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Cheap flights from Virginia to Chicago Midway Airport from $53

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 1/13. 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.
4:27 pm - 10:46 pmRDU-MDW
7h 19m1 stop
7:15 am - 4:20 pmMDW-RDU
8h 05m1 stop
$106Frontier
Find Deal
Mon, Jan 20 - Thu, Jan 23
8:05 am - 5:54 pmIAD-MDW
10h 49m1 stop
8:25 am - 2:25 pmMDW-IAD
5h 00m1 stop
$108Frontier
Find Deal
Tue, Dec 17 - Wed, Dec 18
7:35 am - 8:40 amRDU-MDW
2h 05mnonstop
2:30 pm - 5:20 pmMDW-RDU
1h 50mnonstop
$178Southwest
Find Deal
Tue, Dec 17 - Wed, Dec 25
2:05 pm - 3:05 pmRDU-MDW
2h 00mnonstop
8:30 pm - 11:20 pmMDW-RDU
1h 50mnonstop
$188Southwest
Find Deal
Wed, Dec 11 - Fri, Dec 13
6:20 am - 10:12 amRDU-MDW
4h 52m1 stop
5:05 pm - 11:39 pmMDW-RDU
5h 34m1 stop
$196Delta
Find Deal
Wed, Jan 22 - Sat, Jan 25
5:25 am - 10:12 amGSO-MDW
5h 47m1 stop
5:07 pm - 11:58 pmMDW-GSO
5h 51m1 stop
$196Delta
Find Deal
Wed, Jan 15 - Tue, Jan 21
12:29 pm - 5:51 pmRDU-MDW
6h 22m1 stop
6:31 pm - 3:05 pmMDW-RDU
19h 34m2 stops
Thu, Jan 2 - Sun, Jan 5
5:52 pm - 12:03 pmORF-MDW
19h 11m2 stops
2:20 pm - 8:50 amMDW-ORF
17h 30m2 stops
Wed, Dec 25 - Tue, Dec 31
7:00 am - 4:40 pmIAD-MDW
10h 40m1 stop
11:15 am - 10:24 pmMDW-IAD
10h 09m1 stop
$526Porter Airlines
Find Deal
Fri, Dec 13 - Sun, Dec 15
7:00 am - 4:40 pmIAD-MDW
10h 40m1 stop
11:15 am - 10:24 pmMDW-IAD
10h 09m1 stop
$527Porter Airlines
Find Deal
Fri, Dec 13 - Sun, Dec 15
10:37 am - 3:33 pmIAD-MDW
5h 56m1 stop
$53Frontier
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Mon, Jan 13
4:27 pm - 10:45 pmRDU-MDW
7h 18m1 stop
$53Frontier
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Mon, Jan 13
6:45 pm - 7:50 pmRDU-MDW
2h 05mnonstop
$69Southwest
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Sat, Feb 15
7:35 am - 8:40 amRDU-MDW
2h 05mnonstop
$89Southwest
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Wed, Dec 25
9:51 am - 12:50 pmRDU-MDW
3h 59m1 stop
$98Delta
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Tue, Dec 17
6:00 am - 8:58 amIAD-MDW
3h 58m1 stop
$108Delta
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Tue, Dec 10
12:29 pm - 5:51 pmRDU-MDW
6h 22m1 stop
$126Avelo Airlines
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Sun, Jan 5
9:35 am - 5:30 pmRIC-MDW
8h 55m1 stop
$138Allegiant Air
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Thu, Feb 27
9:36 am - 5:32 pmRIC-MDW
8h 56m1 stop
$142Allegiant Air
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Thu, Feb 20
12:29 pm - 5:51 pmRDU-MDW
6h 22m1 stop
$146Avelo Airlines
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Thu, Jan 2
2:09 pm - 8:10 amRDU-MDW
19h 01m1 stop
2:41 pm - 12:42 pmMDW-RDU
21h 01m1 stop
$283Frontier
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Thu, Nov 21 - Sun, Nov 24
8:32 am - 5:12 pmRDU-MDW
9h 40m1 stop
6:05 am - 6:21 pmMDW-RDU
11h 16m1 stop
$288Frontier
Find Deal
Thu, Nov 21 - Sun, Nov 24
8:39 am - 3:50 pmRDU-MDW
8h 11m1 stop
6:05 am - 6:21 pmMDW-RDU
11h 16m1 stop
$298Frontier
Find Deal
Wed, Nov 20 - Sun, Nov 24
1:00 pm - 1:10 pmDCA-MDW
25h 10m1 stop
6:30 am - 12:06 pmMDW-DCA
28h 36m1 stop
$309Frontier
Find Deal
Thu, Nov 21 - Sun, Nov 24
8:00 am - 10:41 amIAD-MDW
27h 41m1 stop
9:34 am - 1:58 pmMDW-IAD
27h 24m1 stop
Wed, Nov 20 - Tue, Dec 3
12:29 pm - 6:01 pmRDU-MDW
6h 32m1 stop
9:09 pm - 9:52 pmMDW-RDU
23h 43m2 stops
Thu, Nov 21 - Fri, Nov 22
6:00 am - 9:32 amIAD-MDW
4h 32m1 stop
5:42 pm - 11:22 pmMDW-IAD
4h 40m1 stop
$505Delta
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Sun, Nov 24 - Mon, Dec 2
9:35 pm - 10:35 pmDCA-MDW
2h 00mnonstop
3:15 pm - 6:05 pmMDW-DCA
1h 50mnonstop
$555Southwest
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Thu, Nov 21 - Fri, Nov 22
8:10 am - 11:58 amORF-MDW
4h 48m1 stop
6:00 am - 11:23 amMDW-ORF
4h 23m1 stop
$556Delta
Find Deal
Thu, Nov 21 - Mon, Nov 25
9:35 pm - 10:35 pmDCA-MDW
2h 00mnonstop
1:05 pm - 6:20 pmMDW-DCA
4h 15m1 stop
$564Southwest
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Thu, Nov 21 - Fri, Nov 22
7:35 am - 8:40 amRDU-MDW
2h 05mnonstop
2:30 pm - 5:20 pmMDW-RDU
1h 50mnonstop
$178Southwest
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Tue, Dec 17 - Wed, Dec 25
2:05 pm - 3:05 pmRDU-MDW
2h 00mnonstop
8:30 pm - 11:20 pmMDW-RDU
1h 50mnonstop
$188Southwest
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Wed, Dec 11 - Fri, Dec 13
3:05 pm - 4:15 pmDCA-MDW
2h 10mnonstop
8:10 pm - 10:55 pmMDW-DCA
1h 45mnonstop
$193Southwest
Find Deal
Tue, Dec 10 - Tue, Dec 10
6:40 pm - 7:45 pmRDU-MDW
2h 05mnonstop
8:30 am - 11:25 amMDW-RDU
1h 55mnonstop
$198Southwest
Find Deal
Tue, Dec 31 - Wed, Jan 1
11:45 am - 12:50 pmDCA-MDW
2h 05mnonstop
5:40 pm - 8:30 pmMDW-DCA
1h 50mnonstop
$198Southwest
Find Deal
Tue, Dec 10 - Wed, Dec 11
7:35 am - 8:40 amRDU-MDW
2h 05mnonstop
2:30 pm - 5:20 pmMDW-RDU
1h 50mnonstop
$208Southwest
Find Deal
Thu, Dec 12 - Mon, Dec 16
6:55 am - 8:05 amDCA-MDW
2h 10mnonstop
11:25 am - 2:10 pmMDW-DCA
1h 45mnonstop
$208Southwest
Find Deal
Thu, Dec 12 - Wed, Dec 18
6:35 pm - 7:40 pmDCA-MDW
2h 05mnonstop
8:10 pm - 10:55 pmMDW-DCA
1h 45mnonstop
$214Southwest
Find Deal
Wed, Dec 25 - Thu, Jan 2
11:45 am - 12:50 pmDCA-MDW
2h 05mnonstop
5:40 pm - 8:30 pmMDW-DCA
1h 50mnonstop
$217Southwest
Find Deal
Mon, Dec 9 - Thu, Dec 12
2:05 pm - 3:05 pmRDU-MDW
2h 00mnonstop
8:45 am - 11:40 amMDW-RDU
1h 55mnonstop
$218Southwest
Find Deal
Thu, Dec 12 - Sat, Dec 14

Southwest flights from Virginia to Chicago Midway Airport

Our best Southwest deals on Virginia to Chicago Midway Airport flight tickets
Southwest
Dec 17
RDU7:35 amRaleigh-Durham
2h 05m
MDW8:40 amChicago Midway
Dec 25
MDW2:30 pmChicago Midway
1h 50m
RDU5:20 pmRaleigh-Durham
Southwest
Dec 11
RDU2:05 pmRaleigh-Durham
2h 00m
MDW3:05 pmChicago Midway
Dec 13
MDW8:30 pmChicago Midway
1h 50m
RDU11:20 pmRaleigh-Durham
Southwest
Dec 10
DCA3:05 pmWashington, D.C. Reagan-National
2h 10m
MDW4:15 pmChicago Midway
Dec 10
MDW8:10 pmChicago Midway
1h 45m
DCA10:55 pmWashington, D.C. Reagan-National

Delta flights from Virginia to Chicago Midway Airport

Our best Delta deals on Virginia to Chicago Midway Airport flight tickets
Delta
Jan 22
RDU6:20 amRaleigh-Durham
4h 52m
1 stop
MDW10:12 amChicago Midway
Jan 25
MDW5:05 pmChicago Midway
5h 34m
1 stop
RDU11:39 pmRaleigh-Durham
Delta
Dec 4
RDU5:30 amRaleigh-Durham
5h 20m
1 stop
MDW9:50 amChicago Midway
Dec 11
MDW6:00 amChicago Midway
4h 24m
1 stop
RDU11:24 amRaleigh-Durham
Delta
Dec 10
IAD6:00 amWashington, D.C. Dulles Intl
3h 58m
1 stop
MDW8:58 amChicago Midway
Dec 11
MDW5:50 pmChicago Midway
4h 35m
1 stop
IAD11:25 pmWashington, D.C. Dulles Intl

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 airline that flies to Chicago Midway Airport from Virginia?

Southwest. Southwest and Delta are the most popular carriers operating from Virginia to Chicago Midway Airport

How many flights depart from Virginia to Chicago Midway Airport on average per day?

The number of flights available between Virginia and Chicago Midway Airport is 9 per day as of November 2024. The most frequent departure time is 7:00AM, with 90% of daily flights leaving at noon.

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

You could potentially save up to 10% on your flight if you consider stops on a Virginia to Chicago Midway Airport flight.

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

$53

Fastest flight time

2h 00m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Virginia in the past 72 hours is $53. The best round-trip flight deal from Virginia to Chicago Midway Airport found on momondo in the last 72 hours is $106.
The fastest flight from Virginia to Chicago Midway Airport takes 2h 00m
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
8,765 reviews
Search Delta flights
SouthwestPriceFrom $257Free CancellationRating
8.1
5,015 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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