MDW - RIC

$109 Find Cheap Flights from Chicago Midway Airport to Richmond

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 Richmond departing on 5/19. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Richmond

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Richmond, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Richmond, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$275
Typical prices: $343-$296
Southwest
Thu 5/28Mon 6/1
MDW - RIC • 1 stop
Cheapest non-stop
$280
Southwest
Sat 6/6Mon 6/8
MDW - RIC • Non-stop
Top airlines
Cheapest • from $275 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Southwest. Average duration is 1h 55m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg $276 (round-trip)
Shortest trip • 3h 43m (one-way)
Insights
Insights
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Richmond!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway to Richmond (MDW-RIC)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Richmond that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Richmond

Thu, May 28 - Mon, Jun 1
Southwest Logo
5:50 pm - 10:50 pm
MDW
-
RIC
4h 00m
1 stop
Southwest Logo
7:30 pm - 8:30 pm
RIC
-
MDW
2h 00mnonstop
$275Southwest
Wed, May 27 - Mon, Jun 1
Southwest Logo
2:35 pm - 9:55 pm
MDW
-
RIC
6h 20m
2 stops
Southwest Logo
5:35 pm - 10:20 pm
RIC
-
MDW
5h 45m
1 stop
$276Southwest
Sat, Jun 6 - Mon, Jun 8
Southwest Logo
6:55 pm - 9:50 pm
MDW
-
RIC
1h 55mnonstop
Southwest Logo
7:45 pm - 8:40 pm
RIC
-
MDW
1h 55mnonstop
$280Southwest
Tue, May 19 - Wed, May 20
Southwest Logo
6:00 pm - 8:55 pm
MDW
-
RIC
1h 55mnonstop
Southwest Logo
8:05 am - 9:10 am
RIC
-
MDW
2h 05mnonstop
$281Southwest
Sat, Jun 6 - Mon, Jun 8
Southwest Logo
6:55 pm - 9:50 pm
MDW
-
RIC
1h 55mnonstop
Southwest Logo
6:10 pm - 10:00 pm
RIC
-
MDW
4h 50m
1 stop
$289Southwest
Thu, May 28 - Mon, Jun 1
Southwest Logo
2:10 pm - 10:50 pm
MDW
-
RIC
7h 40m
2 stops
Southwest Logo
5:35 pm - 10:20 pm
RIC
-
MDW
5h 45m
1 stop
$290Southwest
Tue, May 19 - Wed, May 20
Southwest Logo
8:00 am - 12:55 pm
MDW
-
RIC
3h 55m
1 stop
Southwest Logo
8:05 am - 9:10 am
RIC
-
MDW
2h 05mnonstop
$291Southwest
Sat, Jun 6 - Mon, Jun 8
Southwest Logo
12:55 pm - 3:50 pm
MDW
-
RIC
1h 55mnonstop
Southwest Logo
6:10 pm - 12:15 am
RIC
-
MDW
7h 05m
2 stops
$295Southwest
Wed, May 20 - Wed, May 27
Southwest Logo
6:00 pm - 8:55 pm
MDW
-
RIC
1h 55mnonstop
Southwest Logo
6:50 am - 2:05 pm
RIC
-
MDW
8h 15m
2 stops
$296Southwest
Tue, May 19 - Tue, May 19
Southwest Logo
8:00 am - 12:55 pm
MDW
-
RIC
3h 55m
1 stop
Southwest Logo
4:45 pm - 7:30 pm
RIC
-
MDW
3h 45m
1 stop
$300Southwest
Booking Insights

KAYAK's insights & trends for Midway to Richmond flights

Get data-powered insights and trends into flights from Midway to Richmond to help you find the cheapest flights, the best time to fly and much more.

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

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago Midway Airport to Richmond departing in May.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Richmond?

The average price of all round-trip flights from Chicago Midway Airport to Richmond clicked on KAYAK for each day over the last 12 months.

For Chicago Midway Airport to Richmond, Saturday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Richmond back to Chicago Midway Airport, the best deals are generally found on Wednesday, with Sunday being the most expensive.

Can I save money by flying with a layover from Chicago Midway Airport to Richmond?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $340, prices are generally cheapest when you fly direct.

Good to know

Low seasonApril
Cheapest flight$109
Best time to beat the crowds with an average 58% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from Chicago Midway Airport to Richmond

When to book flights from Midway to Richmond

Are your dates flexible? Find out the best times to travel from Midway to Richmond based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Richmond flights

  • What is the cheapest flight from Chicago Midway Airport to Richmond?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Richmond was $109 for a one-way ticket and $275 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Richmond?

    No, a passport isn't needed to fly from Chicago Midway Airport to Richmond. However, local authorities might ask for an official ID.

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Richmond?

    Only American Airlines offers inflight Wi-Fi service on the Chicago Midway Airport to Richmond flight route.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Richmond?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Chicago Midway Airport to Richmond flight route.

  • Which airline alliances offer flights from Chicago Midway Airport to Richmond?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Richmond.

  • On which days can I fly direct from Chicago Midway Airport to Richmond?

    There are nonstop flights from Chicago Midway Airport to Richmond on a daily basis.

  • Which is the best airline for flights from Chicago to Richmond, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Richmond are Southwest and Delta. With an average price for the route of $331 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $266 and an overall rating of 7.9.

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

    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 Richmond.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Richmond 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 Richmond?

    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 Richmond with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and RIC can sometimes prove cheaper using this method.

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

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

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to Richmond

  • Looking for a cheap flight? 25% of our users found flights on this route for $194 or less one-way and $389 or less round-trip.

Prefer to fly direct from Chicago Midway Airport to Richmond?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway to Richmond Byrd Intl.
Find which airlines fly direct from Chicago Midway Airport to Richmond Byrd Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago Midway to Richmond Byrd Intl

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Richmond Byrd Intl to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top airlines flying from Midway to Richmond

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Richmond. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Richmond? 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
SouthwestOverall score based on 4329 reviews
8.0Comfort
7.5Entertainment
7.0Food
8.6Crew
8.1Boarding
Airline reviews

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

4.0 OkayDavid, Apr 2026
COS - DAL
Read more Southwest reviews

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

The seat was not comfortable. 1D. My back was sore all night and the next day.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Great flight from Seattle to Phoenix and to Chicago-Midway from Phoenix

The new boarding process was easy and straightforward. Very pleasant.

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

It was as expected and I was grateful for the wheel chair help and ease of use.

One of the best airlines for fast boarding, on time arrivals, and top notch service!

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

Crew was nice, meal was good. Entertainment had to be rebooted 3 times and still did not work. Turns out there was residue on screen, it needed to be cleaned to prevent the touchscreen buttons from continuously activating. I had entertainment for the last 45 minutes of a 5 hour 45 minute flight. Really unacceptable for first class. Flight attendent indicated your cleaning solution creates this problem. Seems as if this is widely known, you should be using a different product or cleaning better. Really really disappointing which simply added to the wi fi on your planes with reliably never ever works.

The baggage belt was not updated on the Delta App and was displayed on the wrong belt board. Was not expecting this to happen.

The plan was delayed and left DC 90 minutes late. However, it showed a 20 minute delay on the delta app, then a 12 min delay. It turned out to be an hour delay. I found out where the plane was with flightaware. Stop keeping customers in the dark about what is going on.

Everything went smoothly, although the usual gripes about airline travel were still present: the boarding process is inefficient, the snack selection is limited, and so on. Since there was extra space on the flight, the gate agent rearranged many people's seats to put people on the aisles and windows, leaving the middle seats empty, as much as possible, which was pretty great.

Landed without a gate ready. Plane is extremely old and dirty.

All the amenities was wonderful, if they could keep their prices that low. I'd fly with them all the time.

Very old plane with no inflight entertainment. I purchased the internet pass and it was nearly unusable.

My tray was broken so i had no place to work or eat except my lap. Flight attendant said I would get an email with some credit or miles, it was a complete waste of time as I could only function at about 20% of normal. I have not received anything yet.

Short trip, no food and therefore no expectation for much interaction with staff who were pleasant and professional. My critique is on comfort of the seats. Exit rows and comfort seats do not provide enough personal space for 3 side-by-side seats, especially when in the middle row. Some passengers are not considerate of the middle seat and there should be signs that state something to the effect of: "please consider giving middle seats use of the armrests."

Everything you need to know for your flight from Midway to Richmond

Information on your arrival and departure airports