ORF - MDW

$98 Find Cheap Flights from Norfolk to Chicago Midway Airport - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Norfolk to Midway departing on 10/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$312
Typical prices: $466-$468
Frontier
Sat 8/15Wed 8/19
ORF - MDW • 1 stop
Cheapest non-stop
$317
Southwest
Tue 9/22Sat 9/26
ORF - MDW • Non-stop
Top airlines
Cheapest • from $312 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Nonstop flights
You can fly direct with Southwest. Average duration is 2h 02m
Direct flights
Direct flights
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+1
Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg $286 (round-trip)
Shortest trip • 3h 55m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% price drop
Most popular
Good to know
Good to know
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Good to know
Good to know
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We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Norfolk to Midway (ORF-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Norfolk to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Norfolk to Midway

Sat, Aug 15 - Wed, Aug 19
Frontier Logo
12:16 pm - 10:03 pm
ORF
-
MDW
10h 47m
1 stop
Frontier Logo
6:05 am - 12:25 pm
MDW
-
ORF
5h 20m
1 stop
$312Frontier
Sun, Aug 16 - Tue, Aug 18
Frontier Logo
12:10 pm - 10:03 pm
ORF
-
MDW
10h 53m
1 stop
Frontier Logo
6:05 am - 12:25 pm
MDW
-
ORF
5h 20m
1 stop
$314Frontier
Sun, Aug 16 - Thu, Aug 20
Frontier Logo
12:10 pm - 10:03 pm
ORF
-
MDW
10h 53m
1 stop
Frontier Logo
6:05 am - 12:25 pm
MDW
-
ORF
5h 20m
1 stop
$314Frontier
Fri, Aug 14 - Sun, Aug 16
Frontier Logo
12:10 pm - 9:51 am
ORF
-
MDW
22h 41m
1 stop
Frontier Logo
11:06 am - 11:15 am
MDW
-
ORF
23h 09m
1 stop
$315Frontier
Tue, Sep 22 - Sat, Sep 26
Southwest Logo
6:15 pm - 7:20 pm
ORF
-
MDW
2h 05mnonstop
Southwest Logo
7:45 am - 10:55 am
MDW
-
ORF
2h 10mnonstop
$317Southwest
Sat, Sep 5 - Tue, Sep 8
Southwest Logo
8:10 am - 9:15 am
ORF
-
MDW
2h 05mnonstop
Southwest Logo
6:25 pm - 9:35 pm
MDW
-
ORF
2h 10mnonstop
$317Southwest
Mon, Oct 5 - Thu, Oct 8
Southwest Logo
7:00 pm - 8:10 pm
ORF
-
MDW
2h 10mnonstop
Southwest Logo
8:00 am - 11:00 am
MDW
-
ORF
2h 00mnonstop
$317Southwest
Wed, Sep 23 - Sat, Sep 26
Multiple Airlines Logo
8:00 am - 10:58 am
ORF
-
MDW
27h 58m
2 stops
Multiple Airlines Logo
6:25 am - 3:50 pm
MDW
-
ORF
8h 25m
1 stop
$317Multiple Airlines
Thu, Aug 20 - Mon, Aug 24
Multiple Airlines Logo
1:20 pm - 10:47 pm
ORF
-
MDW
10h 27m
1 stop
Multiple Airlines Logo
11:50 am - 11:08 pm
MDW
-
ORF
10h 18m
2 stops
$317Multiple Airlines
Thu, Oct 22 - Mon, Oct 26
Multiple Airlines Logo
12:57 pm - 9:58 pm
ORF
-
MDW
10h 01m
1 stop
Multiple Airlines Logo
12:03 pm - 12:18 am
MDW
-
ORF
11h 15m
2 stops
$322Multiple Airlines
Booking Insights

KAYAK's insights & trends for Norfolk to Midway flights

Get data-powered insights and trends into flights from Norfolk to Midway to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Norfolk to Chicago Midway Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Norfolk to Chicago Midway Airport departing in August.

Flight prices are below average for this route right now.

Flights to Chicago Midway Airport from Norfolk usually cost between $466 and $468 in August.
The lowest price found in the past 5 days was $312 on Frontier (Aug 15-Aug 19).

What’s the cheapest day of the week to fly from Norfolk to Chicago Midway Airport?

The average price of all round-trip flights from Norfolk to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

For Norfolk to Chicago Midway Airport, Tuesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Chicago Midway Airport back to Norfolk, the best deals are generally found on Saturday, with Sunday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Norfolk to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Norfolk to Chicago Midway Airport is January, where tickets cost $0 (return) on average. On the other hand, the most expensive months are May and August, where the average cost of round-trip tickets is $634 and $466 respectively.

Can I save money by flying with a layover from Norfolk to Chicago Midway Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $371 on average.

Good to know

Low season

September

Cheapest flight

$98
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Norfolk to Chicago Midway Airport

When to book flights from Norfolk to Midway

Are your dates flexible? Find out the best times to travel from Norfolk to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Norfolk to Chicago Midway Airport flights

  • What is the cheapest flight from Norfolk to Chicago Midway Airport?

    In the last 5 days, the lowest price for a flight from Norfolk to Chicago Midway Airport was $98 for a one-way ticket and $312 for a round-trip.

  • Do I need a passport to fly between Norfolk and Chicago Midway Airport?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airlines offer Wi-Fi service onboard planes from Norfolk to Chicago Midway Airport?

    American Airlines, Delta, and JetBlue offer inflight Wi-Fi service on the Norfolk to Chicago Midway Airport flight route.

  • Which aircraft models fly most regularly from Norfolk to Chicago Midway Airport?

    The Embraer 175 is the aircraft model that flies most regularly on the Norfolk to Chicago Midway Airport flight route.

  • On which days can I fly direct from Norfolk to Chicago Midway Airport?

    There are nonstop flights from Norfolk to Chicago Midway Airport on a daily basis.

  • Which is the best airline for flights from Norfolk to Chicago, Southwest or Frontier?

    The two airlines most popular with KAYAK users for flights from Norfolk to Chicago are Southwest and Frontier. With an average price for the route of $386 and an overall rating of 8.0, Southwest is the most popular choice. Frontier is also a great choice for the route, with an average price of $354 and an overall rating of 5.6.

  • How does KAYAK find such low prices on flights from Norfolk to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Norfolk to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Norfolk to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Norfolk is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Norfolk to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Norfolk with another airline. Booking your flights between Norfolk and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Norfolk to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Norfolk up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Norfolk to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $234 or less one-way and $374 or less round-trip.

Prefer to fly direct from Norfolk to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Norfolk to Chicago Midway.
Find which airlines fly direct from Norfolk Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

Norfolk to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to Norfolk

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top airlines flying from Norfolk to Midway

 
See real verified KAYAK customer reviews for airlines flying from Norfolk to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Norfolk to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4228 reviews
7.0Food
8.1Boarding
8.6Crew
7.5Entertainment
8.0Comfort
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

WiFi was not working and didn’t have a beverage service

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

The seats were comfortable, and the boarding process was pretty smooth.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

The flight itself was ok and the pilot was very communicative. However, our flight was delayed for almost 3 hours, the gate was changed 3 times and there was no communication as we were waiting. The flight staff was overall a little crabby...I understand as they probably had a long day but we all did.

After waiting several minutes to be acknowledged by 3 employees on their phones, was told we had missed our flight because the doors were closed at that literal moment. Had they given any actual service or help while we were standing there we would have been on with time to spare. More than 10 people were turned away in this fashion claiming there was no way they could let us on the plane, even though it was still sitting connected to the terminal. After the desk agents let us know they didn't care about the situation we were forced to pay more than twice the price of our original tickets as no credits were given for the price of the "missed" flight. And the icing on the cake was after being treated poorly, fleeced for another few hundred dollars for new tickets? We waited on the next plane for 25 minutes passed the "doors closed" time, letting almost an extra dozen passengers on board. You're company has lazy, disinterested employees and your lack of any real help will ensure this was the first and last time we fly Frontier. Awful.

Our flight was suppose to leave at 9pm and we didn’t board until after 3am. We lost a whole day at our hotel and half a day at a park we paid a lot of money for.

terrible cascading delays and unhelpful customer service. uncomfortable plane. crew was great, however!

The trip was unremarkable which is good. Crew was very professional and courteous.

I was singled out for being a Latina flying solo and the attendants took me out of line to put my luggage in the personal item bin to see if it would fly. Keep In mind I had just flown with the same luggage with no problem not even 5 days ago. The tag was sticking out a bit and the attendant was belligerent about charging me $100. I could not refuse because I didn’t wanna cause a scene. But today I felt targeted and embarrassed. I went online and found out that this happens a lot with this airline and to many minority women.

Nothing I missed my first flight because my boarding pass said one thing and another passenger on the same flight said another. I didn’t get notified of a gate change until 8:39 pm which was one minute before the flight departed at 8:40pm when we explained this to gate agent Dorsey prior to the flight departing she was extremely short and had nasty attitude. Some of the passengers in my party including myself needed to catch that flight due work the next which included presentations and court litigation. We were deeply saddened and frustrated how Frontier handled this situation. We were told that the flight was over booked by 19 seats and they constantly change gates to make people miss their flight. If that is true I will ensure there will be a class action lawsuit against frontier airlines.

Everything you need to know for your flight from Norfolk to Midway

Information on your arrival and departure airports