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$55+ Cheap flights from Chicago (CHI) to Richmond (RIC)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RIC
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Chicago to Richmond Byrd Intl are usually found in September or August, booked 62 days in advance, depart on a Wednesday or Thursday and return on a Wednesday

Find flight deals from Chicago to Richmond

Cheapest flights from Chicago to Richmond
Explore the most affordable flight options available from Chicago to Richmond. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/176:06 pmMDW - RIC
1 stop13h 16mMultiple Airlines
Fri 11/219:01 pmRIC - MDW
1 stop21h 06mMultiple Airlines
Deal found 10/29$230
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2210:01 amORD - RIC
1 stop8h 26mSpirit Airlines
Mon 12/19:01 pmRIC - ORD
1 stop27h 05mSpirit Airlines
Deal found 10/29$230
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/205:00 amORD - RIC
1 stop12h 03mMultiple Airlines
Sun 11/236:58 pmRIC - ORD
2 stops30h 10mMultiple Airlines
Deal found 10/29$232
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1812:37 pmORD - RIC
2 stops28h 00mMultiple Airlines
Sat 11/228:22 pmRIC - ORD
1 stop14h 51mMultiple Airlines
Deal found 10/30$234
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1212:37 pmORD - RIC
2 stops18h 45mMultiple Airlines
Thu 11/1311:54 amRIC - ORD
1 stop9h 33mMultiple Airlines
Deal found 10/29$235
This Frontier deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/75:11 amORD - RIC
1 stop4h 47mFrontier
Mon 11/1011:53 amRIC - ORD
1 stop6h 03mFrontier
Deal found 10/30$236
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/166:00 amMDW - RIC
1 stop4h 25mDelta
Thu 12/186:15 amRIC - MDW
1 stop4h 39mDelta
Deal found 10/30$238
This Expedia deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/97:00 amORD - RIC
2 stops14h 26mJetBlue
Thu 12/1111:00 amRIC - ORD
1 stop9h 43mJetBlue
Deal found 10/29$238
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/75:09 pmMDW - RIC
1 stop6h 15mDelta
Tue 11/115:10 amRIC - MDW
1 stop7h 42mDelta
Deal found 10/28$239
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/84:56 pmORD - RIC
1 stop5h 10mDelta
Wed 11/126:20 amRIC - ORD
1 stop6h 59mDelta
Deal found 10/29$239
This Expedia deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:00 amORD - RIC
1 stop13h 30mSpirit Airlines
Tue 12/306:24 pmRIC - ORD
1 stop7h 06mSpirit Airlines
Deal found 10/29$240
This Kiwi.com deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/218:20 amORD - RIC
2 stops25h 09mSpirit Airlines
Mon 12/19:01 pmRIC - ORD
1 stop27h 05mSpirit Airlines
Deal found 10/29$241

Cheap flight deals from Chicago to Richmond

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Richmond (RIC). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 30, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$230
(Frontier)

One-way from

$55
(Priceline)

Popular in

November

Cheapest in

September

Average price

$370

Good round-trip deal

$333 or less

Good one-way deal

$173 or less
Provider with most accurate pricing for Chicago (CHI)-Richmond Byrd Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Richmond Byrd Intl flights.
Search Deals
From Chicago (CHI) to Richmond Byrd Intl
Search Deals
One-way flight from Chicago (CHI) to Richmond Byrd Intl
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Richmond Byrd Intl.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Richmond Byrd Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Richmond 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, Cheapflights users made 2,558,603 searches. Data last updated October 30, 2025.
Use the filters below to find and compare flights from Chicago to Richmond that are best for you.

Fly from

Chicago

Fly to

Richmond

Route

Depart

Return

Price

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Mon 11/17

6:06 pm-8:22 am

1 stop13h 16m

Richmond Byrd Intl

Fri 11/21

9:01 pm-5:07 pm

1 stop21h 06m

$230

ChicagoRichmond

ORD - RIC

ORDRIC

Chicago O'Hare Intl

Tue 12/16

6:00 am-12:25 pm

1 stop5h 25m

Richmond Byrd Intl

Thu 12/18

6:00 am-10:00 am

1 stop5h 00m

$238

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Sat 11/8

10:35 am-4:19 pm

1 stop4h 44m

Richmond Byrd Intl

Wed 11/12

5:10 am-9:52 am

1 stop5h 42m

$239

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Mon 11/10

5:34 pm-12:32 am

1 stop5h 58m

Richmond Byrd Intl

Thu 11/13

5:59 pm-11:40 pm

1 stop6h 41m

$239

ChicagoRichmond

ORD - RIC

ORDRIC

Chicago O'Hare Intl

Fri 11/21

8:20 am-10:29 am

2 stops25h 09m

Richmond Byrd Intl

Mon 12/1

9:01 pm-11:06 pm

1 stop27h 05m

$241

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Mon 12/15

5:29 pm-10:53 pm

1 stop4h 24m

Richmond Byrd Intl

Thu 12/18

5:10 am-9:54 am

1 stop5h 44m

$242

ChicagoRichmond

ORD - RIC

ORDRIC

Chicago O'Hare Intl

Fri 11/14

1:56 pm-10:59 am

2 stops20h 03m

Richmond Byrd Intl

Sun 11/16

10:30 pm-10:42 am

1 stop13h 12m

$254

ChicagoRichmond

ORD - RIC

ORDRIC

Chicago O'Hare Intl

Tue 12/23

7:30 am-7:30 pm

1 stop11h 00m

Richmond Byrd Intl

Mon 12/29

5:17 pm-12:30 am

1 stop8h 13m

$259

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Thu 11/6

6:00 am-2:17 pm

1 stop7h 17m

Richmond Byrd Intl

Sun 11/9

6:00 am-8:54 am

1 stop3h 54m

$261

ChicagoRichmond

MDW - RIC

MDWRIC

Chicago Midway

Sat 11/8

6:00 am-2:20 pm

1 stop7h 20m

Richmond Byrd Intl

Sun 11/9

5:10 am-11:52 am

1 stop7h 42m

$261

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 44 results
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Compare providers for flights from Chicago to Richmond

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Richmond in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Richmond flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Chicago-Richmond flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from Chicago-Richmond flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Richmond flights, Cheapflights users trust Mytrip the most. Mytrip has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Richmond flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Richmond

Have a flexible travel schedule? Discover the best time to fly to Richmond from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Richmond

How far ahead should I book a flight from Chicago to Richmond?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Richmond. Price data was last updated on October 24, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Richmond, you should look to book at least 61 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago to Richmond?

Currently, February is the cheapest month in which you can book a flight from Chicago to Richmond (average of $57). Flying from Chicago to Richmond in April is currently the most expensive (average of $169). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to RIC?

Find hourly flight availability from Chicago to Richmond. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 19% on flights from Chicago to Richmond by exploring options for tickets at noon.

What is the cheapest day to fly from Chicago to Richmond?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Richmond. Price data was last updated on October 26, 2025.

Travelers seeking maximum savings on their Chicago to Richmond flight should consider departing on Sunday mornings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Chicago to Richmond?

Reviews of airlines servicing Richmond

Get insights into the airlines that provide service to Richmond. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Richmond. Reviews last updated October 30, 2025.
Read reviews from past customers who have flown Southwest, United Airlines, and American Airlines from Chicago to Richmond. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,998 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,030 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,115 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Chicago to Richmond. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Richmond from Chicago?

    For a flight from Chicago to Richmond, you will be flying into Byrd Intl. Richmond Byrd Intl (RIC) is just 6.9 mi from the center of the city. Byrd Intl is the only Richmond airport and it handles 9 inbound flights from Chicago per day. 4 airlines have flights to Richmond Byrd Intl from Chicago on a regular basis.

  • How long is the flight from Chicago to Richmond?

    There are many flights that can get you from Chicago to Richmond in 2h 07m. Fly via Delta, Spirit Airlines, or United Airlines to get the fastest option. There are 641 mi between Chicago and Richmond. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago to Richmond round-trip?

    Flying on Spirit Airlines is currently your cheapest option to Richmond, with prices starting at $78. Additional round-trip tickets that might be worth considering are offered by United Airlines and Southwest, with the lowest prices starting at $219 and $236, respectively. You may be able to fly from Chicago to Richmond for 78% less than the average price by searching for these airlines.

  • What are the most reliable airlines from Chicago to Richmond?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Chicago to Richmond on time: Republic Airways (92%), Envoy Air (88%), United Airlines (83%).

  • What are the cheapest flights from Chicago to Richmond?

    The cheapest flight price from Chicago to Richmond is $115. On average you can expect to pay $322. The most popular route, (Chicago O'Hare Intl - Richmond Byrd Intl), can usually be booked for $153.

  • Can I find deals for flights from Chicago to Richmond that include hotel bookings?

    Yes. In addition to deals on Chicago to Richmond flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Richmond?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Richmond.

  • Can I find deals for business class flights from Chicago to Richmond?

    Yes. Cheapflights offers flight deals from Chicago to Richmond by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Richmond?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Richmond (average of $57). Flying from Chicago to Richmond in April is currently the most expensive (average of $169). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Richmond?

Book flights to Richmond if you plan to visit one of these locations
Doswell
Midlothian
Chester
Glen Allen
Emporia
Hopewell
Ashland

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Alternative routes for Chicago to Richmond

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Chicago to Richmond

Discover the top 4 airlines that operate flights from Chicago to Richmond. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$78Average$224FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$219Average$444FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$236Average$349FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$237Average$371FlexibilityNo cancel feeOn-time71%

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