Search Cheap Flights to
Chicago

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Chicago Flights as Low as $90

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Sat, Oct 18 - Sat, Oct 18
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$90 Roundtrip, found 6 hours ago
$90
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sat, Oct 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Oct 18, priced at $90 found 6 hours ago
Frontier Airlines
Fri, Oct 24 - Sat, Nov 1
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$92 Roundtrip, found 11 hours ago
$92
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Fri, Oct 24 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sat, Nov 1, priced at $92 found 11 hours ago
Frontier Airlines
Tue, Oct 7 - Tue, Oct 14
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$100 Roundtrip, found 11 hours ago
$100
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Tue, Oct 7 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Oct 14, priced at $100 found 11 hours ago
Frontier Airlines
Sat, Nov 8 - Tue, Nov 11
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$103 Roundtrip, found 6 days ago
$103
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Nov 8 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Nov 11, priced at $103 found 6 days ago
Frontier Airlines
Mon, Oct 6 - Thu, Oct 16
CLT
Charlotte-Douglas Intl.
ORD
O'Hare Intl.
$106 Roundtrip, found 7 hours ago
$106
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Mon, Oct 6 from Charlotte-Douglas Intl. to O'Hare Intl., returning Thu, Oct 16, priced at $106 found 7 hours ago
Frontier Airlines
Fri, Sep 5 - Sun, Sep 7
LAS
Harry Reid Intl.
ORD
O'Hare Intl.
$116 Roundtrip, found 10 hours ago
$116
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Fri, Sep 5 from Harry Reid Intl. to O'Hare Intl., returning Sun, Sep 7, priced at $116 found 10 hours ago
United
Sat, Dec 6 - Sat, Dec 6
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$132 Roundtrip, found 8 hours ago
$132
Roundtrip
found 8 hours ago
Select United flight, departing Sat, Dec 6 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Dec 6, priced at $132 found 8 hours ago
American Airlines
Sat, Oct 18 - Sat, Oct 18
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$134 Roundtrip, found 6 hours ago
$134
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Sat, Oct 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Oct 18, priced at $134 found 6 hours ago
Spirit Airlines
Fri, Oct 10 - Sun, Oct 12
LAS
Harry Reid Intl.
ORD
O'Hare Intl.
$146 Roundtrip, found 9 hours ago
$146
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Fri, Oct 10 from Harry Reid Intl. to O'Hare Intl., returning Sun, Oct 12, priced at $146 found 9 hours ago
Frontier Airlines
Sun, Oct 26 - Thu, Oct 30
CLT
Charlotte-Douglas Intl.
MDW
Midway Intl.
$154 Roundtrip, found 9 hours ago
$154
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Sun, Oct 26 from Charlotte-Douglas Intl. to Midway Intl., returning Thu, Oct 30, priced at $154 found 9 hours ago
Delta
Wed, Dec 17 - Wed, Dec 17
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$192 Roundtrip, found 4 days ago
$192
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Dec 17 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Dec 17, priced at $192 found 4 days ago
Alaska Airlines
Fri, Oct 24 - Mon, Oct 27
LAS
Harry Reid Intl.
ORD
O'Hare Intl.
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Fri, Oct 24 from Harry Reid Intl. to O'Hare Intl., returning Mon, Oct 27, priced at $202 found 1 day ago
Sun Country Airlines
Fri, Oct 24 - Mon, Oct 27
LAS
Harry Reid Intl.
ORD
O'Hare Intl.
$266 Roundtrip, found 1 day ago
$266
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Fri, Oct 24 from Harry Reid Intl. to O'Hare Intl., returning Mon, Oct 27, priced at $266 found 1 day ago
JetBlue Airways
Wed, Oct 15 - Wed, Oct 22
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$283 Roundtrip, found 1 day ago
$283
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Oct 15 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Oct 22, priced at $283 found 1 day ago
KEY LIME AIR DBA DENVER AIR CONNECTION
Tue, Dec 23 - Tue, Dec 30
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$325 Roundtrip, found 22 hours ago
$325
Roundtrip
found 22 hours ago
Select KEY LIME AIR DBA DENVER AIR CONNECTION flight, departing Tue, Dec 23 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Dec 30, priced at $325 found 22 hours ago
American Airlines
Tue, Feb 17 - Thu, Feb 19
LAS
Harry Reid Intl.
RFD
Greater Rockford
$404 Roundtrip, found 2 days ago
$404
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Feb 17 from Harry Reid Intl. to Greater Rockford, returning Thu, Feb 19, priced at $404 found 2 days ago

Cheap Flights to Chicago

Fall in love at first flight with your vacation to Chicago by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Chicago on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Chicago, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Chicago

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chicago with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the CHI airport.

What is the cheapest month to fly to Chicago?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Chicago are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chicago?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Chicago.

What airport is best to fly into Chicago?

When you’re planning your trip to Chicago, convenience is the name of the game. Luckily, Chicago Midway Intl. Airport is nearby so you can deplane and get going on checking off everything on your Chicago must-do list.

How much are flights to Chicago?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chicago on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $90, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Chicago?

The trick to saving a stack of cash on your flight to Chicago? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $90 right now, why wait?

Chicago Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$89

Last Minute Hotel Deals in Chicago

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
Get rates
Embassy Suites by Hilton Chicago Downtown River North
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
Get rates
Congress Plaza Hotel
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...
Get rates
The Wade
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Get rates
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
Get rates
Hilton Chicago/Magnificent Mile Suites
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
Get rates
citizenM Chicago Downtown
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
Get rates
Freehand Chicago
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
Get rates
InterContinental Chicago Magnificent Mile by IHG
See all 5,362 properties in Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Hotels With Free Airport Shuttle

Super 8 by Wyndham Chicago O'Hare Airport

Super 8 by Wyndham Chicago O'Hare Airport

3.5 out of 5
2951 Touhy Ave, Elk Grove Village, IL
Stay at this 3.5-star business-friendly hotel in Elk Grove Village. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
Get rates
Super 8 by Wyndham Chicago O'Hare Airport
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue, Bensenville, IL
Stay at this 3-star golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
Get rates
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Hampton Inn Chicago-O'Hare International Airport

Hampton Inn Chicago-O'Hare International Airport

2.5 out of 5
3939 N Mannheim Rd, Schiller Park, IL
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Get rates
Hampton Inn Chicago-O'Hare International Airport
Holiday Inn Chicago O'Hare Area by IHG

Holiday Inn Chicago O'Hare Area by IHG

3 out of 5
5615 North Cumberland Avenue, Chicago, IL
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Get rates
Holiday Inn Chicago O'Hare Area by IHG
Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel

4.5 out of 5
5300 N River Rd, Rosemont, IL
Stay at this 4.5-star luxury hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the ...
Get rates
Loews Chicago O'Hare Hotel
Carlton Inn Midway

Carlton Inn Midway

2 out of 5
4944 S Archer Ave, Chicago, IL
Book a stay at this business-friendly motel in Chicago. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Get rates
Carlton Inn Midway
See all 5,362 properties in Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.