ORF - CHI

$116 Find Cheap Flights from Norfolk to Chicago - 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 Chicago departing on 9/26. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Norfolk to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Norfolk to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$342
Typical prices: $407-$442
Frontier
Sat 7/25Sun 7/26
ORF - MDW • 1 stop
Cheapest non-stop
$346
Southwest
Sun 8/2Tue 8/4
ORF - MDW • Non-stop
Top airlines
Cheapest • from $342 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines, Southwest and United Airlines. Average duration is 2h 17m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 2% average savings
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $235 (round-trip)
Shortest trip • 3h 55m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 51% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 51% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Norfolk to Chicago (ORF-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Norfolk to Chicago 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 Chicago

Sat, Jul 25 - Sun, Jul 26
Frontier Logo
12:16 pm - 10:03 pm
ORF
-
MDW
10h 47m
1 stop
Frontier Logo
12:11 pm - 11:15 am
MDW
-
ORF
22h 04m
1 stop
$342Frontier
Fri, Jul 10 - Mon, Jul 13
Frontier Logo
12:10 pm - 7:53 pm
ORF
-
ORD
8h 43m
1 stop
Frontier Logo
10:16 am - 8:39 pm
ORD
-
ORF
9h 23m
1 stop
$342Frontier
Thu, Aug 20 - Sun, Aug 23
United Airlines Logo
6:10 pm - 11:22 pm
ORF
-
ORD
6h 12m
1 stop
United Airlines Logo
11:59 am - 3:17 pm
ORD
-
ORF
2h 18mnonstop
$344United Airlines
Wed, Aug 12 - Fri, Aug 14
Multiple Airlines Logo
12:10 pm - 10:03 pm
ORF
-
MDW
10h 53m
1 stop
Multiple Airlines Logo
11:06 am - 11:08 pm
MDW
-
ORF
11h 02m
2 stops
$344Multiple Airlines
Sat, Sep 5 - Mon, Sep 7
Southwest Logo
6:25 am - 12:30 pm
ORF
-
MDW
7h 05m
2 stops
Southwest Logo
7:30 am - 12:30 pm
MDW
-
ORF
4h 00m
1 stop
$345Southwest
Sun, Aug 2 - Tue, Aug 4
Southwest Logo
7:20 pm - 8:25 pm
ORF
-
MDW
2h 05mnonstop
Southwest Logo
8:45 am - 12:00 pm
MDW
-
ORF
2h 15mnonstop
$346Southwest
Thu, Jul 16 - Sun, Jul 19
Frontier Logo
12:10 pm - 10:03 pm
ORF
-
MDW
10h 53m
1 stop
Frontier Logo
6:05 am - 11:15 am
MDW
-
ORF
28h 10m
1 stop
$347Frontier
Fri, Jul 10 - Mon, Aug 31
Multiple Airlines Logo
12:10 pm - 7:53 am
ORF
-
ORD
20h 43m
1 stop
Multiple Airlines Logo
8:05 am - 11:08 pm
ORD
-
ORF
14h 03m
2 stops
$350Multiple Airlines
Wed, Aug 12 - Sun, Aug 16
American Airlines Logo
6:24 am - 8:00 am
ORF
-
ORD
2h 36mnonstop
American Airlines Logo
2:29 pm - 5:46 pm
ORD
-
ORF
2h 17mnonstop
$351American Airlines
Fri, Aug 21 - Mon, Aug 24
American Airlines Logo
5:26 pm - 9:57 pm
ORF
-
ORD
5h 31m
1 stop
American Airlines Logo
5:00 am - 10:22 am
ORD
-
ORF
4h 22m
1 stop
$354American Airlines
Booking Insights

KAYAK's insights & trends for Norfolk to Chicago flights

Get data-powered insights and trends into flights from Norfolk to Chicago 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?

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 departing in July.

What is the cheapest Norfolk to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The absolute cheapest return flight from Norfolk to Chicago costs $329 on the route between Norfolk (ORF) and Chicago O'Hare Intl Airport (ORD). However, over the past month, flights between Norfolk (ORF) and Chicago Midway Airport (MDW) were, on average, 2% cheaper than other Norfolk-Chicago routes. The most popular route is between Norfolk (ORF) and Chicago O'Hare Intl Airport (ORD).

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

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

When flying from Norfolk to Chicago, you should consider leaving on a Thursday and avoid Sundays if you are looking for the best rates. For your return to Norfolk, you’ll find the best rates on Saturdays and the most expensive ones on Mondays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Norfolk to Chicago, 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 is August, where tickets cost $70 (return) on average. On the other hand, the most expensive months are July and April, where the average cost of round-trip tickets is $258 and $216 respectively.

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

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 $402 on average.

How far in advance should I book a flight from Norfolk to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Norfolk to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Norfolk to Chicago, you should book around 4 weeks before departure, which saves you about 51% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Expert advice

Expert advice for your flight from Norfolk to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Good to know

Low seasonFebruary
Cheapest flight$116
Most popular time to fly and prices are also 14% lower on average.
Flight from Norfolk to Chicago Midway Airport

When to book flights from Norfolk to Chicago

Are your dates flexible? Find out the best times to travel from Norfolk to Chicago 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 flights from Norfolk to Chicago

  • What is the most preferred means of transport to the city center from O'Hare International Airport?

    The GO Airport Shuttle is one of the most popular shuttle services that run between Chicago and the city center airports. They also provide direct transportation to most hotels in the downtown area.

  • Are there rental cars inside O'Hare International Airport?

    At O'Hare International, you can choose from several rental outlet options, including Thrifty Car Rental and Dollar. These rental automobiles are located on the side of the airport that is designated as the garage.

  • How early do I need to arrive at Norfolk Airport?

    While taking a domestic trip, travelers should be at the airport at least 90min before their flight; when taking an international flight, they should arrive at the airport at least 2 hours before departure. This gives a sufficient amount of time to be spent checking in and going through security.

  • Are there parking lots inside Norfolk Airport?

    The parking facilities at Norfolk International Airport provide peace of mind and easy access. The terminals for arriving and departing passengers are a short distance from each parking lots. There is parking accessible by the hour and day in Garage A, and there is parking available just by the day in Garages B, C, D, and the Daily East surface lot.

  • What is the cheapest flight from Norfolk to Chicago?

    In the last 5 days, the lowest price for a flight from Norfolk to Chicago was $116 for a one-way ticket and $342 for a round-trip.

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

    No, a passport isn't needed to fly from Norfolk to Chicago. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Norfolk to Chicago?

    Norfolk is served by only 1 airport and there are 2 airports in Chicago. You will leave Norfolk from Norfolk and you will be arriving in Chicago at one of these airports: Chicago Midway or Chicago O'Hare Intl.

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

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

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

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Norfolk to Chicago flight route.

  • Which airline alliances offer flights from Norfolk to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Norfolk and Chicago, with oneworld being the most commonly used for this route.

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

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

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

    The two airlines most popular with KAYAK users for flights from Norfolk to Chicago are Southwest and United Airlines. With an average price for the route of $364 and an overall rating of 7.9, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $378 and an overall rating of 7.4.

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

    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.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago 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?

    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 with an airline and back to Norfolk with another airline.

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

    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 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

  • Looking for a cheap flight? 25% of our users found flights on this route for $262 or less one-way and $414 or less round-trip.
  • O'Hare International Airport (ORD) and Midway International Airport (MDW) are two of the most important airports in the world, and both are located in Chicago. Both ORD and MDW serve both local and international passengers with their flying services.
  • The Norfolk Airport Authority is pleased to announce that it will provide floor space for a large USO Welcome Center situated on the upper level of the Arrivals Terminal. Relaxing, reading, watching television, playing games, eating a snack, and using the internet are some of the activities that may be done in the lounge, which is open to members of the military on active duty, veterans, and their families.
  • Those flying out of or coming into Norfolk International Airport (ORF) will be happy to know that there are Mother's Rooms available for use by nursing or pumping moms. The main lobby and the airline concourses each provide breastfeeding facilities. Nursing moms may relax in the privacy of their room, which has a rocking chair, changing table, sink, and many electrical outlets. Family Convenience Rooms are in the terminal, in the airline concourses, and in the main lobby.
  • Outside of the terminal of Norfolk International Airport (ORF), pets may use the designated relief areas. There are designated pet relief spots in the grassy areas outside of Doors A, C, and D in the Departures Terminal, outside of Doors 0 and 5 in the Arrivals Terminal, and outside of Doors A and B in the long-Term East Parking Lot.
  • The Chicago and ORF airports are dedicated to providing first-rate service to their customers. Passengers can access various facilities while waiting for flights or moving around terminals. Examples of such help are wheelchair rentals and airport maps. Customers may contact airport employees before, during, and after their travel if they have any queries or concerns.

Prefer to fly direct from Norfolk to Chicago?

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

Direct departures

Norfolk to Chicago

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Direct returns

Chicago to Norfolk

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Reviews of the top 4 airlines serving from Norfolk to Chicago

 
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 Chicago? 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.
7.9
SouthwestOverall score based on 4246 reviews
8.1Boarding
8.0Comfort
8.6Crew
7.5Entertainment
7.0Food
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.

1 flight cancelled Had to fly out of different city Flight at new departure city was delayed 3 hours causing us to miss connecting flights. By the time we did make it to Prague our luggage did not. Had to wait day and a half for luggage to be delivered. Customer service was not good. Agents did not arrive at gate until 5-10 minutes before boarding

Awful. Delayed flights, missed connection to Toronto. Hotel vouchers were for already booked hotels x3. Giant waste of my time

Boarding was great, and the crew were very friendly. The seats must have been a bit on the older side and you could feel some of the seat components through the padding. Also, the plugs did not work on the row's entertainment screen or charging ports. Checked bag was transferred for connecting flight, and we appreciated how early we had the connecting gate information.

Airline tickets are not cheap. You expect reliable competent service. Thanks to canceled flights and botched transfers we arrived at our destination two days late. This is not acceptable

They did the one thing that really matters - got to Chicago early.

The person I bought the ticket for didn’t make the flight.

Overall great. I was forced to check my carry-on backpack from EWR to BOS but it came out on the luggage carousel so fast I didn't even get delayed for my pickup.

The Check-in process at ORF for united is ABSOLUTELY TERRIBLE. I got there two hours early for a flight down the street and didn’t make it halfway to the register before I had to get out of line and remove my bags or miss my flight. This is every day thing and I’m clueless how this has gone on for years. This was the final straw. I’d rather pay a fortune more for a different airline than deal with this process

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

We waited to takeoff for about 1 hour delay for a 20 min flight.

Excellent service. Flight attendance like Jessica,, on our flight, is a reason I wouldn’t mind flying through British Airways again. Jessica,, was very courteous and helpful.

The flight took off an hour late which made the connection concerning

Flight was delayed. No urgency by American Airlines team to assist those with connecting flights. It was basically you are on your own to run through the terminals to try and make your connection. Thanks, Mary

Never had such a lazy first class attendant. Literally spent 60%+ of the flight playing games on her personal phone making up excuses of why she was unavailable.

Pretty bad gate mgmt upon arrival. No open gates and we had to wait at midnight. Shouldn’t be a surprise that an aircraft is coming in.

Comfortable plane ride however on delays disappointment no real details as to why the delays when other flights are leaving the airport

It was overall a great experience. No TV’s, but you can connect to your Wi-Fi from your portable device. We had extra legroom because we were sitting in be back and the flight attendant moved us to the front with extra legroom. It was only an hour flight, so in all it was great.

Biggest issue was original flight canceled and booked to another flight 6 hours earlier and received no notification

Just fat Americans. and small seats don't mix well!

The lady at the check in desk never asked me if I was first class or main cabin. Just assumed I was main cabin. So they almost made me check my carry on until I showed my boarding pass. Other than that, everything was great. Smooth flight flight attendants were very nice

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

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

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

Too many extra fees, uncomfortable, little leg room. Will not recommend this airline.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

We were delayed three times ,and that destroyed my plans, and reservations

The crew was delayed because they came on another flight that was delayed due to weather 10pm flight left at 1.30 am The airline made no effort to align alternate crew

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.

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

Information on your arrival and departure airports