Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Richmond to Chicago from $74

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Richmond to Chicago departing on 2/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Richmond to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
5:30 pm - 6:40 pm
RIC
-
MDW
2h 10mnonstop
Southwest Logo
6:50 am - 11:55 am
MDW
-
RIC
4h 05m1 stop
$296Southwest
Mon, Jan 26 - Tue, Jan 27
Southwest Logo
7:30 pm - 8:30 pm
RIC
-
MDW
2h 00mnonstop
Southwest Logo
12:45 pm - 9:40 pm
MDW
-
RIC
7h 55m1 stop
$300Southwest
Thu, Apr 9 - Mon, Apr 13
Southwest Logo
6:05 am - 1:10 pm
RIC
-
MDW
8h 05m2 stops
Southwest Logo
1:50 pm - 4:40 pm
MDW
-
RIC
1h 50mnonstop
$301Southwest
Tue, Jan 27 - Thu, Jan 29
Southwest Logo
5:30 pm - 6:40 pm
RIC
-
MDW
2h 10mnonstop
Southwest Logo
9:50 am - 12:45 pm
MDW
-
RIC
1h 55mnonstop
$304Southwest
Wed, Jan 28 - Sun, Feb 1
Southwest Logo
7:25 pm - 8:30 pm
RIC
-
MDW
2h 05mnonstop
Southwest Logo
1:00 pm - 3:50 pm
MDW
-
RIC
1h 50mnonstop
$305Southwest
Fri, Mar 20 - Mon, Mar 23
Delta Logo
6:00 am - 8:53 am
RIC
-
MDW
3h 53m1 stop
Delta Logo
6:25 am - 11:45 am
MDW
-
RIC
4h 20m1 stop
$308Delta
Thu, Apr 2 - Wed, Apr 8
Southwest Logo
4:05 pm - 7:00 pm
RIC
-
MDW
3h 55m1 stop
Southwest Logo
10:05 am - 9:50 pm
MDW
-
RIC
10h 45m2 stops
$311Southwest
Mon, Jan 26 - Tue, Jan 27
Southwest Logo
5:30 pm - 6:40 pm
RIC
-
MDW
2h 10mnonstop
Southwest Logo
3:15 pm - 9:35 pm
MDW
-
RIC
5h 20m1 stop
$314Southwest
Wed, Jan 28 - Sun, Feb 1
Multiple Airlines Logo
12:50 pm - 7:52 pm
RIC
-
MDW
8h 02m1 stop
Multiple Airlines Logo
5:01 pm - 8:23 am
MDW
-
RIC
14h 22m2 stops
$315Multiple Airlines
Sun, Feb 1 - Mon, Feb 2
Southwest Logo
4:05 pm - 10:05 pm
RIC
-
MDW
7h 00m2 stops
Southwest Logo
10:05 am - 9:50 pm
MDW
-
RIC
10h 45m2 stops
$317Southwest
Mon, Jan 26 - Tue, Jan 27

Southwest flights from Richmond to Chicago Midway Airport

Our best Southwest deals on Richmond to Chicago Midway Airport flight tickets
Southwest
Jan 26
RIC5:30 pmRichmond Byrd Intl
2h 10m
MDW6:40 pmChicago Midway
Jan 27
MDW6:50 amChicago Midway
4h 05m
1 stop
RIC11:55 amRichmond Byrd Intl
$296
Find similar
Southwest
Apr 9
RIC7:30 pmRichmond Byrd Intl
2h 00m
MDW8:30 pmChicago Midway
Apr 13
MDW12:45 pmChicago Midway
7h 55m
1 stop
RIC9:40 pmRichmond Byrd Intl
$300
Find similar
Southwest
Jan 27
RIC6:05 amRichmond Byrd Intl
8h 05m
2 stops
MDW1:10 pmChicago Midway
Jan 29
MDW1:50 pmChicago Midway
1h 50m
RIC4:40 pmRichmond Byrd Intl
$301
Find similar

Delta flights from Richmond to Chicago Midway Airport

Our best Delta deals on Richmond to Chicago Midway Airport flight tickets
Delta
Apr 2
RIC6:00 amRichmond Byrd Intl
3h 53m
1 stop
MDW8:53 amChicago Midway
Apr 8
MDW6:25 amChicago Midway
4h 20m
1 stop
RIC11:45 amRichmond Byrd Intl
$308
Find similar
Delta
May 12
RIC6:00 amRichmond Byrd Intl
3h 42m
1 stop
MDW8:42 amChicago Midway
May 17
MDW5:59 pmChicago Midway
4h 18m
1 stop
RIC11:17 pmRichmond Byrd Intl
$318
Find similar
Delta
Apr 30
RIC6:26 pmRichmond Byrd Intl
5h 03m
1 stop
MDW10:29 pmChicago Midway
May 3
MDW5:31 pmChicago Midway
5h 59m
1 stop
RIC12:30 amRichmond Byrd Intl
$359
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Richmond to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated January 6, 2026.
Use the filters below to find and compare flights from Richmond to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Mon 1/26

5:30 pm-6:40 pm

Nonstop2h 10m

Chicago Midway

Tue 1/27

6:50 am-11:55 am

1 stop4h 05m

$296

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Thu 4/9

7:30 pm-8:30 pm

Nonstop2h 00m

Chicago Midway

Mon 4/13

12:45 pm-9:40 pm

1 stop7h 55m

$300

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Tue 1/27

6:05 am-1:10 pm

2 stops8h 05m

Chicago Midway

Thu 1/29

1:50 pm-4:40 pm

Nonstop1h 50m

$301

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Wed 1/28

5:30 pm-6:40 pm

Nonstop2h 10m

Chicago Midway

Sun 2/1

9:50 am-12:45 pm

Nonstop1h 55m

$304

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Fri 3/20

7:25 pm-8:30 pm

Nonstop2h 05m

Chicago Midway

Mon 3/23

1:00 pm-3:50 pm

Nonstop1h 50m

$305

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Thu 4/2

6:00 am-8:53 am

1 stop3h 53m

Chicago Midway

Wed 4/8

6:25 am-11:45 am

1 stop4h 20m

$308

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Mon 1/26

4:05 pm-7:00 pm

1 stop3h 55m

Chicago Midway

Tue 1/27

10:05 am-9:50 pm

2 stops10h 45m

$311

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Wed 1/28

5:30 pm-6:40 pm

Nonstop2h 10m

Chicago Midway

Sun 2/1

3:15 pm-9:35 pm

1 stop5h 20m

$314

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Sun 2/1

12:50 pm-7:52 pm

1 stop8h 02m

Chicago Midway

Mon 2/2

5:01 pm-8:23 am

2 stops14h 22m

$315

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Mon 1/26

4:05 pm-10:05 pm

2 stops7h 00m

Chicago Midway

Tue 1/27

10:05 am-9:50 pm

2 stops10h 45m

$317

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Richmond to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

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

The month of August is, on average, the cheapest month to fly to Chicago Midway Airport from Richmond, with most prices found around $295. If you are unable to visit Chicago Midway Airport during the month of August, then departing from Richmond during the month October is also very affordable. Most momondo users find prices during this month for around $300.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Richmond. The lowest ticket price found for a Saturday departure recently was $391. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Richmond because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $498.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Richmond at noon is the least expensive time of day to depart. momondo users have found prices as low as $336 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $443. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Richmond Byrd Intl to Chicago Midway flight route?

Fly from Richmond Byrd Intl to Chicago Midway for the best Richmond Byrd Intl - Chicago Midway flight prices

What cabin class options are available on Richmond Byrd Intl to Chicago Midway flights?

There is only 1 cabin class available to choose from on Richmond Byrd Intl to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Richmond to Chicago Midway Airport flights?

You could potentially save up to 58% on your flight if you consider stops on a Richmond to Chicago Midway Airport flight.

When to book flights from Richmond to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Richmond to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Richmond to Chicago Midway Airport (RIC to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Richmond to Chicago Midway Airport

Best Price Found

$163

Fastest flight time

1h 55m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Richmond in the past 72 hours is $163. The best round-trip flight deal from Richmond to Chicago Midway Airport found on momondo in the last 72 hours is $384.
The fastest flight from Richmond to Chicago Midway Airport takes 1h 55m
Direct flights go from Richmond to Chicago Midway Airport every day.
Search flight deals

  • How far is Richmond Byrd Intl to Chicago Midway by plane?

    There are 620.7 mi between Richmond Byrd Intl and Chicago Midway. In terms of flight time, this usually takes a little over 1h 55m.

  • When did momondo last update prices for flights from Richmond Byrd Intl Airport to Chicago Midway Airport?

    Prices for flights from Richmond Byrd Intl Airport to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from Richmond Byrd Intl Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Richmond Byrd Intl Airport to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Richmond Byrd Intl Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Richmond to Chicago Midway Airport?

  • What is the most popular airline from Richmond to Chicago Midway Airport?

Best airlines flying from Richmond to Chicago Midway Airport

Compare and see reviews for airlines that fly from Richmond to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $178Free CancellationRating
8.0
4,248 reviews
Search Southwest flights
DeltaPriceFrom $320Free CancellationRating
7.9
8,018 reviews
Search Delta flights

  • Southwest Flights From Richmond to Chicago Midway Airport

    The lowest priced Southwest flight from Richmond to Chicago Midway Airport from the last 72 hours was $178. Generally, Southwest has 5 flights on this route every week with an average price of $349. Southwest is rated 8.0/10 by our users.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Richmond to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Richmond to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Richmond to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Richmond which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Richmond to Chicago?

Once all potential Richmond to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Richmond to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Richmond and alert you when they change.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 2/5
Thu 2/12
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago