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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 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — CHI
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
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Find cheap flights from Richmond to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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3. Compare prices and book

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Cheapflights Tip: The best prices from Richmond Byrd Intl to Chicago are usually found in September or May, booked 86 days in advance, depart on a Friday or Wednesday and return on a Wednesday

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 April 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$285
(American Airlines)

One-way from

$57
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$381

Good round-trip deal

$354 or less

Good one-way deal

$169 or less
Provider with most accurate pricing for Richmond Byrd Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Richmond Byrd Intl-Chicago (CHI) flights.
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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. 3% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 17, 2025.

This American Airlines deal was found by Cheapflights users on 4/17. 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.
Thu 5/87:36 amRIC - ORD
Nonstop2h 26mAmerican Airlines
Tue 5/1312:56 pmORD - RIC
Nonstop2h 07mAmerican Airlines
Deal found 4/17$285
This Southwest deal was found by Cheapflights users on 4/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/95:25 amRIC - MDW
Nonstop2h 05mSouthwest
Wed 5/146:25 pmMDW - RIC
Nonstop1h 50mSouthwest
Deal found 4/15$285
This Mytrip deal was found by Cheapflights users on 4/17. 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 5/86:00 amRIC - ORD
2 stops35h 25mSpirit Airlines
Wed 5/148:37 amORD - RIC
3 stops31h 59mSpirit Airlines
Deal found 4/17$286
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2710:04 amRIC - MDW
1 stop6h 16mDelta
Sat 5/3110:25 amMDW - RIC
1 stop7h 24mDelta
Deal found 4/16$286
This Delta deal was found by Cheapflights users on 4/17. 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 7/126:00 amRIC - ORD
1 stop4h 22mDelta
Wed 7/167:00 amORD - RIC
1 stop4h 02mDelta
Deal found 4/17$289
This Mytrip deal was found by Cheapflights users on 4/17. 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 8/144:12 pmRIC - ORD
1 stop25h 36mMultiple Airlines
Sun 8/174:38 pmORD - RIC
1 stop27h 01mMultiple Airlines
Deal found 4/17$294
This United Airlines deal was found by Cheapflights users on 4/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/66:30 amRIC - ORD
Nonstop2h 16mUnited Airlines
Mon 6/96:26 pmORD - RIC
Nonstop2h 10mUnited Airlines
Deal found 4/16$301
This Southwest deal was found by Cheapflights users on 4/16. 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.
Fri 5/306:30 amRIC - ORD
2 stops7h 15mSouthwest
Sat 5/3112:40 pmORD - RIC
2 stops9h 00mSouthwest
Deal found 4/16$328
This Sun Country Air deal was found by Cheapflights users on 4/17. 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.
Fri 6/2010:59 amRIC - ORD
1 stop7h 16mSun Country Air
Sun 6/298:17 pmORD - RIC
1 stop12h 30mSun Country Air
Deal found 4/17$368
This Mytrip deal was found by Cheapflights users on 4/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/66:00 amRIC - MDW
2 stops14h 46mMultiple Airlines
Sun 6/811:45 amMDW - RIC
3 stops32h 01mMultiple Airlines
Deal found 4/16$494

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 April 17, 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

Thu 5/8

7:36 am-9:02 am

Nonstop2h 26m

Chicago O'Hare Intl

Tue 5/13

12:56 pm-4:03 pm

Nonstop2h 07m

$285

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Fri 5/9

5:25 am-6:30 am

Nonstop2h 05m

Chicago Midway

Wed 5/14

6:25 pm-9:15 pm

Nonstop1h 50m

$285

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Thu 5/8

6:00 am-4:25 pm

2 stops35h 25m

Chicago O'Hare Intl

Wed 5/14

8:37 am-5:36 pm

3 stops31h 59m

$286

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Tue 5/27

10:04 am-3:20 pm

1 stop6h 16m

Chicago Midway

Sat 5/31

10:25 am-6:49 pm

1 stop7h 24m

$286

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Sat 7/12

6:00 am-9:22 am

1 stop4h 22m

Chicago O'Hare Intl

Wed 7/16

7:00 am-12:02 pm

1 stop4h 02m

$289

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Thu 8/14

4:12 pm-4:48 pm

1 stop25h 36m

Chicago O'Hare Intl

Sun 8/17

4:38 pm-8:39 pm

1 stop27h 01m

$294

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Fri 6/6

6:30 am-7:46 am

Nonstop2h 16m

Chicago O'Hare Intl

Mon 6/9

6:26 pm-9:36 pm

Nonstop2h 10m

$301

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Fri 5/30

6:30 am-12:45 pm

2 stops7h 15m

Chicago O'Hare Intl

Sat 5/31

12:40 pm-10:40 pm

2 stops9h 00m

$328

RichmondChicago

RIC - ORD

RICORD

Richmond Byrd Intl

Fri 6/20

10:59 am-5:15 pm

1 stop7h 16m

Chicago O'Hare Intl

Sun 6/29

8:17 pm-9:47 am

1 stop12h 30m

$368

RichmondChicago

RIC - MDW

RICMDW

Richmond Byrd Intl

Fri 6/6

6:00 am-7:46 pm

2 stops14h 46m

Chicago Midway

Sun 6/8

11:45 am-8:46 pm

3 stops32h 01m

$494

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 21 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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Richmond-Chicago flight deals on Cheapflights vs. FlightHub >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 April 11, 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 April 17, 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 30% 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 March 30, 2025.

Travelers seeking maximum savings on their Richmond to Chicago flight should consider departing on Friday 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 April 17, 2025.

The most flights from RIC to CHI are scheduled on a Monday (23 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (17 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 April 17, 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
4,280 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,917 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,667 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Sun Country Air
6.9
Okay
349 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 21 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, American Airlines ($285), Southwest ($285), and Spirit Airlines ($286) offers the cheapest pricing from Richmond to Chicago. You may be able to fly from Richmond to Chicago for 21% less than the average price by searching for these airlines.

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

    $57 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 American Airlines and Southwest, with prices starting from $127 and $127, 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 (75%), Qatar Airways (74%), Royal Jordanian( 73%).

  • What are the cheapest flights from Richmond to Chicago?

    Looking for the cheapest flight from Richmond to Chicago? While on average our users pay $885, our data indicates the cheapest price to be $138. The most popular route (Richmond Byrd Intl - Chicago O'Hare Intl), is priced around $163.

  • 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
Hammond
Benton Harbor
Porter
Lansing
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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$150Average$231FlexibilityNo cancel feeOn-time65%
DeltaCheapest$177Average$512FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$240Average$391FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$251Average$376FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$274Average$371FlexibilityNo cancel feeOn-time63%

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