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Chicago

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Chicago Flights as Low as $125

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

Frontier Airlines
Thu, Aug 6 - Fri, Aug 21
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$125 Roundtrip, found 5 days ago
$125
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Thu, Aug 6 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Fri, Aug 21, priced at $125 found 5 days ago
Frontier Airlines
Tue, Aug 25 - Sun, Sep 13
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$127 Roundtrip, found 5 days ago
$127
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Aug 25 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Sep 13, priced at $127 found 5 days ago
Frontier Airlines
Mon, Aug 24 - Sun, Sep 13
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$130 Roundtrip, found 5 days ago
$130
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, Aug 24 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Sep 13, priced at $130 found 5 days ago
Frontier Airlines
Sat, Sep 5 - Wed, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$165 Roundtrip, found 1 day ago
$165
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Sep 5 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Wed, Sep 9, priced at $165 found 1 day ago
Bargain Flight
Tue, Aug 18 - Fri, Aug 21
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$170 Roundtrip, found 2 days ago
$170
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Tue, Aug 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Fri, Aug 21, priced at $170 found 2 days ago
Frontier Airlines
Tue, Aug 25 - Sun, Sep 6
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$177 Roundtrip, found 4 days ago
$177
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Aug 25 from Los Angeles Intl. to O'Hare Intl., returning Sun, Sep 6, priced at $177 found 4 days ago
American Airlines
Tue, Aug 18 - Tue, Sep 1
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$221 Roundtrip, found 18 hours ago
$221
Roundtrip
found 18 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 $221 found 18 hours ago
Bargain Flight
Tue, Oct 6 - Sat, Oct 10
AUS
Austin-Bergstrom Intl.
ORD
O'Hare Intl.
$222 Roundtrip, found 1 day ago
$222
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Oct 6 from Austin-Bergstrom Intl. to O'Hare Intl., returning Sat, Oct 10, priced at $222 found 1 day ago
Delta
Tue, Aug 18 - Tue, Sep 1
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$231 Roundtrip, found 18 hours ago
$231
Roundtrip
found 18 hours ago
Select Delta flight, departing Tue, Aug 18 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Sep 1, priced at $231 found 18 hours ago
Frontier Airlines
Thu, Aug 27 - Sat, Aug 29
LAX
Los Angeles Intl.
MDW
Midway Intl.
$240 Roundtrip, found 9 hours ago
$240
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Thu, Aug 27 from Los Angeles Intl. to Midway Intl., returning Sat, Aug 29, priced at $240 found 9 hours ago
American Airlines
Wed, Sep 2 - Tue, Sep 8
LAX
Los Angeles Intl.
RFD
Greater Rockford
$250 Roundtrip, found 1 hour ago
$250
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Sep 2 from Los Angeles Intl. to Greater Rockford, returning Tue, Sep 8, priced at $250 found 1 hour ago
Delta
Tue, Sep 8 - Tue, Sep 15
AUS
Austin-Bergstrom Intl.
MDW
Midway Intl.
$287 Roundtrip, found 6 days ago
$287
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Sep 8 from Austin-Bergstrom Intl. to Midway Intl., returning Tue, Sep 15, priced at $287 found 6 days ago
Alaska Airlines
Wed, Oct 28 - Tue, Nov 3
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$297 Roundtrip, found 1 day ago
$297
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Wed, Oct 28 from Los Angeles Intl. to O'Hare Intl., returning Tue, Nov 3, priced at $297 found 1 day ago
JetBlue Airways
Tue, Aug 18 - Tue, Sep 1
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$299 Roundtrip, found 18 hours ago
$299
Roundtrip
found 18 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 $299 found 18 hours ago
American Airlines
Thu, Jul 30 - Sat, Aug 1
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$403 Roundtrip, found 1 day ago
$403
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Jul 30 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Sat, Aug 1, priced at $403 found 1 day ago
Sun Country Airlines
Thu, Oct 22 - Mon, Oct 26
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$413 Roundtrip, found 3 days ago
$413
Roundtrip
found 3 days ago
Select Sun Country Airlines flight, departing Thu, Oct 22 from Los Angeles Intl. to O'Hare Intl., returning Mon, Oct 26, priced at $413 found 3 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 August, 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 $125, 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 $125 right now, why wait?

Chicago Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$125

Last Minute Hotel Deals in Chicago

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
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The Chicago Hotel Collection Ambassador Gold Coast
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,900 reviews)
"Not that this is a bad thing but we found the hotel so overly large and not easy to navigate. To start we stood in a line to check in only to find that is wasn’t a line at all. Two people in the reception area did not cover all the people that were standing in and around the counters. Second there ..."

Reviewed on Jul 25, 2026

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Hyatt Regency O'Hare Chicago
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
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The Wade
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 ...
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Hilton Chicago O'Hare Airport
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful ...
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Omni Chicago Hotel
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! (10,295 reviews)
"It was nice to be able to stay in a hotel that was closer to a 24-hour time than any have ever been in before. Checkin at 3:00 and check out at noon worked great for us to make the most of one night stay there. Expedia fail regarding parking options and pricing. However, I called the hotel directly ..."

Reviewed on Jul 25, 2026

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Congress Plaza Hotel
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 ...
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Hotel Riu Plaza Chicago
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
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Hyatt Regency McCormick Place Chicago
See all 5,365 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! (1,826 reviews)
"Cleaning smell and attention"

Reviewed on Jul 25, 2026

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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 ...
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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 ...
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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 ...
8.4/10 Very Good! (1,003 reviews)
"Clean rooms , basic breakfast good but not more ."

Reviewed on Jul 25, 2026

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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 ...
9.4/10 Exceptional! (2,120 reviews)
"Very quiet and convenient. About a 20 minute walk from the Rosemont CTA stop. The nearby Des Plaines Riverwalk is a great place for walking."

Reviewed on Jul 25, 2026

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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 (1,006 reviews)
"DO NOT BOOK HERE Mold Families lives here like an extended stay Mold Microwave did not work Bed sheets were filthy Bathroom filthy Towels dirty Mold"

Reviewed on Jul 24, 2026

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Carlton Inn Midway
See all 5,365 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.