RIC - MDW

$119 Find Cheap Flights from Richmond to Chicago Midway Airport - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Richmond to Midway departing on 9/15. 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 Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Richmond to Chicago, 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 Richmond to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$313
Typical prices: $502-$634
Southwest
Sat 7/18Fri 7/24
RIC - MDW • Non-stop
Cheapest one-way
$119
Southwest
Tue 9/15
RIC - MDW • Non-stop
Top airlines
Southwest
Cheapest • from $313 (round-trip)
Southwest
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 1h 57m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Atlanta (ATL)
Cheapest • Avg $152 (round-trip)
Baltimore (BWI)
Shortest trip • 3h 45m (one-way)
Insights
Insights
Insights
Insights
When to travel
February
Cheapest • 59% price drop
October
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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 Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Richmond to Midway (RIC-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Richmond to Midway 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 Richmond to Midway

Sat, Jul 18 - Fri, Jul 24
Southwest Logo
6:35 pm - 7:35 pm
RIC
-
MDW
2h 00mnonstop
Southwest Logo
8:05 pm - 11:00 pm
MDW
-
RIC
1h 55mnonstop
$313Southwest
Sat, Aug 1 - Thu, Aug 6
Southwest Logo
6:35 pm - 7:35 pm
RIC
-
MDW
2h 00mnonstop
Southwest Logo
6:15 pm - 9:15 pm
MDW
-
RIC
2h 00mnonstop
$316Southwest
Sun, Sep 6 - Sat, Sep 12
Delta Logo
6:00 am - 9:17 am
RIC
-
MDW
4h 17m
1 stop
Delta Logo
6:05 am - 11:29 am
MDW
-
RIC
4h 24m
1 stop
$320Delta
Wed, Jul 15 - Wed, Jul 22
Southwest Logo
7:25 am - 8:20 am
RIC
-
MDW
1h 55mnonstop
Southwest Logo
6:10 pm - 9:10 pm
MDW
-
RIC
2h 00mnonstop
$323Southwest
Sat, Aug 1 - Wed, Aug 5
Southwest Logo
1:40 pm - 7:30 pm
RIC
-
MDW
6h 50m
2 stops
Southwest Logo
3:05 pm - 8:45 pm
MDW
-
RIC
4h 40m
1 stop
$325Southwest
Sat, Aug 1 - Thu, Aug 6
Southwest Logo
11:10 am - 5:00 pm
RIC
-
MDW
6h 50m
1 stop
Southwest Logo
6:15 pm - 9:15 pm
MDW
-
RIC
2h 00mnonstop
$326Southwest
Fri, Jul 31 - Tue, Aug 4
Southwest Logo
6:15 am - 1:25 pm
RIC
-
MDW
8h 10m
2 stops
Southwest Logo
11:55 am - 2:50 pm
MDW
-
RIC
1h 55mnonstop
$328Southwest
Thu, Sep 10 - Mon, Sep 14
Southwest Logo
8:05 am - 9:00 am
RIC
-
MDW
1h 55mnonstop
Southwest Logo
6:15 pm - 9:15 pm
MDW
-
RIC
2h 00mnonstop
$329Southwest
Tue, Jul 21 - Wed, Jul 29
Southwest Logo
6:10 am - 12:15 pm
RIC
-
MDW
7h 05m
2 stops
Southwest Logo
8:20 am - 3:00 pm
MDW
-
RIC
5h 40m
2 stops
$330Southwest
Wed, Aug 5 - Sun, Aug 9
Southwest Logo
6:15 am - 11:35 am
RIC
-
MDW
6h 20m
1 stop
Southwest Logo
6:20 pm - 9:20 pm
MDW
-
RIC
2h 00mnonstop
$333Southwest
Booking Insights

KAYAK's insights & trends for Richmond to Midway flights

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

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

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

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

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

Your flight ticket price will generally be cheaper if you fly to Chicago Midway Airport on a Wednesday and more expensive on a Sunday. On your return trip to Richmond, you should consider flying back on a Sunday, and avoid Tuesdays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Richmond to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Richmond to Chicago Midway Airport is February, where tickets cost $152 (return) on average. On the other hand, the most expensive months are July and December, where the average cost of round-trip tickets is $552 and $489 respectively.

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

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $378 on average.

Find deals

Good to know

Low seasonJanuary
Cheapest flight$119
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly and prices are also 17% lower on average.
Flight from Richmond to Chicago Midway Airport

When to book flights from Richmond to Midway

Are your dates flexible? Find out the best times to travel from Richmond to Midway 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 Richmond to Chicago Midway Airport flights

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

    In the last 5 days, the lowest price for a flight from Richmond to Chicago Midway Airport was $119 for a one-way ticket and $313 for a round-trip.

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

    No

  • Which airports will I be using when flying from Richmond to Chicago Midway Airport?

    Richmond and Chicago Midway Airport are both served by 1 main airport. You will leave Richmond from Richmond Byrd Intl and will be arriving at Chicago Midway.

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

    American Airlines, Delta, Alaska Airlines, and JetBlue offer inflight Wi-Fi service on the Richmond to Chicago Midway Airport flight route.

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

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

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

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

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

    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 Richmond to Chicago Midway Airport.

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

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

    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 Chicago Midway Airport with an airline and back to Richmond with another airline. Booking your flights between Richmond and MDW 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 Richmond to Chicago Midway Airport?

    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 Chicago Midway Airport from Richmond 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 Richmond to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $222 or less one-way and $409 or less round-trip.

Prefer to fly direct from Richmond to Chicago Midway Airport?

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

Direct departures

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

Direct returns

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

Reviews of the top airline flying from Richmond to Midway

 
See real verified KAYAK customer reviews for airlines flying from Richmond to Chicago. 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 Richmond to Midway? 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.
7.9
SouthwestOverall score based on 4243 reviews
8.1Boarding
7.0Food
7.5Entertainment
8.0Comfort
8.6Crew
Airline reviews

It was just okay, no frills, basic transportation with no luxury. No screens on the seats, no water or drinks on a short flight. Full flight but at least it was on time.

6.0 GoodSteven, Jun 2026
LAS - ONT
Read more Southwest reviews

It was just okay, no frills, basic transportation with no luxury. No screens on the seats, no water or drinks on a short flight. Full flight but at least it was on time.

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the day.

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

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

Information on your arrival and departure airports

Richmond (RIC)
Midway (MDW)