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Find cheap flights from Chicago Midway Airport to Virginia from $57

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Virginia departing on 6/21. 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
0 bags
Wed 6/19
Wed 6/26

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Best Virginia Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Richmond
Richmond1 stop$268
Norfolk
Norfolk1 stop$131
Charlottesville
Charlottesville1 stop$283
Roanoke
Roanoke1 stop$198
Washington, D.C.
Baltimorenonstop$96
Raleigh
Raleighnonstop$60

Good to know

Low season

January

High season

June

Cheapest flight

$57
Best time to beat the crowds but there is an average 33% increase in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Chicago Midway Airport to Raleigh

FAQs - booking Virginia flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Virginia?

    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 Chicago Midway Airport to Virginia.

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

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

    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 Virginia with an airline and back to Chicago Midway Airport with another airline.

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

    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 Virginia from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Virginia

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Raleigh $44 one-way - $81 round-trip
  • Morning departure is around 6% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 3 airlines serving from Midway to Virginia

 
Need help choosing which airline to fly with from Midway to Virginia? 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.
8.0
DeltaOverall score based on 10615 reviews
8.2Boarding
8.6Crew
7.4Food
7.9Comfort
8.0Entertainment
Airline reviews

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

8.0 Excellentrghinftl, May 2024FLL - BOS
Read more about Delta reviews

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

The 1st class male crew member was very pleasant - the short female with round glasses , maybe in 50’s had no personality- never spoke when delivering my food, drink, & never smiled the whole trip! In fact looked annoyed when the boarding proses was happening- I would never hire this woman - unfriendly . Have never dealt with a crew member like her-

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

It was the worst ever, i will be filing a lawsuit to get a refund. Our flight was delayed 4 hours so we would miss our connecting flight, we were not rebooked to our destination the same day, we were not offered any options to get home on the same day despite being clear that we absolutely cannot get stranded at night due to family, we were forced to book our own flights on a different airline to get home, and spririt is refusing a refund because our flight wasn't cancelled, only delayed. oh yeah, and they lost our luggage on the first part of the trip and you cannot get a hold of customer service when anything goes wrong, on hold for 30+ minutes. and their app breaks so you can't use that either.

This recognisable no-frills airline gets me from point-A to point-B. I was able to get to Chicago without stress. The checked baggage collection and reclaim could be improved.

The crew was the best and very accommodating I know you don't offer any complimentary items but water and coffee will not break the bank !!

My flight was cancelled!!! I had to spend 200.00 on another flight!!

The whole day was a nightmare. Flight extremely late. Boarding was a mess of a nightmare.

When we landed, they kept us on the plane for almost 25 minutes. Could do better.

worst trip ever Spirit lost our Baggs which were never put on the plane in Atlanta. 24 hours ago they are telling me now that the bags are still missing.

Never been on this flight as i had missed it due to delayed connecting flight

Horrible. Delays, no customer support and fake promises and everything. i am suffering to help as due to connecting flight getting missed no support on ground and customer support window is closed and we are sitting o ground without anything

Missed our departing flight due to poor baggage drop staff. At the airport with 2 & 1/2 hours to spare and waited in bag check in until 15 minutes prior to gates closing before baggage staff asked us to move to the front of the line. We weren’t the only passengers that missed the flight. Poor organizational operations by Spirit staff. Otherwise , the return trip was fine.

Plane could have been more on time. More leg room .

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Check in online was easy. Seats aren’t very comfortable

Fecal matter in seat back pocket. Presumably from a kids diaper.

Worst airline to travel with. They treat you like a prisoner in a jailhouse barking out orders and threats. Nickle and dime you to the same price or higher than a respectable airline like one of the big 3 . Might as well fly with standard airlines

Well I mean u get what u pay for so 🤷‍♂️

Over an hour delay in departure but I was notified beforehand. Another delay on tarmac upon arrival at LGA. We ended up departing the plane almost 2 hours later than expected

I fly Frontier because it’s affordable. I understand that the seats are tight and not the most comfortable…but that’s part of it. The problem with this flight was that there was a group of travelers directly behind me at the back of the plane who were ridiculously loud and obnoxious the entire flight. I’m pretty sure they were drunk and I could periodically smell an odd odor that I believe was one of them using a smokeless vape pen. The stewards had to remind them to keep quiet during the pre-flight instruction, but that was it. They never said another thing to them for the rest of the flight. It was a miserable.

I checked a bag because it was $5 less than carry on. They managed to lose my bag on a 2.5 hr direct flight! Frontier has no airport staff at baggage claim to help. As soon as I got home around 11 pm I tried to use their online system to file the claim for lost bag - system wouldn't take the # on my baggage claim ticket - said it was not the correct number. Also said that I had not checked a bag, which wasn't true - even my online boarding pass showed that I had checked a bag. Wasted about an hour on that process with no luck. Tried again in the morning - same thing. So tried online chat with Frontier bot - waited 35-40" twice to be connected to a baggage agent and it never happened. Eventually drove to PDX after work and waited 2 hrs for the Frontier ticket agents to arrive prior to the next Frontier flight out of PDX and FINALLY got some help from one of them, to take me to lost luggage area where I was able to retrive my bag. Probably took 4-5 hrs. of my time and endless frustration to get my bag. This was my first -- and LAST -- experience flying Frontier Airlines. Check-in was also extremely difficult and time consuming. The flight itself (and staff) were fine but everything else about the experience was a total disaster! The fact that Frontier literally has NO WAY to connect to a human voice for customer service (in this case for lost luggage) is the WORST!!!!!

Frontier is a crappy airline nothing about it is honest

Book cheap flights from Chicago to Virginia

Recent round-trip flight deals

6/3Mon
nonstopFrontier
2h 00mMDW-RDU
6/5Wed
nonstopFrontier
2h 00mRDU-MDW
$87
6/12Wed
nonstopFrontier
1h 53mMDW-RDU
6/14Fri
nonstopFrontier
2h 00mRDU-MDW
$88
6/18Tue
1 stopDelta
5h 50mMDW-DCA
7/9Tue
1 stopDelta
3h 33mDCA-MDW
$188
9/4Wed
1 stopDelta
6h 42mMDW-ROA
9/7Sat
1 stopDelta
4h 27mROA-MDW
$198
6/21Fri
2 stops
19h 32mMDW-RDU
6/23Sun
2 stops
26h 19mRDU-MDW
$383
6/17Mon
3 stops
28h 37mMDW-RDU
6/24Mon
1 stop
7h 15mRDU-MDW
$427
6/18Tue
1 stopPorter Airlines
6h 52mMDW-IAD
6/25Tue
1 stopPorter Airlines
5h 17mIAD-MDW
$500
8/15Thu
1 stopPorter Airlines
6h 52mMDW-IAD
8/18Sun
1 stopPorter Airlines
9h 07mIAD-MDW
$566
6/13Thu
3 stopsWestJet
30h 40mMDW-CHO
6/17Mon
3 stopsWestJet
20h 54mCHO-MDW
$1,785
6/2Sun
3 stopsWestJet
26h 49mMDW-IAD
6/7Fri
3 stopsWestJet
24h 35mIAD-MDW
$2,301

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Recent one-way flight deals

6/21Fri
nonstopFrontier
1h 53mMDW-RDU
$57
6/4Tue
1 stopFrontier
10h 27mMDW-ORF
$58
6/3Mon
nonstopFrontier
2h 00mMDW-RDU
$59
6/3Mon
nonstopFrontier
2h 00mMDW-RDU
$60
6/25Tue
1 stopDelta
4h 40mMDW-RDU
$88
6/11Tue
1 stopDelta
5h 15mMDW-DCA
$94
6/3Mon
2 stops
19h 32mMDW-RDU
$135
6/7Fri
2 stops
18h 04mMDW-RIC
$159
6/23Sun
nonstopSouthwest
1h 45mMDW-DCA
$164
8/4Sun
2 stopsAllegiant Air
16h 21mMDW-ORF
$220

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Last minute flights from Midway to Virginia

Last minute flight, train and bus deals

5/23Thu
multi-stopFrontier
5h 31mMDW-RDU
6/10Mon
nonstopFrontier
2h 00mRDU-MDW
$218
5/23Thu
multi-stopFrontier
5h 31mMDW-RDU
5/27Mon
nonstopFrontier
2h 01mRDU-MDW
$247
5/23Thu
multi-stopFrontier
5h 31mMDW-RDU
5/27Mon
nonstopFrontier
2h 01mRDU-MDW
$249
5/23Thu
multi-stopFrontier
29h 50mMDW-RDU
6/10Mon
nonstopFrontier
2h 00mRDU-MDW
$263
5/25Sat
multi-stopDelta
4h 00mMDW-DCA
6/1Sat
multi-stopDelta
4h 18mDCA-MDW
$393
5/25Sat
multi-stopDelta
4h 01mMDW-RDU
5/27Mon
multi-stopDelta
4h 32mRDU-MDW
$423
5/24Fri
multi-stop
25h 09mMDW-RDU
5/26Sun
multi-stop
18h 08mRDU-MDW
$493
5/24Fri
multi-stop
25h 09mMDW-RDU
5/26Sun
multi-stop
18h 08mRDU-MDW
$498
5/23Thu
multi-stopWestJet
27h 09mMDW-DCA
5/25Sat
multi-stopWestJet
23h 57mDCA-MDW
$1,807
5/21Tue
multi-stopWestJet
20h 41mMDW-RIC
5/22Wed
multi-stopWestJet
20h 06mRIC-MDW
$1,956

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Chicago Midway Airport - Virginia Flights