Cheap Flights to Chicago (CHI)

Chicago is full of skyscrapers! But, which one should you explore first?

If there’s any place that deserves the “major city” tag, then it’s certainly Chicago. Famous for its iconic architecture and museums, this city has an array of activities available to offer. When it comes to uniqueness, Chicago has a river that flows backward! And for those who are visiting with their family and kids, places like Navy Pier and Lincoln Park Zoo are already there. Hence, there are no limitations on what you can enjoy in this city.
And when a city like Chicago has so many things to show, why are you having second thoughts about visiting this place? If your answer is money, then don’t worry because we have got you covered with that too. Here at Crystal Travel, you can book tickets of cheap flights to Chicago at prices that you’ve never seen before.
Moreover, through our experienced travel consultants’ suggested deals, you can save enough bucks to spend on extra activities during your vacations. So, hurry up and don’t miss out on the chance of exploring this stunning city.
Book Your Flight to Chicago with the Top Airlines in the US

It’s not that easy to explore Chicago city without getting tired. But, to make sure that common jetlag doesn’t restrain your plans, we have partnered with some of the top airlines in the US. Now, you can enjoy all those extra benefits of traveling with a premium airline at pretty affordable prices. To get an overview of such offers, here are a few deals from different airlines for you:

Search Cheap Flight Deals for Chicago

While Chicago’s Michigan Avenue alone can burn your whole pockets, we have made a few amendments to always keep your holidays under the budget. With our potent search engine, you can select the best deals that fit your budget perfectly so that you don’t have to worry about your spending at least before reaching Chicago.

Best Flight Deals for Chicago from Multiple Airports in the US

Click on the Origin Airport of your choice to unlock various flight deals

Frontier Airlines
August 03, 2021
BOS
10:19

Logan International Airport

depart
17:08
MDW

Chicago Midway International Airport

From {{selectedCurrency.currencySymbol}}{{104 * (selectedCurrency.conversionRate) | number:0}}
JetBlue
August 03, 2021
BOS
06:00

Logan International Airport

depart
08:06
ORD

OHare International Airport

From {{selectedCurrency.currencySymbol}}{{111 * (selectedCurrency.conversionRate) | number:0}}
Spirit Air
August 03, 2021
BOS
07:40

Logan International Airport

depart
09:50
ORD

OHare International Airport

From {{selectedCurrency.currencySymbol}}{{114 * (selectedCurrency.conversionRate) | number:0}}
Frontier Airlines
August 03, 2021
DFW
08:00

Fort Worth International Airport

depart
10:23
MDW

Chicago Midway International Airport

From {{selectedCurrency.currencySymbol}}{{78 * (selectedCurrency.conversionRate) | number:0}}
Spirit Air
August 03, 2021
DFW
16:27

Fort Worth International Airport

depart
18:49
ORD

OHare International Airport

From {{selectedCurrency.currencySymbol}}{{87 * (selectedCurrency.conversionRate) | number:0}}
Spirit Air
August 03, 2021
EWR
12:08

Newark Liberty International Airport

depart
13:44
ORD

OHare International Airport

From {{selectedCurrency.currencySymbol}}{{83 * (selectedCurrency.conversionRate) | number:0}}
United Airlines
August 03, 2021
EWR
06:00

Newark Liberty International Airport

depart
07:34
ORD

OHare International Airport

From {{selectedCurrency.currencySymbol}}{{281 * (selectedCurrency.conversionRate) | number:0}}
JetBlue
August 03, 2021
JFK
06:30

John F Kennedy International Airport

depart
08:11
ORD

OHare International Airport

From {{selectedCurrency.currencySymbol}}{{111 * (selectedCurrency.conversionRate) | number:0}}
Frontier Airlines
August 03, 2021
JFK
15:00

John F Kennedy International Airport

depart
21:45
ORD

OHare International Airport

From {{selectedCurrency.currencySymbol}}{{121 * (selectedCurrency.conversionRate) | number:0}}
Frontier Airlines
August 03, 2021
LAX
22:31

Los Angeles International Airport

depart
10:38
MDW

Chicago Midway International Airport

From {{selectedCurrency.currencySymbol}}{{106 * (selectedCurrency.conversionRate) | number:0}}
American Airlines
August 03, 2021
LAX
05:00

Los Angeles International Airport

depart
11:10
ORD

OHare International Airport

From {{selectedCurrency.currencySymbol}}{{324 * (selectedCurrency.conversionRate) | number:0}}
Spirit Air
August 03, 2021
LGA
08:35

LaGuardia Airport

depart
10:05
ORD

OHare International Airport

From {{selectedCurrency.currencySymbol}}{{80 * (selectedCurrency.conversionRate) | number:0}}
Frontier Airlines
August 03, 2021
LGA
12:29

LaGuardia Airport

depart
23:12
ORD

OHare International Airport

From {{selectedCurrency.currencySymbol}}{{103 * (selectedCurrency.conversionRate) | number:0}}
American Airlines
August 03, 2021
MHT
12:23

Boston Regional Airport

depart
16:09
ORD

OHare International Airport

From {{selectedCurrency.currencySymbol}}{{308 * (selectedCurrency.conversionRate) | number:0}}
United Airlines
August 03, 2021
MHT
12:55

Boston Regional Airport

depart
21:22
ORD

OHare International Airport

From {{selectedCurrency.currencySymbol}}{{355 * (selectedCurrency.conversionRate) | number:0}}
Alaska Airlines
August 03, 2021
SEA
18:06

Tacoma International Airport

depart
23:59
ORD

OHare International Airport

From {{selectedCurrency.currencySymbol}}{{89 * (selectedCurrency.conversionRate) | number:0}}
Frontier Airlines
August 03, 2021
SEA
20:56

Tacoma International Airport

depart
15:50
MDW

Chicago Midway International Airport

From {{selectedCurrency.currencySymbol}}{{106 * (selectedCurrency.conversionRate) | number:0}}
Frontier Airlines
August 03, 2021
SFO
06:00

San Francisco International Airport

depart
15:50
MDW

Chicago Midway International Airport

From {{selectedCurrency.currencySymbol}}{{121 * (selectedCurrency.conversionRate) | number:0}}

All fares mentioned above are approximate unless indicated. Fares are round trip. Fares incl. all fuel surcharges, taxes and fees. Displayed fares are subject to change and cannot be guaranteed at the time of booking. See all booking terms and conditions.

Interesting Facts About Chicago

The Windy City is full of interesting and unheard facts! Here are five of them to blow your mind away:

Top Places to Visit in Chicago

Can’t decide where to go first while in Chicago? Here are our five recommendations:

FAQs on Flights to Chicago
1. How many airports are there in Chicago?
Currently, there are a total of three major airports in Chicago. However, with more than 40 million tourists passing every year covering more than 200 destinations, Chicago O’Hare International Airport is the best airport to fly into Chicago.
How to book the cheapest flight to Chicago?
The airlines release cheapest discounted seats to Chicago well in advance for the customers to purchase their tickets beforehand and enjoy hefty discounts. These tickets are most restricted but provide a value for money deal. Customers can login on www.crystaltravel.com and check flight fares on different dates with different airline combinations. They can also call our support team at 1-866-721-7639 & our advisors can look for different route combinations to lower the fight cost further.
3. What’s the best time to book a flight to Chicago?
The tourism season remains at an all-time high during the spring and fall season in Chicago. Hence, months like April to June and September to November are the best time to visit Chicago. However, if you’re planning your vacations on a pretty limited budget, February is the cheapest month to fly into Chicago.
4. What do I get while booking flight tickets to Chicago with Crystal Travel?
Unlike others, Crystal Travel makes sure that you don’t have to face any sort of difficulty while traveling to a foreign land. Hence, our responsive customer support team is 24/7 available for all travel queries. So, it’s not just affordable prices, but it’s also the promise of safety and comfort that you get while booking flights to Chicago with Crystal Travel.
5. How many airlines fly to Chicago?
Delta Airlines, American Airlines, United Airlines, JetBlue Airways, Alaska Airlines, Spirit Airlines and Air Canada
6. What’s the best time to visit Chicago?
The months of April through May, as well as September and October, are the ideal months for traveling to Chicago since the weather is mild, a variety of festivals are held, and crowds are manageable.
7. How can I check my flight status to Chicago?
Connect with our support team via phone, email or chat, 24/7 to check the real time status of your flights to Chicago, booked with Crystal Travel. You can also check your flight status on the airline website or third party flight tracking website. Customers can also call the respective airlines support number any time to get real time flight updates.
8. Where can I learn more about changing or canceling my flight to Chicago?
If you have booked a flexible flight ticket to Chicago that allows you to change or cancel your flight booking by paying additional fees, you can can cancel of change your booking 24 hours prior to departure. We always advise to make all changes well in advance so you can get the cheaper fare. Changing your booking when travel is near is almost always expensive. You can connect with your travel partner any time & explore the available options.
9. How to get from Chicago Airport to Downtown (city center)?
It takes around 30 minutes to reach the Chicago Downtown area using airport shuttle services or a private taxi. If you are looking for affordable means to travel then the best option is to take the Blue Line train which will cost around $5 and take you to Chicago Downtown area within 45 minutes.
10. How to get through airport security fast when traveling to Chicago?
Opt for TSA PreCheck service which is a government run travel program enabling travelers to enjoy the expedited security lanes at more than 200 airports with 85 airlines. It not only saves time but also helps in reducing the hassle faced at the airport by allowing you to pass through security without removing your shoes, belt and Jacket & your laptop from bag.
11. Can I rent a car at Chicago?
You can surely rent a car at Chicago however, frequent visitors prefer public transport as it's cheaper and accessible everywhere. Al alternate to renting a car is booking an uber/lyft for your journey. Renting a car will cost you anywhere between $30-$60/day. 
12. How many non-stop flights are there to Chicago?
Flights from 20 cities fly directly into Chicago. They are:
Flights from New York (LGA) to Chicago (ORD)
Flights from Washington (DCA) to Chicago (ORD)
Flights from Boston (BOS) to Chicago (ORD)
Flights from Phoenix (PHX) to Chicago (ORD)
Flights from Dallas (DFW) to Chicago (ORD)
Flights from Denver (DEN) to Chicago (ORD)
Flights from Los Angeles (LAX) to Chicago (ORD)
Flights from New York (EWR) to Chicago (ORD)
Flights from Toronto (YYZ) to Chicago (ORD)
Flights from Orlando (MCO) to Chicago (ORD)
Flights from Minneapolis (MSP) to Chicago (ORD)
Flights from Atlanta (ATL) to Chicago (ORD)
Flights from Miami (MIA) to Chicago (ORD)
Flights from Detroit (DTW) to Chicago (ORD)
Flights from Nashville (BNA) to Chicago (ORD)
Flights from Las Vegas (LAS) to Chicago (ORD)
Flights from Charlotte (CLT) to Chicago (ORD)
Flights from Houston (IAH) to Chicago (ORD)
Flights from Saint Louis (STL) to Chicago (ORD)
Flights from Fort Myers (RSW) to Chicago (ORD)
13. How long is the flight to Chicago airport?
The average flying time to Chicago airport is 1 hour and 21 minute
14. Where can I get assistance at Chicago airport?
The professional staff in both the booths and the main office can assist with airport general information. Protective Travel Service and Crisis Intervention can also provide assistance at the airport.
15. How much are round-trip flights to Chicago?
Round trip flight to chicago starts from $47
16. Where are the most popular flights to Chicago departing from?
Most popular flights to Chicago depart from New York, Los Angeles & Washington
17. Which are the top flying routes from Chicago?
Flights from Chicago to Mexico City
Flights from Chicago to Phoenix
18. How many airports are there in Chicago?
Chicago majorly has 2 airports. They are:
1. Chicago O' Hare Airport
2. Midway International Airport
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