Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Norfolk to Chicago from $71

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Norfolk to Chicago departing on 5/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Norfolk to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
11:40 am - 12:45 pm
ORF
-
MDW
2h 05mnonstop
Southwest Logo
6:30 pm - 9:30 pm
MDW
-
ORF
2h 00mnonstop
$306Southwest
Wed, Jun 17 - Sat, Jun 20
Frontier Logo
9:35 pm - 10:08 pm
ORF
-
MDW
25h 33m
2 stops
Frontier Logo
12:11 pm - 11:21 am
MDW
-
ORF
22h 10m
1 stop
$312Frontier
Wed, Jul 29 - Tue, Aug 11
Multiple Airlines Logo
12:06 pm - 10:02 pm
ORF
-
MDW
10h 56m
1 stop
Multiple Airlines Logo
4:28 pm - 6:49 pm
MDW
-
ORF
25h 21m
2 stops
$314Multiple Airlines
Wed, May 20 - Fri, May 22
Southwest Logo
6:55 pm - 11:20 pm
ORF
-
MDW
5h 25m
1 stop
Southwest Logo
5:55 am - 11:45 am
MDW
-
ORF
4h 50m
1 stop
$315Southwest
Sat, Aug 1 - Sat, Aug 8
Southwest Logo
3:00 pm - 7:35 pm
ORF
-
MDW
5h 35m
1 stop
Southwest Logo
6:30 pm - 9:30 pm
MDW
-
ORF
2h 00mnonstop
$316Southwest
Wed, Jun 17 - Sat, Jun 20
Multiple Airlines Logo
12:21 pm - 10:11 pm
ORF
-
MDW
10h 50m
1 stop
Multiple Airlines Logo
6:00 am - 9:41 pm
MDW
-
ORF
14h 41m
2 stops
$317Multiple Airlines
Wed, Aug 26 - Fri, Aug 28
Frontier Logo
12:21 pm - 10:08 pm
ORF
-
MDW
10h 47m
1 stop
Frontier Logo
12:11 pm - 11:21 am
MDW
-
ORF
22h 10m
1 stop
$318Frontier
Fri, Jul 24 - Sun, Jul 26
Southwest Logo
6:55 pm - 11:20 pm
ORF
-
MDW
5h 25m
1 stop
Southwest Logo
7:40 am - 3:20 pm
MDW
-
ORF
6h 40m
2 stops
$320Southwest
Sat, Aug 1 - Sat, Aug 8
Multiple Airlines Logo
12:06 pm - 10:02 pm
ORF
-
MDW
10h 56m
1 stop
Multiple Airlines Logo
6:00 am - 6:49 pm
MDW
-
ORF
11h 49m
2 stops
$322Multiple Airlines
Thu, May 28 - Sun, May 31
Frontier Logo
12:21 pm - 10:08 pm
ORF
-
MDW
10h 47m
1 stop
Frontier Logo
6:00 am - 11:21 am
MDW
-
ORF
28h 21m
1 stop
$323Frontier
Sun, Jul 19 - Sun, Jul 26

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Southwest flights from Norfolk to Chicago Midway Airport

Our best Southwest deals on Norfolk to Chicago Midway Airport flight tickets
Southwest
Jun 17
ORF7:00 pmNorfolk
2h 10m
MDW8:10 pmChicago Midway
Jun 20
MDW6:30 pmChicago Midway
2h 00m
ORF9:30 pmNorfolk
$306
Southwest
Aug 1
ORF6:55 pmNorfolk
5h 25m
1 stop
MDW11:20 pmChicago Midway
Aug 8
MDW5:55 amChicago Midway
4h 50m
1 stop
ORF11:45 amNorfolk
$315
Southwest
Jun 17
ORF3:00 pmNorfolk
3h 55m
1 stop
MDW5:55 pmChicago Midway
Jun 20
MDW6:30 pmChicago Midway
2h 00m
ORF9:30 pmNorfolk
$316

Frontier flights from Norfolk to Chicago Midway Airport

Our best Frontier deals on Norfolk to Chicago Midway Airport flight tickets
Frontier
May 1
ORF11:27 amNorfolk
11h 59m
1 stop
MDW10:26 pmChicago Midway
May 4
MDW8:41 amChicago Midway
7h 26m
1 stop
ORF5:07 pmNorfolk
$305
Frontier
Jul 29
ORF9:35 pmNorfolk
25h 33m
2 stops
MDW10:08 pmChicago Midway
Aug 11
MDW12:11 pmChicago Midway
22h 10m
1 stop
ORF11:21 amNorfolk
$312
Frontier
May 12
ORF12:06 pmNorfolk
10h 56m
1 stop
MDW10:02 pmChicago Midway
May 14
MDW12:19 pmChicago Midway
21h 52m
1 stop
ORF11:11 amNorfolk
$315

momondo Fare Finder

 
Customize your flight search to find flights from Norfolk to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated May 1, 2026.
Use the filters below to find and compare flights from Norfolk to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Wed 6/17

11:40 am-12:45 pm

Nonstop2h 05m

Chicago Midway

Sat 6/20

6:30 pm-9:30 pm

Nonstop2h 00m

$306

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Wed 7/29

9:35 pm-10:08 pm

2 stops25h 33m

Chicago Midway

Tue 8/11

12:11 pm-11:21 am

1 stop22h 10m

$312

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Wed 5/20

12:06 pm-10:02 pm

1 stop10h 56m

Chicago Midway

Fri 5/22

4:28 pm-6:49 pm

2 stops25h 21m

$314

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Sat 8/1

6:55 pm-11:20 pm

1 stop5h 25m

Chicago Midway

Sat 8/8

5:55 am-11:45 am

1 stop4h 50m

$315

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Wed 6/17

3:00 pm-7:35 pm

1 stop5h 35m

Chicago Midway

Sat 6/20

6:30 pm-9:30 pm

Nonstop2h 00m

$316

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Wed 8/26

12:21 pm-10:11 pm

1 stop10h 50m

Chicago Midway

Fri 8/28

6:00 am-9:41 pm

2 stops14h 41m

$317

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Fri 7/24

12:21 pm-10:08 pm

1 stop10h 47m

Chicago Midway

Sun 7/26

12:11 pm-11:21 am

1 stop22h 10m

$318

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Sat 8/1

6:55 pm-11:20 pm

1 stop5h 25m

Chicago Midway

Sat 8/8

7:40 am-3:20 pm

2 stops6h 40m

$320

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Thu 5/28

12:06 pm-10:02 pm

1 stop10h 56m

Chicago Midway

Sun 5/31

6:00 am-6:49 pm

2 stops11h 49m

$322

NorfolkChicago

ORF - MDW

ORFMDW

Norfolk

Sun 7/19

12:21 pm-10:08 pm

1 stop10h 47m

Chicago Midway

Sun 7/26

6:00 am-11:21 am

1 stop28h 21m

$323

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Norfolk to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Norfolk and Chicago Midway Airport?

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

The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from Norfolk, with most prices found around $0. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Norfolk during the month September is also very affordable. Most momondo users find prices during this month for around $274.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Norfolk. The lowest ticket price found for a Tuesday departure recently was $433. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Norfolk because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $492.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Norfolk in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $389 when looking at flights departing in the afternoon. Try not to purchase tickets in the evening because they tend to be around $480. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Norfolk to Chicago Midway flight route?

Fly from Norfolk to Chicago Midway for the best Norfolk - Chicago Midway flight prices

Can stopping save me money on Norfolk to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Norfolk to Chicago Midway Airport.

How have Norfolk to Chicago Midway Airport flight prices changed over time?

When to book flights from Norfolk to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Norfolk to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Norfolk to Chicago Midway Airport (ORF to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Norfolk to Chicago Midway Airport

Best Price Found

$225

Fastest flight time

2h 00m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Norfolk in the past 72 hours is $225. The best round-trip flight deal from Norfolk to Chicago Midway Airport found on momondo in the last 72 hours is $430.
The fastest flight from Norfolk to Chicago Midway Airport takes 2h 00m
Direct flights go from Norfolk to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Norfolk to Chicago Midway Airport

  • How far is Norfolk to Chicago Midway by plane?

    A flight from Norfolk to Chicago Midway will travel around 699.6 mi. Flights usually cover this in 2h 00m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Norfolk Airport to Chicago Midway Airport?

    Prices for flights from Norfolk Airport to Chicago Midway Airport are updated daily.

  • How many operators does momondo search for flights from Norfolk Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Norfolk Airport to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Norfolk Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Norfolk to Chicago Midway Airport?

  • What is the most popular airline from Norfolk to Chicago Midway Airport?

Best airlines flying from Norfolk to Chicago Midway Airport

Compare and see reviews for airlines that fly from Norfolk to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $154Free CancellationRating
5.6
2,971 reviews
Search Frontier flights
SouthwestPriceFrom $231Free CancellationRating
8.0
4,317 reviews
Search Southwest flights

  • Southwest Flights From Norfolk to Chicago Midway Airport

    Across 5 Southwest flights from Norfolk to Chicago Midway Airport this week, the average price was $375, with the best Southwest deals starting from $231 round-trip. 4,317 users have rated Southwest on momondo, with an average score of 8.0/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Norfolk to Chicago?

It is quick and easy to find Norfolk to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Norfolk to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Norfolk which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Norfolk to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Norfolk.

I’m not ready to book a flight from Norfolk to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Norfolk to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sun 5/31
Sun 6/7
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago