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Cheap flights from Virginia to Chicago Midway Airport from $41

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Virginia to Chicago Midway Airport departing on 3/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Virginia to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Virginia to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Virginia to Chicago.

Cheap last minute flights

Planning a quick getaway from Virginia to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Virginia to Chicago

Find recent round-trip train or bus tickets from Virginia to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
1:17 pm - 7:06 pmIAD-MDW
6h 49m1 stop
8:12 am - 2:39 pmMDW-IAD
5h 27m1 stop
$98Frontier
Find Deal
Wed, Feb 5 - Wed, Feb 12
1:17 pm - 7:06 pmIAD-MDW
6h 49m1 stop
8:12 am - 2:39 pmMDW-IAD
5h 27m1 stop
$100Frontier
Find Deal
Wed, Feb 5 - Wed, Feb 12
9:13 pm - 7:32 amIAD-MDW
11h 19m1 stop
8:12 am - 2:39 pmMDW-IAD
5h 27m1 stop
$105Frontier
Find Deal
Mon, Mar 3 - Wed, Mar 5
6:37 pm - 10:02 amRDU-MDW
16h 25m1 stop
4:48 pm - 11:59 pmMDW-RDU
6h 11m1 stop
$108Frontier
Find Deal
Sat, Feb 8 - Sat, Feb 15
5:00 pm - 10:20 pmCHO-MDW
6h 20m1 stop
6:00 am - 12:42 pmMDW-CHO
5h 42m1 stop
$229Delta
Find Deal
Thu, Feb 6 - Mon, Feb 10
4:00 pm - 5:05 pmDCA-MDW
2h 05mnonstop
9:00 pm - 11:50 pmMDW-DCA
1h 50mnonstop
$229Southwest
Find Deal
Sat, Mar 1 - Mon, Mar 3
5:35 pm - 10:20 pmGSO-MDW
5h 45m1 stop
5:07 pm - 11:58 pmMDW-GSO
5h 51m1 stop
$239Delta
Find Deal
Sat, Jan 25 - Tue, Jan 28
6:55 am - 12:10 pmDCA-MDW
6h 15m1 stop
5:45 pm - 8:35 pmMDW-DCA
1h 50mnonstop
$239Southwest
Find Deal
Sat, Mar 1 - Mon, Mar 3
10:20 am - 12:17 amRIC-MDW
38h 57m2 stops
8:01 pm - 9:15 amMDW-RIC
36h 14m2 stops
Mon, Jan 20 - Wed, Jan 22
8:22 pm - 12:25 pmIAD-MDW
17h 03m1 stop
6:44 pm - 8:31 pmMDW-IAD
24h 47m1 stop
Thu, May 22 - Sat, May 24
10:13 am - 3:53 pmRDU-MDW
6h 40m1 stop
$41Frontier
Find Deal
Tue, Mar 11
6:50 am - 10:04 pmRDU-MDW
16h 14m1 stop
$42Frontier
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Sat, Feb 22
9:20 am - 10:25 amDCA-MDW
2h 05mnonstop
$115Southwest
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Sat, Feb 1
9:13 am - 5:36 pmRIC-MDW
9h 23m1 stop
$120Allegiant Air
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Thu, Mar 13
6:25 am - 10:12 amGSO-MDW
4h 47m1 stop
$120Delta
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Sat, Jan 25
7:30 am - 8:30 amDCA-MDW
2h 00mnonstop
$124Southwest
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Tue, May 6
9:20 am - 5:30 pmRIC-MDW
9h 10m1 stop
$124Allegiant Air
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Thu, Feb 27
1:26 pm - 5:03 pmIAD-MDW
4h 37m1 stop
$125Delta
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Tue, Apr 22
8:00 am - 7:50 amORF-MDW
24h 50m2 stops
Thu, Mar 6
8:00 am - 7:50 amORF-MDW
24h 50m2 stops
Thu, Mar 13
1:01 pm - 12:13 amDCA-MDW
12h 12m1 stop
7:15 am - 4:59 pmMDW-DCA
8h 44m1 stop
$198Frontier
Find Deal
Wed, Jan 15 - Sun, Feb 2
1:01 pm - 12:13 amDCA-MDW
12h 12m1 stop
8:15 am - 4:59 pmMDW-DCA
7h 44m1 stop
$268Frontier
Find Deal
Wed, Jan 15 - Wed, Jan 22
1:01 pm - 12:13 amDCA-MDW
12h 12m1 stop
8:15 am - 9:56 pmMDW-DCA
12h 41m1 stop
$278Frontier
Find Deal
Mon, Jan 13 - Wed, Jan 15
4:27 pm - 10:45 pmRDU-MDW
7h 18m1 stop
6:52 pm - 7:28 amMDW-RDU
11h 36m1 stop
$279Frontier
Find Deal
Mon, Jan 13 - Wed, Jan 15
6:05 pm - 7:15 pmDCA-MDW
2h 10mnonstop
9:15 am - 12:00 pmMDW-DCA
1h 45mnonstop
$434Southwest
Find Deal
Wed, Jan 15 - Sun, Feb 2
8:00 am - 11:30 amDCA-MDW
4h 30m1 stop
9:15 am - 12:00 pmMDW-DCA
1h 45mnonstop
$444Southwest
Find Deal
Wed, Jan 15 - Sun, Feb 2
6:05 pm - 7:15 pmDCA-MDW
2h 10mnonstop
7:50 am - 10:40 amMDW-DCA
1h 50mnonstop
$519Southwest
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Wed, Jan 15 - Sat, Jan 18
5:30 am - 8:54 amRDU-MDW
4h 24m1 stop
10:57 am - 4:30 pmMDW-RDU
4h 33m1 stop
$546Delta
Find Deal
Wed, Jan 15 - Wed, Jan 22
6:00 am - 8:54 amIAD-MDW
3h 54m1 stop
9:34 am - 3:53 pmMDW-IAD
5h 19m1 stop
$599Delta
Find Deal
Mon, Jan 13 - Wed, Jan 15
6:25 am - 10:12 amGSO-MDW
4h 47m1 stop
6:00 am - 11:29 amMDW-GSO
4h 29m1 stop
$609Delta
Find Deal
Sat, Jan 11 - Thu, Jan 16
6:55 am - 8:10 amDCA-MDW
2h 15mnonstop
12:10 pm - 2:55 pmMDW-DCA
1h 45mnonstop
$224Southwest
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Thu, Feb 13 - Thu, Feb 13
4:00 pm - 5:05 pmDCA-MDW
2h 05mnonstop
9:00 pm - 11:50 pmMDW-DCA
1h 50mnonstop
$229Southwest
Find Deal
Sat, Mar 1 - Mon, Mar 3
6:15 pm - 7:20 pmDCA-MDW
2h 05mnonstop
8:10 pm - 10:55 pmMDW-DCA
1h 45mnonstop
$249Southwest
Find Deal
Thu, Apr 3 - Sun, Apr 6
9:45 am - 10:40 amDCA-MDW
1h 55mnonstop
9:10 am - 12:00 pmMDW-DCA
1h 50mnonstop
$263Southwest
Find Deal
Tue, Apr 15 - Sat, Apr 19
6:05 am - 7:10 amDCA-MDW
2h 05mnonstop
8:10 pm - 10:55 pmMDW-DCA
1h 45mnonstop
$274Southwest
Find Deal
Thu, Mar 6 - Sun, Apr 6
8:00 am - 9:15 amRIC-MDW
2h 15mnonstop
3:25 pm - 6:15 pmMDW-RIC
1h 50mnonstop
$279Southwest
Find Deal
Tue, Feb 18 - Sat, Feb 22
6:45 pm - 7:50 pmRDU-MDW
2h 05mnonstop
10:10 am - 1:00 pmMDW-RDU
1h 50mnonstop
$291Southwest
Find Deal
Wed, Feb 19 - Sat, Feb 22
6:05 am - 7:10 amDCA-MDW
2h 05mnonstop
6:35 am - 9:25 amMDW-DCA
1h 50mnonstop
$294Southwest
Find Deal
Thu, Mar 13 - Sun, Mar 16
6:10 am - 7:10 amDCA-MDW
2h 00mnonstop
8:50 pm - 11:40 pmMDW-DCA
1h 50mnonstop
$296Southwest
Find Deal
Sun, Apr 13 - Wed, Apr 16
6:15 am - 7:25 amORF-MDW
2h 10mnonstop
6:35 pm - 9:35 pmMDW-ORF
2h 00mnonstop
$297Southwest
Find Deal
Wed, Apr 9 - Tue, Apr 15

Frontier flights from Virginia to Chicago Midway Airport

Our best Frontier deals on Virginia to Chicago Midway Airport flight tickets
Frontier
Feb 5
IAD1:17 pmWashington, D.C. Dulles Intl
6h 49m
1 stop
MDW7:06 pmChicago Midway
Feb 12
MDW8:12 amChicago Midway
5h 27m
1 stop
IAD2:39 pmWashington, D.C. Dulles Intl
Frontier
Feb 5
IAD1:17 pmWashington, D.C. Dulles Intl
6h 49m
1 stop
MDW7:06 pmChicago Midway
Feb 12
MDW8:12 amChicago Midway
5h 27m
1 stop
IAD2:39 pmWashington, D.C. Dulles Intl
Frontier
Mar 3
IAD9:13 pmWashington, D.C. Dulles Intl
11h 19m
1 stop
MDW7:32 amChicago Midway
Mar 5
MDW8:12 amChicago Midway
5h 27m
1 stop
IAD2:39 pmWashington, D.C. Dulles Intl

Delta flights from Virginia to Chicago Midway Airport

Our best Delta deals on Virginia to Chicago Midway Airport flight tickets
Delta
Feb 6
CHO5:00 pmCharlottesville Albemarle
6h 20m
1 stop
MDW10:20 pmChicago Midway
Feb 10
MDW6:00 amChicago Midway
5h 42m
1 stop
CHO12:42 pmCharlottesville Albemarle
Delta
Jan 25
GSO5:35 pmGreensboro/H. Point
5h 45m
1 stop
MDW10:20 pmChicago Midway
Jan 28
MDW5:07 pmChicago Midway
5h 51m
1 stop
GSO11:58 pmGreensboro/H. Point
Delta
Jan 30
IAD6:00 amWashington, D.C. Dulles Intl
3h 54m
1 stop
MDW8:54 amChicago Midway
Feb 2
MDW9:34 amChicago Midway
5h 19m
1 stop
IAD3:53 pmWashington, D.C. Dulles Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from Virginia 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 cheapest month to fly to Chicago Midway Airport?

The month of February is, on average, the cheapest month to fly to Chicago Midway Airport from Virginia, with most prices found around $189. If you are unable to visit Chicago Midway Airport during the month of February, then departing from Virginia during the month September is also very affordable. Most momondo users find prices during this month for around $316.

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

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Virginia. The lowest ticket price found for a Wednesday departure recently was $343. 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, Monday is the most expensive day to depart from Virginia because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $504.

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

Flying to Chicago Midway Airport from Virginia in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $378 when looking at flights departing in the afternoon. Try not to purchase tickets in the evening because they tend to be around $437. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Virginia to Chicago Midway flight route?

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

What cabin class options are available on Virginia to Chicago Midway flights?

There are 1 cabin classes available to choose from on Virginia to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Virginia to Chicago Midway Airport flight deals and tips

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

Best Price Found

$41

Fastest flight time

1h 55m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Virginia in the past 72 hours is $41. The best round-trip flight deal from Virginia to Chicago Midway Airport found on momondo in the last 72 hours is $98.
The fastest flight from Virginia to Chicago Midway Airport takes 1h 55m
Direct flights go from Virginia to Chicago Midway Airport every day.

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

    Prices for flights from Virginia to Chicago Midway Airport are refreshed on a daily basis.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Virginia to Chicago Midway Airport.

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

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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


Best airlines flying from Virginia to Chicago Midway Airport

Compare and see reviews for airlines that fly from Virginia to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $175Free CancellationRating
8.0
8,501 reviews
Search Delta flights
SouthwestPriceFrom $268Free CancellationRating
8.1
4,650 reviews
Search Southwest flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Virginia to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

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

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

Once all potential Virginia to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Virginia and alert you when they change.


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