ORF - MDW

$116 Find Cheap Flights from Norfolk to Chicago Midway Airport - Compare and Save

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Everything you should know

Cheapest round-trip
$309
Typical prices: $346-$479
Southwest
Mon 12/10Fri 12/14
ORF - MDW • 1 stop
Cheapest non-stop
$321
Typical prices: $347-$471
Southwest
Mon 12/3Thu 12/6
ORF - MDW • Non-stop
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 2h 16m
Direct flights
+1
Direct flights
+1
When to book
21 weeks
in advance
Our data shows that travelers who book at least 21 weeks in advance save around 43% compared to booking last minute.
Insights
Insights
When to travel
February
Cheapest • 16% price drop
July
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Orlando (MCO)
Cheapest • Avg $312 (round-trip)
Baltimore/Washington (BWI)
Shortest trip • 3h 47m (one-way)
Insights
Insights
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We hope you love your trip to Chicago Midway Airport!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Norfolk to Midway (ORF-MDW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Norfolk to Midway

Thu, Dec 10 - Mon, Dec 14
Southwest Logo
6:05 pm - 9:30 pmORF  Norfolk-MDW Chicago Midway
4h 25m1 stop Baltimore/Washington
Southwest Logo
1:20 pm - 9:15 pmMDW  Chicago Midway-ORF Norfolk
6h 55m2 stops Atlanta Hartsfield-Jackson Baltimore/Washington
$309Southwest
Thu, Dec 10 - Fri, Dec 11
Southwest Logo
6:05 pm - 9:30 pmORF  Norfolk-MDW Chicago Midway
4h 25m1 stop Baltimore/Washington
Southwest Logo
7:50 am - 5:15 pmMDW  Chicago Midway-ORF Norfolk
8h 25m2 stops Buffalo Baltimore/Washington
$309Southwest
Fri, Dec 11 - Mon, Dec 14
Delta Logo
5:25 pm - 10:54 pmORF  Norfolk-MDW Chicago Midway
6h 29m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:41 pm - 11:43 pmMDW  Chicago Midway-ORF Norfolk
4h 02m1 stop Detroit Metropolitan Wayne County
$311Delta
Fri, Dec 4 - Wed, Dec 16
Frontier Logo
5:30 pm - 11:33 amORF  Norfolk-MDW Chicago Midway
19h 03m2 stops Orlando Atlanta Hartsfield-Jackson
Frontier Logo
12:28 pm - 4:19 pmMDW  Chicago Midway-ORF Norfolk
26h 51m2 stops Atlanta Hartsfield-Jackson Orlando
$311Frontier
Thu, Dec 3 - Mon, Dec 7
Southwest Logo
8:00 am - 9:15 amORF  Norfolk-MDW Chicago Midway
2h 15mnonstop
Southwest Logo
4:25 pm - 10:45 pmMDW  Chicago Midway-ORF Norfolk
5h 20m1 stop Orlando
$311Southwest
Thu, Nov 19 - Mon, Nov 23
Southwest Logo
9:55 am - 2:50 pmORF  Norfolk-MDW Chicago Midway
5h 55m1 stop Orlando
Southwest Logo
7:05 pm - 10:10 pmMDW  Chicago Midway-ORF Norfolk
2h 05mnonstop
$311Southwest
Thu, Dec 10 - Mon, Dec 14
Southwest Logo
6:05 pm - 9:30 pmORF  Norfolk-MDW Chicago Midway
4h 25m1 stop Baltimore/Washington
Southwest Logo
6:25 pm - 9:30 pmMDW  Chicago Midway-ORF Norfolk
2h 05mnonstop
$311Southwest
Thu, Dec 3 - Mon, Dec 7
Southwest Logo
8:00 am - 9:15 amORF  Norfolk-MDW Chicago Midway
2h 15mnonstop
Southwest Logo
8:00 am - 2:25 pmMDW  Chicago Midway-ORF Norfolk
5h 25m1 stop Nashville Intl
$311Southwest
Mon, Dec 7 - Mon, Dec 7
Southwest Logo
8:00 am - 9:15 amORF  Norfolk-MDW Chicago Midway
2h 15mnonstop
Southwest Logo
3:00 pm - 10:45 pmMDW  Chicago Midway-ORF Norfolk
6h 45m1 stop Orlando
$311Southwest
Sun, Dec 20 - Mon, Dec 28
Frontier Logo
5:19 pm - 7:30 pmORF  Norfolk-MDW Chicago Midway
27h 11m1 stop Orlando
Frontier Logo
8:35 pm - 4:19 pmMDW  Chicago Midway-ORF Norfolk
18h 44m1 stop Orlando
$317Frontier
Booking Insights

Price, demand and travel trends for Norfolk to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

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

Round-trip flights from Norfolk to Chicago Midway Airport typically range from $346 to $479. The lowest price found in the past 5 days was $309, on Southwest.

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

Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from Norfolk to Chicago Midway Airport. It’s 11% cheaper than the average day, while Sunday is the most expensive, with prices 6% higher.

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

•February is the cheapest month to fly from Norfolk to Chicago Midway Airport at $324 round-trip.
•July ($482) and December ($453) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 48% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Norfolk to Chicago Midway Airport the cheapest?

Flights from Norfolk to Chicago Midway Airport are cheapest 21 weeks before departure. Booking in this window typically costs about 43% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Find deals

Key details for Norfolk to Chicago Midway Airport flights

Low season

February

Cheapest flight

$116
Beat the crowds with an average 57% drop in travelers.
The most popular month to fly with an average 84% increase in travelers.
One-way 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

Your Norfolk to Chicago Midway Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Norfolk to Chicago Midway Airport?

    These are the earliest and latest flight times available from Norfolk to Chicago Midway Airport:

    • Earliest: departs at 7:25 am and lands at 9:41 am
    • Latest: departs at 8:20 pm and lands at 10:36 pm.

    The flight takes about 2h 16m.

  • What cabin classes can I book on flights from Norfolk to Chicago Midway Airport?

    Only Economy Class is available on flights from Norfolk to Chicago Midway Airport.

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

    A nonstop flight from Norfolk to Chicago Midway Airport takes 2h 16m, covering 702 miles.

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

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Norfolk to Chicago Midway Airport flight?

    Round-trip flights from Norfolk to Chicago Midway Airport range from $346 to $479, with an average of $388 over the past 12 months. Anything below $346 counts as a good deal.

  • How expensive are last-minute Norfolk to Chicago Midway Airport flights?

    Last-minute fares on this route (booked within two weeks of departure) run 55% above the $388 route average. Book 21 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Norfolk to Chicago Midway Airport?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $312 round-trip via Orlando (MCO), compared to $388 for nonstop.

  • What is the standard checked-bag allowance on flights from Norfolk to Chicago Midway Airport?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Norfolk to Chicago Midway Airport?

    The Embraer 175 (Enhanced Winglets) family is used most often on this route, operated mainly by United Airlines. Other aircraft seen on the route include Embraer 175 variants.

  • How are flight departures from Norfolk to Chicago Midway Airport spread across the day?

    Morning is the busiest departure period on Norfolk to Chicago Midway Airport flights, with 100% of flights leaving in that window. Afternoon departures account for 0%, evening flights for 0%, and night flights for 0%.

  • Have flight prices from Norfolk to Chicago Midway Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $309 to $1,506. That means the highest observed fare was about 5x higher than the lowest one.

  • How are flight prices from Norfolk to Chicago Midway Airport looking right now?

    One-way fares from Norfolk to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $126, which is 50% below the typical average for this route.

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates averaging $84 for economy cars. Top options include:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

  • Which airports can I use when flying from Norfolk to Chicago Midway Airport?

    Flights from Norfolk to Chicago Midway Airport usually depart from Norfolk (ORF) and arrive at Chicago Midway (MDW).

  • Which airports do connecting flights from Norfolk to Chicago Midway Airport pass through?

    One-stop flights from Norfolk to Chicago Midway Airport most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 69% of one-stop connections
    • Orlando (MCO) - 25% of one-stop connections
    • Baltimore/Washington (BWI) - 6% of one-stop connections

  • Can I save money by using flexible dates for flights from Norfolk to Chicago Midway Airport?

    Yes. Flexible dates can save you up to 16% on flights from Norfolk to Chicago Midway Airport. Tuesday is the cheapest departure day at $349 round-trip on average, while Sunday is the most expensive at $413, a difference of $64.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Norfolk to Chicago Midway Airport?

    Only Southwest operates flights between Norfolk and Chicago Midway Airport.

  • How much time can I save by choosing a different layover airport from Norfolk to Chicago Midway Airport?

    Flying via Baltimore/Washington (BWI) gives the shortest average 1-stop total travel time at 3h 47m, compared with 7h 20m via Orlando (MCO) and 7h 30m via Atlanta Hartsfield-Jackson (ATL).

  • What is the time difference between Norfolk and Chicago Midway Airport?

    Chicago Midway Airport is 1 hour behind Norfolk (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago Midway Airport on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Norfolk to Chicago Midway Airport flights?

    Among airlines operating Norfolk to Chicago Midway Airport flights:

    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Norfolk to Chicago Midway Airport flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Southwest: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Norfolk to Chicago Midway Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure and avoid flying on Sunday. On this route, Tuesday flights average $349, about $64 less than Sunday fares (15% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 21 weeks before you fly. On this route, that window historically saves about 43% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Norfolk to Chicago Midway Airport trip for February. Fares historically average $324 round-trip in that month - typically $158 less than the most expensive month, which is July (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Orlando Airport (MCO) can be cheaper than flying direct. The cheapest layover option averages $312 round-trip on this route - about $76 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

    • DoubleTree by Hilton Chicago Midway Airport
    • Holiday Inn Chicago - Midway Airport S by IHG
    • Skylark Motel Chicago Midway Airport

Prefer to fly direct from Norfolk to Chicago Midway Airport?

 
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

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Southwest

Tuesday

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Southwest

Wednesday

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Thursday

Southwest

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Friday

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Saturday

Southwest

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Sunday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to Norfolk

Monday

Southwest

Southwest

Tuesday

Southwest

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Wednesday

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Thursday

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Southwest

Friday

Southwest

Southwest

Saturday

Southwest

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Sunday

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See more direct flights

More options for your flight from Norfolk to Midway

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