheapflights users on 7/8. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/36:56 pmORF - MDW
1 stop16h 32mFrontier
Sun 10/55:04 pmMDW - ORF
1 stop17h 19mFrontier
Deal found 7/8$279
This Delta deal was found by Cheapflights users on 7/10. 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.
Mon 7/284:35 pmORF - MDW
1 stop6h 07mDelta
Wed 8/66:00 amMDW - ORF
1 stop4h 33mDelta
Deal found 7/10$317
This Mytrip deal was found by Cheapflights users on 7/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/319:26 pmORF - MDW
2 stops17h 30mMultiple Airlines
Mon 8/41:11 pmMDW - ORF
3 stops26h 14mMultiple Airlines
Deal found 7/8$332

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 11, 2025.
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

Fri 9/19

3:00 pm-6:05 pm

1 stop4h 05m

Chicago Midway

Sun 9/21

10:05 am-5:30 pm

2 stops6h 25m

$248

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Fri 10/3

6:56 pm-10:28 am

1 stop16h 32m

Chicago Midway

Sun 10/5

5:04 pm-11:23 am

1 stop17h 19m

$279

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Mon 7/28

4:35 pm-9:42 pm

1 stop6h 07m

Chicago Midway

Wed 8/6

6:00 am-11:33 am

1 stop4h 33m

$317

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Thu 7/31

9:26 pm-1:56 pm

2 stops17h 30m

Chicago Midway

Mon 8/4

1:11 pm-4:25 pm

3 stops26h 14m

$332

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Wed 9/10

6:00 pm-7:10 pm

Nonstop2h 10m

$57

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Fri 10/17

6:05 pm-9:44 pm

1 stop4h 39m

$99

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Thu 8/21

4:12 pm-11:08 pm

1 stop7h 56m

$110

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Sun 7/20

9:05 am-9:41 am

2 stops25h 36m

$149

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Sun 8/10

5:20 pm-1:56 pm

2 stops21h 36m

$166

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/10

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, April is the cheapest month in which you can book a flight from Norfolk to Chicago Midway Airport (average of $160). Flying from Norfolk to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 July 11, 2025.

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.

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 11, 2025.
See what other customers who have flown with Southwest, Delta, and Allegiant Air 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
4,250 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

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
4,250 reviews
Southwest
8.0
Very good
4,250 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

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
7,951 reviews
Southwest
8.0
Very good
4,250 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

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
7.2
Good
704 reviews
Southwest
8.0
Very good
4,250 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

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.
Frontier
5.9
Fair
3,271 reviews
Southwest
8.0
Very good
4,250 reviews

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

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 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 2 outbound flights to Chicago Midway per day.

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

    Southwest, at $248, was found to be the cheapest airline from Norfolk to Chicago Midway Airport.Alternate airlines to your destination round-trip include Frontier and Delta. You may be able to fly from Norfolk to Chicago Midway Airport for 36% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Norfolk to Chicago Midway Airport one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $57. Users have also found prices from $99 and $110 on Delta and Frontier, respectively.

  • 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 $361, our data indicates the cheapest price to be $134. 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, April is the cheapest month in which you can book a flight from Norfolk to Chicago Midway Airport (average of $160). Flying from Norfolk to Chicago Midway Airport in November is currently the most expensive (average of $249). 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
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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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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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 July 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$268Average$383FlexibilityNo cancel feeOn-time63%

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