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$131+ 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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — CHI
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
1 adult, Economy
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Cheapflights Tip: The best prices from Richmond Byrd Intl to Chicago are usually found in September or August, booked 86 days in advance, depart on a Wednesday or Friday and return on a Saturday

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 June 16, 2025.

Round-trip from

$242
(FlightHub)

One-way from

$131
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$368

Good round-trip deal

$343 or less

Good one-way deal

$193 or less
From Richmond Byrd Intl to Chicago (CHI)
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One-way flight from Richmond Byrd Intl to Chicago (CHI)
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Highest demand for flights based on searches. 4% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Richmond Byrd Intl to Chicago (CHI).
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Price to beat on a one-way flight from Richmond Byrd Intl to Chicago (CHI).
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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 June 16, 2025.

This FlightHub deal was found by Cheapflights users on 6/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/146:44 pmRIC - ORD
1 stop29h 27mSpirit Airlines
Thu 7/1710:00 amORD - RIC
1 stop8h 20mSpirit Airlines
Deal found 6/14$242
This Sun Country Air deal was found by Cheapflights users on 6/14. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2112:35 pmRIC - ORD
1 stop23h 10mSun Country Air
Sat 7/266:21 pmORD - RIC
1 stop17h 02mSun Country Air
Deal found 6/14$245
This American Airlines deal was found by Cheapflights users on 6/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/153:00 pmRIC - ORD
1 stop5h 16mAmerican Airlines
Wed 9/101:19 pmORD - RIC
Nonstop2h 07mAmerican Airlines
Deal found 6/14$247
This Southwest deal was found by Cheapflights users on 6/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/76:10 amRIC - MDW
2 stops8h 20mSouthwest
Mon 8/1110:55 amMDW - RIC
Nonstop1h 55mSouthwest
Deal found 6/16$247
This CheapOair deal was found by Cheapflights users on 6/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/256:15 pmRIC - ORD
1 stop24h 12mMultiple Airlines
Mon 7/2810:00 amORD - RIC
1 stop6h 49mMultiple Airlines
Deal found 6/14$249
This Southwest deal was found by Cheapflights users on 6/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/156:35 amRIC - ORD
1 stop6h 15mSouthwest
Wed 9/101:50 pmORD - RIC
1 stop7h 00mSouthwest
Deal found 6/16$257
This United Airlines deal was found by Cheapflights users on 6/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/286:15 amRIC - ORD
Nonstop2h 15mUnited Airlines
Tue 9/210:40 amORD - RIC
Nonstop2h 16mUnited Airlines
Deal found 6/14$267
This Delta deal was found by Cheapflights users on 6/15. 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 9/125:40 pmRIC - ORD
1 stop4h 32mDelta
Mon 9/1510:05 amORD - RIC
1 stop7h 40mDelta
Deal found 6/15$268
This Delta deal was found by Cheapflights users on 6/15. 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 9/125:55 amRIC - MDW
1 stop3h 50mDelta
Mon 9/155:59 pmMDW - RIC
1 stop4h 17mDelta
Deal found 6/15$268
This Mytrip deal was found by Cheapflights users on 6/14. 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 7/175:00 pmRIC - RFD
2 stops27h 19mAllegiant Air
Sun 7/209:21 amRFD - RIC
1 stop5h 49mAllegiant Air
Deal found 6/14$305
This Mytrip deal was found by Cheapflights users on 6/15. 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.
Sun 8/39:42 amRIC - MDW
2 stops27h 39mMultiple Airlines
Fri 8/81:11 pmMDW - RIC
2 stops25h 11mMultiple Airlines
Deal found 6/15$320
This Mytrip deal was found by Cheapflights users on 6/14. 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 7/175:00 pmRIC - RFD
2 stops27h 19mMultiple Airlines
Sun 7/209:21 amRFD - RIC
2 stops31h 28mMultiple Airlines
Deal found 6/14$329

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 June 16, 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 7/14

6:44 pm-11:11 pm

1 stop29h 27m

Chicago O'Hare Intl

Thu 7/17

10:00 am-7:20 pm

1 stop8h 20m

$242

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Mon 7/21

12:35 pm-10:45 am

1 stop23h 10m

Chicago O'Hare Intl

Sat 7/26

6:21 pm-12:23 pm

1 stop17h 02m

$245

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Tue 7/15

3:00 pm-7:16 pm

1 stop5h 16m

Chicago O'Hare Intl

Wed 9/10

1:19 pm-4:26 pm

Nonstop2h 07m

$247

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Thu 8/7

6:10 am-1:30 pm

2 stops8h 20m

Chicago Midway

Mon 8/11

10:55 am-1:50 pm

Nonstop1h 55m

$247

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Fri 7/25

6:15 pm-5:27 pm

1 stop24h 12m

Chicago O'Hare Intl

Mon 7/28

10:00 am-5:49 pm

1 stop6h 49m

$249

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Tue 7/15

6:35 am-11:50 am

1 stop6h 15m

Chicago O'Hare Intl

Wed 9/10

1:50 pm-9:50 pm

1 stop7h 00m

$257

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Thu 8/28

6:15 am-7:30 am

Nonstop2h 15m

Chicago O'Hare Intl

Tue 9/2

10:40 am-1:56 pm

Nonstop2h 16m

$267

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Fri 9/12

5:40 pm-9:12 pm

1 stop4h 32m

Chicago O'Hare Intl

Tue 9/16

10:05 am-6:45 pm

1 stop7h 40m

$268

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Fri 9/12

5:55 am-8:45 am

1 stop3h 50m

Chicago Midway

Mon 9/15

5:59 pm-11:16 pm

1 stop4h 17m

$268

RichmondChicago

RIC - RFD

RICRFD

Richmond Byrd Intl

Thu 7/17

5:00 pm-7:19 pm

2 stops27h 19m

Chicago Greater Rockford

Sun 7/20

9:21 am-4:10 pm

1 stop5h 49m

$305

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/14

Showing 1-10 of 24 results
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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 June 13, 2025.

The best time to book flights from Richmond to Chicago is 86 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, August is the cheapest month in which you can book a flight from Richmond to Chicago (average of $245). Flying from Richmond to Chicago in March is currently the most expensive (average of $321). 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 June 16, 2025.

A simple way to save on the total cost of your ticket is to fly from Richmond to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 34% 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 June 8, 2025.

Travelers seeking maximum savings on their Richmond to Chicago flight should consider departing on Tuesday evenings 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 June 16, 2025.

The most flights from RIC to CHI are scheduled on a Monday (28 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (24 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 June 16, 2025.
Read reviews from past customers who have flown Southwest, Delta and United Airlines from Richmond to Chicago. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,278 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,963 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,801 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Allegiant Air
7.3
Good
722 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 26 daily outbound flights to Chicago from 5 different airlines.

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

    According to our current data, Spirit Airlines ($242), Sun Country Air ($245), and American Airlines ($247) offers the cheapest pricing from Richmond to Chicago. You may be able to fly from Richmond to Chicago for 33% less than the average price by searching for these airlines.

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

    $131 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Delta and Sun Country Air, with prices starting from $134 and $138, 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: Japan Airlines (93%), Avianca (90%), ANA( 80%).

  • What are the cheapest flights from Richmond to Chicago?

    Looking for the cheapest flight from Richmond to Chicago? While on average our users pay $1,012, our data indicates the cheapest price to be $143. The most popular route (Richmond Byrd Intl - Chicago O'Hare Intl), is priced around $197.

  • 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, August is the cheapest month in which you can book a flight from Richmond to Chicago (average of $245). Flying from Richmond to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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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.
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Top 5 airlines flying from Richmond to Chicago

Discover the top 5 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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$108Average$449FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$146Average$231FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$225Average$392FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$251Average$372FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$275Average$367FlexibilityNo cancel feeOn-time63%

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