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$57+ Cheap flights from Richmond (RIC) to Chicago (CHI)

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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — CHI
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheapflights Tip: The best prices from Richmond Byrd Intl to Chicago are usually found in September or February, booked 89 days in advance, depart on a Wednesday or Thursday and return on a Wednesday

Find flight deals from Richmond to Chicago

Cheapest flights from Richmond to Chicago
Explore the most affordable flight options available from Richmond to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 11/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/156:25 pmRIC - ORD
1 stop6h 44mSpirit Airlines
Fri 12/197:20 amORD - RIC
1 stop8h 49mSpirit Airlines
Deal found 11/1$258
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 11/141:04 pmRIC - ORD
1 stop11h 02mMultiple Airlines
Sun 11/161:50 pmORD - RIC
2 stops21h 19mMultiple Airlines
Deal found 11/2$259
This Frontier deal was found by Cheapflights users on 11/2. 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.
Thu 11/201:22 pmRIC - ORD
1 stop11h 46mFrontier
Mon 11/247:00 amORD - RIC
1 stop8h 42mFrontier
Deal found 11/2$260
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 11/141:04 pmRIC - MDW
1 stop10h 06mMultiple Airlines
Sun 11/166:06 pmMDW - RIC
1 stop14h 06mMultiple Airlines
Deal found 11/2$260
This Cheapflightsfares deal was found by Cheapflights users on 11/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:25 pmRIC - ORD
1 stop6h 44mSpirit Airlines
Sun 12/77:10 amORD - RIC
1 stop12h 44mSpirit Airlines
Deal found 11/2$263
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 11/141:04 pmRIC - ORD
1 stop11h 02mSpirit Airlines
Sat 11/153:26 pmORD - RIC
1 stop18h 33mSpirit Airlines
Deal found 11/2$264
This Kiwi.com deal was found by Cheapflights users on 11/3. 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 11/1511:54 amRIC - ORD
1 stop13h 33mMultiple Airlines
Tue 11/1812:37 pmORD - RIC
2 stops28h 00mMultiple Airlines
Deal found 11/3$265
This Frontier deal was found by Cheapflights users on 11/1. 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.
Sun 11/165:48 pmRIC - ORD
1 stop7h 27mFrontier
Thu 11/206:00 amORD - RIC
1 stop4h 58mFrontier
Deal found 11/1$266
This Mytrip deal was found by Cheapflights users on 11/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2412:30 pmRIC - ORD
2 stops11h 36mSpirit Airlines
Thu 11/278:20 amORD - RIC
3 stops26h 05mSpirit Airlines
Deal found 11/1$267
This Mytrip deal was found by Cheapflights users on 11/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1311:54 amRIC - ORD
1 stop13h 33mSpirit Airlines
Sat 11/158:28 amORD - RIC
2 stops25h 31mSpirit Airlines
Deal found 11/3$268
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 12/1312:13 pmRIC - ORD
2 stops10h 35mMultiple Airlines
Sun 12/148:15 amORD - RIC
1 stop12h 22mMultiple Airlines
Deal found 11/2$269
This Mytrip deal was found by Cheapflights users on 11/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/141:04 pmRIC - ORD
1 stop11h 02mSpirit Airlines
Sun 11/162:31 pmORD - RIC
2 stops20h 38mSpirit Airlines
Deal found 11/2$274

Cheap flight deals from Richmond to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Richmond (RIC) to Chicago (CHI). 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 November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$258
(Cheapflightsfares)

One-way from

$57
(Expedia)

Popular in

October

Cheapest in

September

Average price

$379

Good round-trip deal

$320 or less

Good one-way deal

$137 or less
Provider with most accurate pricing for Richmond Byrd Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Richmond Byrd Intl-Chicago (CHI) flights.
Search Deals
From Richmond Byrd Intl to Chicago (CHI)
Search Deals
One-way flight from Richmond Byrd Intl to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($2 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Richmond Byrd Intl to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Richmond Byrd Intl to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Richmond to Chicago 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 November 3, 2025.
Use the filters below to find and compare flights from Richmond to Chicago that are best for you.

Fly from

Richmond

Fly to

Chicago

Route

Depart

Return

Price

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Mon 12/22

6:24 pm-3:42 pm

1 stop22h 18m

Chicago O'Hare Intl

Mon 12/29

9:09 pm-7:30 pm

2 stops21h 21m

$260

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Sat 12/20

6:24 pm-12:30 am

1 stop7h 06m

Chicago O'Hare Intl

Tue 12/23

5:00 am-7:30 pm

1 stop13h 30m

$279

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Thu 11/13

11:54 am-12:27 am

1 stop13h 33m

Chicago O'Hare Intl

Fri 11/14

8:28 am-10:59 am

2 stops25h 31m

$279

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Tue 12/23

5:45 pm-11:42 pm

1 stop6h 57m

Chicago O'Hare Intl

Tue 12/30

4:24 pm-7:27 pm

Nonstop2h 03m

$299

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Sat 12/13

7:20 am-12:05 pm

1 stop5h 45m

Chicago Midway

Sat 12/13

5:35 pm-8:25 pm

Nonstop1h 50m

$309

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Fri 3/20

6:00 am-11:24 am

1 stop6h 24m

Chicago O'Hare Intl

Mon 3/23

12:10 pm-6:27 pm

1 stop5h 17m

$318

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Tue 3/3

12:47 pm-4:40 pm

1 stop4h 53m

Chicago O'Hare Intl

Wed 3/4

10:35 am-5:59 pm

1 stop6h 24m

$319

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Sat 1/24

6:30 am-9:43 am

1 stop4h 13m

Chicago O'Hare Intl

Tue 1/27

1:00 pm-7:12 pm

1 stop5h 12m

$319

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Sat 12/13

6:00 am-10:00 am

1 stop5h 00m

Chicago O'Hare Intl

Sat 12/13

5:07 pm-11:11 pm

1 stop5h 04m

$319

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Sun 11/16

11:54 am-1:26 pm

3 stops26h 32m

Chicago O'Hare Intl

Thu 11/20

3:26 pm-8:06 pm

3 stops27h 40m

$319

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 54 results
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Compare providers for flights from Richmond to Chicago

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 Richmond to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 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 Richmond-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Richmond-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Richmond-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Richmond-Chicago flights, Cheapflights users trust eDreams the most. eDreams 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 Richmond-Chicago 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 Richmond to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Richmond 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 Richmond to Chicago

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

Use this chart to determine the optimal time to book a round-trip flight from Richmond to Chicago. Price data was last updated on October 31, 2025.

The best time to book flights from Richmond to Chicago is 89 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, March is the cheapest month in which you can book a flight from Richmond to Chicago (average of $50). Flying from Richmond to Chicago in June is currently the most expensive (average of $132). 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 RIC to CHI?

Find hourly flight availability from Richmond to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

A simple way to save on the total cost of your ticket is to fly from Richmond to Chicago in the morning. If you’re flexible enough to do this you can expect to save up to 12% on your trip compared to booking a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Richmond to Chicago. Price data was last updated on November 2, 2025.

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

Weekly flight availability from Richmond to Chicago

Explore weekly flight availability from Richmond to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 3, 2025.

The most flights from RIC to CHI are scheduled on a Monday (26 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated November 3, 2025.
See what other customers who have flown with Southwest, United Airlines, and American Airlines from Richmond to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

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
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

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
8,996 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

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
11,036 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

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
8,114 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

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 Richmond to Chicago. 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 from for flights from Richmond to Chicago?

    Located just 6.9 mi from the city center, Richmond Byrd Intl is the airport most travelers will use when flying to Chicago from Richmond. Booking flights from Byrd Intl (RIC) to Chicago should be relatively easy as there are 19 daily outbound flights to Chicago from 4 different airlines.

  • How long is the flight from Richmond to Chicago?

    A quick flight from Richmond to Chicago can take about 5h 45m. Spirit Airlines provides one of the quickest options available for as low as $309. Airlines will cover a distance of 628 mi. This flight may include one or multiple stops.

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

    According to our current data, Spirit Airlines ($65), American Airlines ($226), and Southwest ($229) offers the cheapest pricing from Richmond to Chicago. You may be able to fly from Richmond to Chicago for 82% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Richmond to Chicago one-way?

    $128 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on United Airlines and Southwest, with prices starting from $140 and $140, respectively.

  • What are the most popular routes from Richmond to Chicago?

    When deciding which route to take from Richmond to Chicago consider Richmond Byrd Intl - Chicago O'Hare Intl, Richmond Byrd Intl - Chicago Midway or Richmond Byrd Intl - Chicago Greater Rockford as they are the most popular.

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

    Before booking your flight to Chicago from Richmond, check out the most reliable airlines to get you to your destination on time: ANA (93%), Republic Airways (92%), United Airlines( 91%).

  • What are the cheapest flights from Richmond to Chicago?

    Looking for the cheapest flight from Richmond to Chicago? While on average our users pay $1,018, our data indicates the cheapest price to be $115. The most popular route (Richmond Byrd Intl - Chicago O'Hare Intl), is priced around $146.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Richmond to Chicago 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 Richmond to Chicago?

    Currently, March is the cheapest month in which you can book a flight from Richmond to Chicago (average of $50). Flying from Richmond to Chicago in June is currently the most expensive (average of $132). 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Porter
Benton Harbor

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Alternative routes for Richmond to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to O'Hare Intl flights
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Top 4 airlines flying from Richmond to Chicago

Discover the top 4 airlines that operate flights from Richmond to Chicago. 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$65Average$249FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$226Average$375FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$229Average$371FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$235Average$392FlexibilityNo cancel feeOn-time69%

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