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Cheap flights from Richmond to Chicago from $80

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 1/23. 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

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Cheap round-trip flights

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Multiple Airlines Logo
12:50 pm - 11:09 pm
RIC
-
MDW
11h 19m1 stop
Multiple Airlines Logo
9:15 am - 8:23 am
MDW
-
RIC
22h 08m2 stops
$290Multiple Airlines
Fri, Jan 9 - Mon, Jan 12
Delta Logo
8:00 am - 11:59 am
RIC
-
MDW
4h 59m1 stop
Delta Logo
11:06 am - 6:23 pm
MDW
-
RIC
6h 17m1 stop
$294Delta
Wed, Feb 18 - Sat, Feb 21
Southwest Logo
5:30 pm - 6:40 pm
RIC
-
MDW
2h 10mnonstop
Southwest Logo
1:50 pm - 4:40 pm
MDW
-
RIC
1h 50mnonstop
$303Southwest
Thu, Jan 22 - Mon, Jan 26
Multiple Airlines Logo
12:50 pm - 7:52 pm
RIC
-
MDW
8h 02m1 stop
Multiple Airlines Logo
7:30 am - 9:47 pm
MDW
-
RIC
13h 17m2 stops
$308Multiple Airlines
Fri, Feb 6 - Fri, Feb 13
Multiple Airlines Logo
12:50 pm - 7:52 pm
RIC
-
MDW
8h 02m1 stop
Multiple Airlines Logo
5:01 pm - 10:13 am
MDW
-
RIC
16h 12m2 stops
$310Multiple Airlines
Fri, Jan 23 - Sun, Jan 25
Southwest Logo
5:30 pm - 6:40 pm
RIC
-
MDW
2h 10mnonstop
Southwest Logo
10:05 am - 3:15 pm
MDW
-
RIC
4h 10m1 stop
$313Southwest
Thu, Jan 22 - Mon, Jan 26
Southwest Logo
7:10 am - 2:30 pm
RIC
-
MDW
8h 20m2 stops
Southwest Logo
1:50 pm - 4:40 pm
MDW
-
RIC
1h 50mnonstop
$318Southwest
Mon, Jan 26 - Mon, Feb 2
Delta Logo
5:40 am - 9:53 am
RIC
-
MDW
5h 13m1 stop
Delta Logo
4:30 pm - 12:25 am
MDW
-
RIC
6h 55m1 stop
$319Delta
Sat, Jan 24 - Sat, Jan 31
Multiple Airlines Logo
1:08 pm - 1:08 pm
RIC
-
MDW
25h 00m1 stop
Multiple Airlines Logo
9:51 pm - 9:58 pm
MDW
-
RIC
23h 07m2 stops
$321Multiple Airlines
Thu, Mar 5 - Mon, Mar 9
Delta Logo
12:47 pm - 5:55 pm
RIC
-
MDW
6h 08m1 stop
Delta Logo
6:14 pm - 12:25 am
MDW
-
RIC
5h 11m1 stop
$323Delta
Thu, Jan 22 - Mon, Jan 26

Southwest flights from Richmond to Chicago Midway Airport

Our best Southwest deals on Richmond to Chicago Midway Airport flight tickets
Southwest
Jan 22
RIC5:30 pmRichmond Byrd Intl
2h 10m
MDW6:40 pmChicago Midway
Jan 26
MDW1:50 pmChicago Midway
1h 50m
RIC4:40 pmRichmond Byrd Intl
$303
Find similar
Southwest
Jan 22
RIC5:30 pmRichmond Byrd Intl
2h 10m
MDW6:40 pmChicago Midway
Jan 26
MDW10:05 amChicago Midway
4h 10m
1 stop
RIC3:15 pmRichmond Byrd Intl
$313
Find similar
Southwest
Jan 26
RIC7:10 amRichmond Byrd Intl
8h 20m
2 stops
MDW2:30 pmChicago Midway
Feb 2
MDW1:50 pmChicago Midway
1h 50m
RIC4:40 pmRichmond Byrd Intl
$318
Find similar

Delta flights from Richmond to Chicago Midway Airport

Our best Delta deals on Richmond to Chicago Midway Airport flight tickets
Delta
Feb 18
RIC8:00 amRichmond Byrd Intl
4h 59m
1 stop
MDW11:59 amChicago Midway
Feb 21
MDW11:06 amChicago Midway
6h 17m
1 stop
RIC6:23 pmRichmond Byrd Intl
$294
Find similar
Delta
Jan 24
RIC5:40 amRichmond Byrd Intl
5h 13m
1 stop
MDW9:53 amChicago Midway
Jan 31
MDW4:30 pmChicago Midway
6h 55m
1 stop
RIC12:25 amRichmond Byrd Intl
$319
Find similar
Delta
Jan 22
RIC12:47 pmRichmond Byrd Intl
6h 08m
1 stop
MDW5:55 pmChicago Midway
Jan 26
MDW6:14 pmChicago Midway
5h 11m
1 stop
RIC12:25 amRichmond Byrd Intl
$323
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 December 28, 2025.
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

Fri 1/9

12:50 pm-11:09 pm

1 stop11h 19m

Chicago Midway

Mon 1/12

9:15 am-8:23 am

2 stops22h 08m

$290

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Wed 2/18

8:00 am-11:59 am

1 stop4h 59m

Chicago Midway

Sat 2/21

11:06 am-6:23 pm

1 stop6h 17m

$294

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Thu 1/22

5:30 pm-6:40 pm

Nonstop2h 10m

Chicago Midway

Mon 1/26

1:50 pm-4:40 pm

Nonstop1h 50m

$303

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Fri 2/6

12:50 pm-7:52 pm

1 stop8h 02m

Chicago Midway

Fri 2/13

7:30 am-9:47 pm

2 stops13h 17m

$308

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Fri 1/23

12:50 pm-7:52 pm

1 stop8h 02m

Chicago Midway

Sun 1/25

5:01 pm-10:13 am

2 stops16h 12m

$310

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Thu 1/22

5:30 pm-6:40 pm

Nonstop2h 10m

Chicago Midway

Mon 1/26

10:05 am-3:15 pm

1 stop4h 10m

$313

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Mon 1/26

7:10 am-2:30 pm

2 stops8h 20m

Chicago Midway

Mon 2/2

1:50 pm-4:40 pm

Nonstop1h 50m

$318

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Sat 1/24

5:40 am-9:53 am

1 stop5h 13m

Chicago Midway

Sat 1/31

4:30 pm-12:25 am

1 stop6h 55m

$319

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Thu 3/5

1:08 pm-1:08 pm

1 stop25h 00m

Chicago Midway

Mon 3/9

9:51 pm-9:58 pm

2 stops23h 07m

$321

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Thu 1/22

12:47 pm-5:55 pm

1 stop6h 08m

Chicago Midway

Mon 1/26

6:14 pm-12:25 am

1 stop5h 11m

$323

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 $445. 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

Mon, Tue, Wed, Thu, Fri and Sat
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 on Monday, Tuesday, Wednesday, Thursday, Friday and Saturday. There are no airlines offering direct flights.
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 $181Free CancellationRating
8.0
4,256 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 $181. 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
Valparaiso
Schererville
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

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