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 $78

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

Frontier Airlines
Wed, May 27 - Thu, May 28
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$78 Roundtrip, found 1 hour ago
$78
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, May 27 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Thu, May 28, priced at $78 found 1 hour ago
Frontier Airlines
Tue, Jun 2 - Wed, Jun 3
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$84 Roundtrip, found 21 hours ago
$84
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Tue, Jun 2 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Wed, Jun 3, priced at $84 found 21 hours ago
Frontier Airlines
Wed, May 27 - Sat, May 30
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$144 Roundtrip, found 18 hours ago
$144
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Wed, May 27 from Los Angeles Intl. to O'Hare Intl., returning Sat, May 30, priced at $144 found 18 hours ago
Bargain Flight
Sat, Aug 1 - Sat, Aug 1
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$166 Roundtrip, found 1 hour ago
$166
Roundtrip
found 1 hour ago
Select Bargain Flight flight, departing Sat, Aug 1 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Aug 1, priced at $166 found 1 hour ago
Bargain Flight
Sun, Jul 19 - Wed, Jul 22
BWI
Baltimore Washington Intl. Thurgood Marshall
ORD
O'Hare Intl.
$181 Roundtrip, found 4 days ago
$181
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Sun, Jul 19 from Baltimore Washington Intl. Thurgood Marshall to O'Hare Intl., returning Wed, Jul 22, priced at $181 found 4 days ago
Frontier Airlines
Tue, May 12 - Sat, May 30
BWI
Baltimore Washington Intl. Thurgood Marshall
MDW
Midway Intl.
$185 Roundtrip, found 2 hours ago
$185
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, May 12 from Baltimore Washington Intl. Thurgood Marshall to Midway Intl., returning Sat, May 30, priced at $185 found 2 hours ago
Spirit Airlines
Sat, Aug 1 - Sat, Aug 1
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$186 Roundtrip, found 1 hour ago
$186
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Aug 1 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Aug 1, priced at $186 found 1 hour ago
American Airlines
Tue, Aug 18 - Tue, Sep 1
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 4 hours ago
$197
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Tue, Aug 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Sep 1, priced at $197 found 4 hours ago
Delta
Tue, Aug 18 - Tue, Sep 1
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 4 hours ago
$197
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Aug 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Sep 1, priced at $197 found 4 hours ago
American Airlines
Tue, May 26 - Tue, Jun 2
BWI
Baltimore Washington Intl. Thurgood Marshall
RFD
Greater Rockford
$201 Roundtrip, found 23 hours ago
$201
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Tue, May 26 from Baltimore Washington Intl. Thurgood Marshall to Greater Rockford, returning Tue, Jun 2, priced at $201 found 23 hours ago
Frontier Airlines
Tue, May 19 - Thu, May 28
LAX
Los Angeles Intl.
MDW
Midway Intl.
$216 Roundtrip, found 3 hours ago
$216
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, May 19 from Los Angeles Intl. to Midway Intl., returning Thu, May 28, priced at $216 found 3 hours ago
Alaska Airlines
Fri, May 29 - Wed, Jun 3
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$293 Roundtrip, found 1 day ago
$293
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Fri, May 29 from Los Angeles Intl. to O'Hare Intl., returning Wed, Jun 3, priced at $293 found 1 day ago
American Airlines
Thu, Jun 4 - Sat, Jun 6
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$306 Roundtrip, found 2 hours ago
$306
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Thu, Jun 4 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Sat, Jun 6, priced at $306 found 2 hours ago
American Airlines
Sun, May 24 - Sun, May 31
LAX
Los Angeles Intl.
RFD
Greater Rockford
$344 Roundtrip, found 1 day ago
$344
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, May 24 from Los Angeles Intl. to Greater Rockford, returning Sun, May 31, priced at $344 found 1 day ago
JetBlue Airways
Tue, Aug 18 - Tue, Sep 1
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$383 Roundtrip, found 4 hours ago
$383
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Tue, Aug 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Sep 1, priced at $383 found 4 hours ago
Sun Country Airlines
Wed, Jul 1 - Fri, Jul 3
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$498 Roundtrip, found 3 hours ago
$498
Roundtrip
found 3 hours ago
Select Sun Country Airlines flight, departing Wed, Jul 1 from Los Angeles Intl. to O'Hare Intl., returning Fri, Jul 3, priced at $498 found 3 hours 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 May, 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 14 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 $78, 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 $78 right now, why wait?

Chicago Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$78

Last Minute Hotel Deals in Chicago

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (2,657 reviews)
Great location nice hotel!

Reviewed on Apr 28, 2026

Get rates
Hotel Felix River North/Magnificent Mile
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,143 reviews)
Everything was great until morning then our room filled up with smoke otherwise it was good

Reviewed on Apr 27, 2026

Get rates
River Hotel
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (3,473 reviews)
great views and clean rooms!

Reviewed on Apr 28, 2026

Get rates
Club Quarters Hotel, Central Loop, Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,280 reviews)
If you get stuck at O’Hare Airport overnight then this is the place to stay

Reviewed on Apr 27, 2026

Get rates
Hilton Chicago O'Hare Airport
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (3,988 reviews)
Great selection at the breakfast buffet. Awesome rooftop bar. Very clean.

Reviewed on Apr 28, 2026

Get rates
Hotel Riu Plaza Chicago
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 ...
9/10 Wonderful! (4,226 reviews)
The property was a bit dated, but the location made up for it. The room was spacious and the air conditioner worked perfectly!

Reviewed on Apr 28, 2026

Get rates
Hilton Chicago/Magnificent Mile Suites
Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG

3 out of 5
350 West Wolf Point Plaza, Building 2 Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (2,292 reviews)
The pool was ice cold.

Reviewed on Apr 27, 2026

Get rates
Holiday Inn Chicago Dwtn - The Mart by IHG
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 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,160 reviews)
The location is ideal - cross the street and you are greeted with a large park which looks well maintained. There are plenty of dining options in the area within walking distance. Rideshare or cabs are plentiful. The staff were terrific. From the front desk to the maid service. All were friendly ...

Reviewed on Apr 28, 2026

Get rates
Congress Plaza Hotel
See all 5,562 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
Book a stay at this business-friendly hotel in Elk Grove Village. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
7.6/10 Good! (1,655 reviews)
La señora que arregla las habitaciones es lo único rescatable, los del front desk tratan mal.

Reviewed on Apr 26, 2026

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
Book a stay at this golf hotel in Bensenville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
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 ...
9.2/10 Wonderful! (2,268 reviews)
Breakfast was good, nice variety and the staff is amazing!

Reviewed on Apr 28, 2026

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
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
8.2/10 Very Good! (1,003 reviews)
All good

Reviewed on Apr 28, 2026

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
Book a stay at this luxury hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful ...
9.6/10 Exceptional! (2,042 reviews)
Staff was very helpful and kind. Place was clean. The hotel restaurant was perfect for a late bite to eat and drinks were perfect. The staff was what I appreciate the most. I'll be staying here again.

Reviewed on Apr 27, 2026

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 ...
6.2/10 (1,004 reviews)
The pictures on the website is a lie. The rooms are alot smaller. Bathroom door didn't fully work. Supposed to be a queen size bed but gave me a full size. Bed was super hard. Staff didn't want to bring extra pillows. Had a 2 night stay but left after first night.

Reviewed on Apr 19, 2026

Get rates
Carlton Inn Midway
See all 5,562 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.