RIC - MDW

$62 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 2/19. 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 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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Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$294
Overall average: $363
Multiple Airlines
Thu 3/12Fri 3/13
RIC - MDW • 2 stops
Cheapest non-stop
$301
Southwest
Tue 3/3Tue 3/10
RIC - MDW • Non-stop
Top airlines
Delta
Cheapest • from $299 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
August
Cheapest • 29% price drop
April
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

Thu, Mar 12 - Fri, Mar 13
Multiple Airlines Logo
8:30 am - 7:47 pm
RIC
-
MDW
12h 17m
2 stops
Multiple Airlines Logo
6:05 am - 6:39 pm
MDW
-
RIC
11h 34m
1 stop
$294Multiple Airlines
Thu, Apr 9 - Mon, Apr 13
Delta Logo
6:00 am - 8:53 am
RIC
-
MDW
3h 53m
1 stop
Delta Logo
12:53 pm - 9:00 pm
MDW
-
RIC
7h 07m
1 stop
$299Delta
Tue, Mar 3 - Tue, Mar 10
Southwest Logo
5:30 pm - 6:40 pm
RIC
-
MDW
2h 10mnonstop
Southwest Logo
6:10 pm - 9:00 pm
MDW
-
RIC
1h 50mnonstop
$301Southwest
Wed, Apr 1 - Mon, Apr 6
Delta Logo
6:00 am - 8:53 am
RIC
-
MDW
3h 53m
1 stop
Delta Logo
6:34 pm - 11:24 pm
MDW
-
RIC
3h 50m
1 stop
$302Delta
Wed, Apr 8 - Sun, Apr 12
Multiple Airlines Logo
7:53 pm - 4:09 pm
RIC
-
MDW
21h 16m
1 stop
Multiple Airlines Logo
2:56 pm - 6:40 pm
MDW
-
RIC
26h 44m
1 stop
$303Multiple Airlines
Thu, Feb 19 - Sun, Feb 22
Frontier Logo
7:31 pm - 5:53 pm
RIC
-
MDW
23h 22m
2 stops
Frontier Logo
9:04 pm - 9:40 am
MDW
-
RIC
11h 36m
1 stop
$304Frontier
Tue, Mar 10 - Tue, Mar 17
Delta Logo
12:51 pm - 5:22 pm
RIC
-
MDW
5h 31m
1 stop
Delta Logo
10:45 am - 5:03 pm
MDW
-
RIC
5h 18m
1 stop
$305Delta
Thu, Apr 2 - Tue, Apr 7
Southwest Logo
7:25 pm - 8:30 pm
RIC
-
MDW
2h 05mnonstop
Southwest Logo
7:00 am - 11:45 am
MDW
-
RIC
3h 45m
1 stop
$309Southwest
Tue, Mar 3 - Tue, Mar 10
Southwest Logo
12:30 pm - 6:05 pm
RIC
-
MDW
6h 35m
1 stop
Southwest Logo
6:10 pm - 9:00 pm
MDW
-
RIC
1h 50mnonstop
$311Southwest
Sat, May 16 - Wed, May 20
Southwest Logo
5:20 pm - 8:40 pm
RIC
-
MDW
4h 20m
1 stop
Southwest Logo
6:00 pm - 8:55 pm
MDW
-
RIC
1h 55mnonstop
$312Southwest
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 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 August, where tickets cost $295 (return) on average. On the other hand, the most expensive months are January and September, where the average cost of round-trip tickets is $839 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 $369 on average.

Find deals

Good to know

Low seasonFebruary
Cheapest flight$62
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 16% 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 $62 for a one-way ticket and $294 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, JetBlue, Delta, 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 $223 or less one-way and $396 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 4272 reviews
8.1Boarding
8.0Comfort
7.5Entertainment
8.6Crew
7.0Food
Airline reviews

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

10.0 ExcellentMeghan, Feb 2026
MCO - DEN
Read more Southwest reviews

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

Flight attendants very hospitable and friendly. Pilot flew a smooth take off and landing.

Paid for premium extra leg room but the bin space for rows 1-3 had to go in rows 4-6 and 4-6 had to go to 7-9 because flight attendants have snacks and their luggage upfront. So we pay extra to have to fight thru traffic to get our bags. Only 2nd day of new seating so hope they fix this.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled.

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

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

Information on your arrival and departure airports

Richmond (RIC)
Midway (MDW)