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RIC - MDW

$118 Find Cheap Flights from Richmond to Chicago Midway Airport - Compare and Save

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Everything you should know

Cheapest round-trip
$308
Typical prices: $323-$464
Southwest
Wed 10/24Tue 10/30
RIC - MDW • Non-stop
Cheapest one-way
$118
Typical prices: $139-$264
Frontier
Tue 12/11
RIC - MDW • 1 stop
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 2h 04m
Direct flights
+1
Direct flights
+1
When to book
13 weeks
in advance
Our data shows that travelers who book at least 13 weeks in advance save around 42% compared to booking last minute.
Insights
Insights
When to travel
February
Cheapest • 60% price drop
June
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Atlanta Hartsfield-Jackson (ATL)
Cheapest • Avg $185 (round-trip)
Baltimore/Washington (BWI)
Shortest trip • 3h 53m (one-way)
Insights
Insights
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We hope you love your trip to Chicago Midway Airport!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Richmond to Midway (RIC-MDW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Richmond to Midway

Sat, Oct 24 - Fri, Oct 30
Southwest Logo
8:35 am - 9:35 amRIC  Richmond Byrd Intl-MDW Chicago Midway
2h 00mnonstop
Southwest Logo
12:45 pm - 3:40 pmMDW  Chicago Midway-RIC Richmond Byrd Intl
1h 55mnonstop
$308Southwest
Fri, Dec 11 - Thu, Dec 17
Southwest Logo
8:10 am - 9:15 amRIC  Richmond Byrd Intl-MDW Chicago Midway
2h 05mnonstop
Southwest Logo
7:00 pm - 9:55 pmMDW  Chicago Midway-RIC Richmond Byrd Intl
1h 55mnonstop
$308Southwest
Fri, Oct 23 - Wed, Oct 28
Southwest Logo
7:35 pm - 8:35 pmRIC  Richmond Byrd Intl-MDW Chicago Midway
2h 00mnonstop
Southwest Logo
6:05 pm - 9:05 pmMDW  Chicago Midway-RIC Richmond Byrd Intl
2h 00mnonstop
$308Southwest
Fri, Feb 5 - Mon, Feb 8
Southwest Logo
1:35 pm - 2:50 pmRIC  Richmond Byrd Intl-MDW Chicago Midway
2h 15mnonstop
Southwest Logo
6:05 pm - 9:00 pmMDW  Chicago Midway-RIC Richmond Byrd Intl
1h 55mnonstop
$308Southwest
Wed, Nov 4 - Fri, Nov 6
Southwest Logo
7:05 am - 8:10 amRIC  Richmond Byrd Intl-MDW Chicago Midway
2h 05mnonstop
Southwest Logo
7:00 pm - 10:00 pmMDW  Chicago Midway-RIC Richmond Byrd Intl
2h 00mnonstop
$308Southwest
Mon, Oct 26 - Fri, Oct 30
Southwest Logo
7:35 pm - 8:35 pmRIC  Richmond Byrd Intl-MDW Chicago Midway
2h 00mnonstop
Southwest Logo
12:45 pm - 3:40 pmMDW  Chicago Midway-RIC Richmond Byrd Intl
1h 55mnonstop
$308Southwest
Wed, Nov 11 - Thu, Nov 12
Southwest Logo
7:05 am - 8:10 amRIC  Richmond Byrd Intl-MDW Chicago Midway
2h 05mnonstop
Southwest Logo
7:00 pm - 10:00 pmMDW  Chicago Midway-RIC Richmond Byrd Intl
2h 00mnonstop
$308Southwest
Tue, Oct 27 - Fri, Oct 30
Southwest Logo
7:55 am - 8:50 amRIC  Richmond Byrd Intl-MDW Chicago Midway
1h 55mnonstop
Southwest Logo
12:45 pm - 3:40 pmMDW  Chicago Midway-RIC Richmond Byrd Intl
1h 55mnonstop
$308Southwest
Fri, Dec 4 - Sun, Dec 6
Frontier Logo
1:59 pm - 8:48 pmRIC  Richmond Byrd Intl-MDW Chicago Midway
7h 49m1 stop Orlando
Frontier Logo
9:37 pm - 1:04 pmMDW  Chicago Midway-RIC Richmond Byrd Intl
14h 27m1 stop Orlando
$310Frontier
Sat, Oct 24 - Sat, Oct 24
Delta Logo
6:00 am - 9:32 amRIC  Richmond Byrd Intl-MDW Chicago Midway
4h 32m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:44 pm - 11:26 pmMDW  Chicago Midway-RIC Richmond Byrd Intl
3h 42m1 stop Detroit Metropolitan Wayne County
$317Delta
Booking Insights

Price, demand and travel trends for Richmond to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

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

Round-trip flights from Richmond to Chicago Midway Airport typically range from $323 to $464. The lowest price found in the past 5 days was $308, on Southwest.

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

Based on deals KAYAK users found in the last 12 months, Saturday is the cheapest day of the week to fly from Richmond to Chicago Midway Airport. It’s 12% cheaper than the average day, while Friday is the most expensive, with prices 8% higher.

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

•February is the cheapest month to fly from Richmond to Chicago Midway Airport at $155 round-trip.
•June ($469) and July ($443) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 202% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Richmond to Chicago Midway Airport the cheapest?

Flights from Richmond to Chicago Midway Airport are cheapest 13 weeks before departure. Booking in this window typically costs about 42% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Find deals

Key details for Richmond to Chicago Midway Airport flights

Low season

February

Cheapest flight

$118
Beat the crowds with an average 86% drop in travelers.
The most popular month to fly with an average 128% increase in travelers.
One-way 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

Your Richmond to Chicago Midway Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Richmond to Chicago Midway Airport?

    These are the earliest and latest flight times available from Richmond to Chicago Midway Airport:

    • Earliest: departs at 7:05 am and lands at 9:09 am
    • Latest: departs at 7:35 pm and lands at 9:39 pm.

    The flight takes about 2h 04m.

  • What cabin classes can I book on flights from Richmond to Chicago Midway Airport?

    Only Economy Class is available on flights from Richmond to Chicago Midway Airport.

  • How long is a flight from Richmond to Chicago Midway Airport?

    A nonstop flight from Richmond to Chicago Midway Airport takes 2h 04m, covering 628 miles.

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

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Richmond to Chicago Midway Airport flight?

    Round-trip flights from Richmond to Chicago Midway Airport range from $323 to $464, with an average of $389 over the past 12 months. Anything below $323 counts as a good deal.

  • How expensive are last-minute Richmond to Chicago Midway Airport flights?

    Last-minute fares on this route (booked within two weeks of departure) run 40% above the $389 route average. Book 13 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Richmond to Chicago Midway Airport?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $185 round-trip via Atlanta Hartsfield-Jackson (ATL), compared to $392 for nonstop.

  • What is the standard checked-bag allowance on flights from Richmond to Chicago Midway Airport?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Richmond to Chicago Midway Airport?

    The Embraer 175 (Enhanced Winglets) family is used most often on this route, operated mainly by United Airlines. Other aircraft seen on the route include Canadair (Bombardier) Regional Jet CRJ-550 variants.

  • How are flight departures from Richmond to Chicago Midway Airport spread across the day?

    Morning is the busiest departure period on Richmond to Chicago Midway Airport flights, with 100% of flights leaving in that window. Afternoon departures account for 0%, evening flights for 0%, and night flights for 0%.

  • Have flight prices from Richmond to Chicago Midway Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $308 to $1,774. That means the highest observed fare was about 6x higher than the lowest one.

  • How are flight prices from Richmond to Chicago Midway Airport looking right now?

    One-way fares from Richmond to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $142, which is 27% below the typical average for this route.

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around $32 for economy cars. Top options include:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

  • Which airports can I use when flying from Richmond to Chicago Midway Airport?

    Flights from Richmond to Chicago Midway Airport usually depart from Richmond Byrd Intl (RIC) and arrive at Chicago Midway (MDW).

  • Which airports do connecting flights from Richmond to Chicago Midway Airport pass through?

    One-stop flights from Richmond to Chicago Midway Airport most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 33% of one-stop connections
    • Baltimore/Washington (BWI) - 33% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 33% of one-stop connections

  • Can I save money by using flexible dates for flights from Richmond to Chicago Midway Airport?

    Yes. Flexible dates can save you up to 20% on flights from Richmond to Chicago Midway Airport. Saturday is the cheapest departure day at $343 round-trip on average, while Friday is the most expensive at $424, a difference of $81.

    Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • What airlines fly from Richmond to Chicago Midway Airport?

    Only Southwest operates flights between Richmond and Chicago Midway Airport.

  • How much time can I save by choosing a different layover airport from Richmond to Chicago Midway Airport?

    Flying via Baltimore/Washington (BWI) gives the shortest average 1-stop total travel time at 3h 53m, compared with 4h 01m via Detroit Metropolitan Wayne County (DTW) and 13h 16m via Atlanta Hartsfield-Jackson (ATL).

  • What is the time difference between Richmond and Chicago Midway Airport?

    Chicago Midway Airport is 1 hour behind Richmond (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago Midway Airport on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Richmond to Chicago Midway Airport flights?

    Among airlines operating Richmond to Chicago Midway Airport flights:

    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Richmond to Chicago Midway Airport flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Southwest: a cabin bag and a checked bag in Economy Class
    • JetBlue: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Richmond to Chicago Midway Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Saturday departure and avoid flying on Friday. On this route, Saturday flights average $343, about $81 less than Friday fares (19% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 13 weeks before you fly. On this route, that window historically saves about 42% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Richmond to Chicago Midway Airport trip for February. Fares historically average $155 round-trip in that month - typically $314 less than the most expensive month, which is June (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Atlanta Hartsfield-Jackson Airport (ATL) can be cheaper than flying direct. The cheapest layover option averages $185 round-trip on this route - about $207 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

    • DoubleTree by Hilton Chicago Midway Airport
    • Holiday Inn Chicago - Midway Airport S by IHG
    • Skylark Motel

Prefer to fly direct from Richmond to Chicago Midway Airport?

 
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

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Tuesday

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Wednesday

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Thursday

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Friday

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Saturday

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Sunday

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See more direct flights

Direct returns

Chicago Midway to Richmond Byrd Intl

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Tuesday

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Wednesday

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Thursday

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Friday

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Saturday

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Sunday

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See more direct flights

More options for your flight from Richmond to Midway

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