HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$59+ 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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
ORF — MDW
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Norfolk to Midway with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 septiembre 11, 2025.

Round-trip from

$219
(Southwest)

One-way from

$59
(Southwest)

Popular in

March

Cheapest in

September

Average price

$306

Good round-trip deal

$278 or less

Good one-way deal

$184 or less
From Norfolk to Chicago Midway
Search Deals
One-way flight from Norfolk to Chicago Midway
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($10 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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

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 septiembre 11, 2025.

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.
mié. 10/159:45 amORF - MDW
2 stops8h 05mSouthwest
sáb. 10/188:20 amMDW - ORF
2 stops5h 40mSouthwest
Deal found 9/10$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.
mié. 10/111:45 amORF - MDW
1 stop5h 40mSouthwest
sáb. 10/410:00 amMDW - ORF
2 stops12h 00mSouthwest
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.
sáb. 10/47:00 amORF - MDW
2 stops17h 41mMultiple Airlines
dom. 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.
vie. 11/78:01 amORF - MDW
1 stop15h 19mMultiple Airlines
dom. 11/910:12 amMDW - ORF
1 stop12h 55mMultiple Airlines
Deal found 9/11$228
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.
jue. 10/167:10 pmORF - MDW
Nonstop2h 10mSouthwest
mar. 10/215:35 amMDW - ORF
1 stop4h 30mSouthwest
Deal found 9/10$229
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/133:20 pmORF - MDW
1 stop7h 43mMultiple Airlines
sáb. 11/156:15 amMDW - ORF
2 stops16h 25mMultiple Airlines
Deal found 9/9$232
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.
jue. 10/167:10 pmORF - MDW
Nonstop2h 10mSouthwest
mié. 10/227:35 amMDW - ORF
2 stops7h 20mSouthwest
Deal found 9/10$235
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/2111:15 amORF - MDW
1 stop8h 05mSouthwest
vie. 10/247:00 pmMDW - ORF
Nonstop2h 00mSouthwest
Deal found 9/11$239
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.
sáb. 9/275:38 pmORF - MDW
1 stop16h 40mMultiple Airlines
jue. 10/24:56 pmMDW - ORF
1 stop17h 28mMultiple Airlines
Deal found 9/11$243

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 septiembre 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

mié. 10/15

9:45 am-4:50 pm

2 stops8h 05m

Chicago Midway

sáb. 10/18

8:20 am-3:00 pm

2 stops5h 40m

$219

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

mar. 10/21

6:25 pm-7:35 pm

Nonstop2h 10m

Chicago Midway

vie. 10/24

7:00 pm-10:00 pm

Nonstop2h 00m

$229

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

jue. 10/16

7:10 pm-8:20 pm

Nonstop2h 10m

Chicago Midway

mié. 10/22

6:05 pm-9:05 pm

Nonstop2h 00m

$236

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

mié. 10/1

6:00 pm-7:10 pm

Nonstop2h 10m

Chicago Midway

sáb. 10/4

5:45 am-2:40 pm

1 stop7h 55m

$254

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

jue. 11/13

5:30 am-6:40 am

Nonstop2h 10m

Chicago Midway

dom. 11/16

7:45 am-3:35 pm

1 stop6h 50m

$264

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

jue. 10/30

7:10 pm-8:20 pm

Nonstop2h 10m

Chicago Midway

dom. 11/2

5:15 am-3:35 pm

1 stop9h 20m

$264

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

mar. 3/3

5:45 am-8:50 am

1 stop4h 05m

Chicago Midway

mié. 3/4

9:30 am-10:55 pm

2 stops12h 25m

$277

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

lun. 10/13

6:10 am-1:20 pm

2 stops8h 10m

Chicago Midway

mié. 10/15

6:05 pm-9:05 pm

Nonstop2h 00m

$289

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

mar. 12/9

5:30 pm-6:40 pm

Nonstop2h 10m

$59

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

mié. 10/15

6:25 pm-7:35 pm

Nonstop2h 10m

$59

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 18 results
1
2

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 septiembre 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 19% 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 septiembre 11, 2025.
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
4,248 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

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 1 outbound flight 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 8h 05m. 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 $257, 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 32% 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 $271, our data indicates the cheapest price to be $147. The most popular route (Norfolk - Chicago Midway), is priced around $160.

  • 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 Chicago Midway Airport?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Norfolk to Midway

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
Raleigh to O'Hare Intl flights
Reagan-National to Midway flights
Richmond to O'Hare Intl flights
Raleigh to Midway flights
Norfolk to O'Hare Intl flights
Roanoke to O'Hare Intl flights
Richmond to Midway flights
Greensboro to O'Hare Intl flights
Roanoke to Midway flights
Charlottesville to O'Hare Intl flights
Greensboro to Midway flights
Charlottesville to Midway flights
Blountville to O'Hare Intl flights
Blountville to Midway flights
Staunton to O'Hare Intl flights
Lynchburg to O'Hare Intl flights
Newport News to O'Hare Intl flights
Richmond to Rockford flights
Lewisburg to O'Hare Intl flights
Raleigh to Rockford flights
Salisbury to O'Hare Intl flights
Norfolk to Rockford flights
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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$257Average$392FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.