Flights to Chicago from $110 - Compare and Save
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from USA 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from USA to Chicago
Keep the following information in mind while searching for USA to Chicago flight deals. Data was last updated May 22, 2025.
Most accurate provider | CheapOair 3 stars |
|---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $110 (Kiwi.com) |
One-way from | $56 (Orbitz) |
Popular in | December |
Cheapest in | September |
Average price | $266 |
Good round-trip deal | $62 or less |
Good one-way deal | $44 or less |
Find flight deals from USA to Chicago
Cheapest flights from USA to ChicagoExplore the most affordable flight options available from USA to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 22, 2025.
Explore the most affordable flight options available from USA to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 22, 2025.
This Kiwi.com deal was found by Cheapflights users on 5/20. 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.
This Cheapflightsfares deal was found by Cheapflights users on 5/20. 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.
This Frontier deal was found by Cheapflights users on 5/20. 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.
This Kiwi.com deal was found by Cheapflights users on 5/20. 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.
This Cheapflightsfares deal was found by Cheapflights users on 5/20. 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.
This Frontier deal was found by Cheapflights users on 5/20. 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.
This Cheapflightsfares deal was found by Cheapflights users on 5/20. 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.
This Delta deal was found by Cheapflights users on 5/21. 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.
This American Airlines deal was found by Cheapflights users on 5/20. 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.
This JetBlue deal was found by Cheapflights users on 5/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This KAYAK deal was found by Cheapflights users on 5/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cheapflightsfares deal was found by Cheapflights users on 5/21. 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.
Cheapflights Fare Finder
Customize your flight search to find flights from USA 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 May 22, 2025.
Use the filters below to find and compare flights from the United States to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
NewarkChicago
EWR - ORD
EWRORD
Newark
Sun 6/1
5:55 am-7:27 am
Nonstop2h 32m
Chicago O'Hare Intl
Thu 6/12
9:28 pm-12:46 am
Nonstop2h 18m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 6/10
3:49 pm-11:04 pm
1 stop8h 15m
Chicago O'Hare Intl
Wed 6/11
12:41 pm-11:29 pm
1 stop9h 48m
DallasChicago
DFW - ORD
DFWORD
Dallas/Fort Worth
Sat 6/14
1:25 pm-4:06 pm
Nonstop2h 41m
Chicago O'Hare Intl
Sat 7/26
9:55 am-12:37 pm
Nonstop2h 42m
DallasChicago
DFW - MDW
DFWMDW
Dallas/Fort Worth
Mon 6/9
11:06 am-1:29 pm
Nonstop2h 23m
Chicago Midway
Tue 6/17
6:02 pm-8:47 pm
Nonstop2h 45m
New YorkChicago
LGA - ORD
LGAORD
New York LaGuardia
Tue 6/3
6:30 pm-8:07 pm
Nonstop2h 37m
Chicago O'Hare Intl
Sun 6/15
5:51 am-9:00 am
Nonstop2h 09m
DallasChicago
DFW - ORD
DFWORD
Dallas/Fort Worth
Wed 6/11
8:33 pm-6:51 am
1 stop10h 18m
Chicago O'Hare Intl
Thu 6/12
2:31 pm-4:59 pm
Nonstop2h 28m
DallasChicago
DFW - ORD
DFWORD
Dallas/Fort Worth
Thu 7/10
8:54 am-11:37 am
Nonstop2h 43m
Chicago O'Hare Intl
Sun 7/13
11:21 am-1:51 pm
Nonstop2h 30m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Tue 6/10
6:00 am-8:00 am
Nonstop3h 00m
Chicago O'Hare Intl
Fri 6/20
4:51 pm-8:27 pm
Nonstop2h 36m
BostonChicago
BOS - ORD
BOSORD
Boston Logan Intl
Thu 10/30
5:00 am-6:58 am
Nonstop2h 58m
Chicago O'Hare Intl
Mon 11/3
7:00 am-10:19 am
Nonstop2h 19m
New YorkChicago
JFK - ORD
JFKORD
New York John F Kennedy Intl
Sat 7/5
9:30 pm-11:25 pm
Nonstop2h 55m
Chicago O'Hare Intl
Sat 7/12
6:16 am-9:29 am
Nonstop2h 13m
Best time to book a flight from USA to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from USA with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from the United States to Chicago
What is the cheapest month to book a flight from USA to Chicago?
Currently, August is the cheapest month in which you can book a flight from USA to Chicago (average of $245). Flying from USA 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 US to CHI?
Find hourly flight availability from USA 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 May 22, 2025.
When flying from USA to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from USA to Chicago
Explore weekly flight availability from USA 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 May 22, 2025.
The most flights from US0 to CHI are scheduled on a Wednesday (120 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (42 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 May 22, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta from USA to Chicago have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
Crew
Overall
Boarding
Comfort
Food
Reviews
James,Apr 2025
LAX - SFO
Entertainment
Crew
Overall
Boarding
Comfort
Food
Reviews
James,Apr 2025
LAX - SFO
Entertainment
Crew
Overall
Boarding
Comfort
Food
Reviews
James,Apr 2025
LAX - SFO
Entertainment
Crew
Overall
Boarding
Comfort
Food
Reviews
James,Apr 2025
LAX - SFO
Entertainment
Crew
Overall
Boarding
Comfort
Food
Reviews
James,Apr 2025
LAX - SFO
Entertainment
Crew
Overall
Boarding
Comfort
Food
Reviews
James,Apr 2025
LAX - SFO
Related info for your journey
Find useful and relevant information for your journey from USA to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for USA to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Top 10 airlines flying from USA to Chicago
Discover the top 10 airlines that operate flights from USA 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 May 22, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$39 | Average$166 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$50 | Average$185 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$54 | Average$144 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$68 | Average$357 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$80 | Average$218 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$97 | Average$311 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$101 | Average$301 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$124 | Average$327 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$130 | Average$330 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$137 | Average$287 | FlexibilityNo cancel fee | On-time71% |