RIC - MDW

$67 Find Cheap Flights from Richmond to Chicago Midway Airport

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 12/4. 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
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$263
Overall average: $590
Delta
Thu 11/13Sun 11/16
RIC - MDW • 1 stop
Cheapest non-stop
$265
Typical prices: $498-$618
Southwest
Wed 11/19Mon 11/24
RIC - MDW • Non-stop
Top airlines
Delta
Cheapest • from $263 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
August
Cheapest • 26% price drop
October
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Thu, Nov 13 - Sun, Nov 16
Delta Logo
5:10 am - 11:52 amRIC-MDW
7h 42m1 stop
Delta Logo
6:00 am - 11:22 amMDW-RIC
4h 22m1 stop
$263Delta
Find Deal
Wed, Nov 19 - Mon, Nov 24
Southwest Logo
5:30 pm - 6:35 pmRIC-MDW
2h 05mnonstop
Southwest Logo
9:35 am - 12:30 pmMDW-RIC
1h 55mnonstop
$265Southwest
Find Deal
Wed, Dec 31 - Thu, Jan 1
Southwest Logo
5:30 pm - 6:35 pmRIC-MDW
2h 05mnonstop
Southwest Logo
1:50 pm - 4:40 pmMDW-RIC
1h 50mnonstop
$268Southwest
Find Deal
Sat, Nov 22 - Mon, Nov 24
Southwest Logo
5:45 pm - 6:50 pmRIC-MDW
2h 05mnonstop
Southwest Logo
9:35 am - 12:30 pmMDW-RIC
1h 55mnonstop
$270Southwest
Find Deal
Wed, Dec 24 - Thu, Dec 25
Southwest Logo
4:15 pm - 9:05 pmRIC-MDW
5h 50m1 stop
Southwest Logo
8:50 am - 3:35 pmMDW-RIC
5h 45m1 stop
$271Southwest
Find Deal
Wed, Nov 19 - Mon, Nov 24
Southwest Logo
12:10 pm - 4:00 pmRIC-MDW
4h 50m1 stop
Southwest Logo
9:35 am - 12:30 pmMDW-RIC
1h 55mnonstop
$275Southwest
Find Deal
Thu, Dec 4 - Sat, Dec 6
Southwest Logo
5:30 pm - 6:35 pmRIC-MDW
2h 05mnonstop
Southwest Logo
5:35 pm - 8:25 pmMDW-RIC
1h 50mnonstop
$279Southwest
Find Deal
Sat, Nov 22 - Mon, Nov 24
Southwest Logo
6:40 pm - 9:25 pmRIC-MDW
3h 45m1 stop
Southwest Logo
9:35 am - 12:30 pmMDW-RIC
1h 55mnonstop
$280Southwest
Find Deal
Fri, Nov 21 - Tue, Nov 25
Multiple Airlines Logo
9:01 pm - 5:07 pmRIC-MDW
21h 06m1 stop
Multiple Airlines Logo
4:03 pm - 11:25 amMDW-RIC
18h 22m2 stops
$283Multiple Airlines
Find Deal
Wed, Nov 19 - Fri, Nov 21
Delta Logo
5:10 am - 9:52 amRIC-MDW
5h 42m1 stop
Delta Logo
6:00 am - 11:22 amMDW-RIC
4h 22m1 stop
$293Delta
Find Deal
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.

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 Monday. On your return trip to Richmond, you should consider flying back on a Sunday, and avoid Wednesdays 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 August, where tickets cost $295 (return) on average. On the other hand, the most expensive months are November and September, where the average cost of round-trip tickets is $590 and $475 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 $349 on average.

Good to know

Low seasonSeptember
Cheapest flight$67
Best time to beat the crowds but there is an average 19% increase in price.
Most popular time to fly and prices are also 19% 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 3 days, the lowest price for a flight from Richmond to Chicago Midway Airport was $67 for a one-way ticket and $263 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, JetBlue, and Alaska Airlines 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 $137 or less one-way and $366 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.
8.0
SouthwestOverall score based on 4235 reviews
8.1Boarding
7.0Food
8.0Comfort
8.6Crew
7.5Entertainment
Airline reviews

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

10.0 ExcellentAnonymous, Oct 2025MDW - BWI
Read more Southwest reviews

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

mandatory demand customer to check their carry on because not enough people check bags.

Connecting flight is on time and boarding was a breeze!

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

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

Information on your arrival and departure airports

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