Best Flight From Sky Harbor Intl. To CHI

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Amazing PHX to CHI Flight Deals

The cheapest flights to CHI-All Airports were $189 for round trip flights and $89 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Nov 5 - Fri, Nov 6
PHX
Phoenix
ORD
Chicago
$189 Roundtrip, found 2 hours ago
$189
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, Nov 5 from Phoenix to Chicago, returning Fri, Nov 6, priced at $189 found 2 hours ago
Wed, Aug 12 - Sat, Aug 15
PHX
Phoenix
ORD
Chicago
$196 Roundtrip, found 1 day ago
$196
Roundtrip
found 1 day ago
Select United flight, departing Wed, Aug 12 from Phoenix to Chicago, returning Sat, Aug 15, priced at $196 found 1 day ago
Wed, Aug 12 - Sat, Aug 15
PHX
Phoenix
ORD
Chicago
$196 Roundtrip, found 1 day ago
$196
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 12 from Phoenix to Chicago, returning Sat, Aug 15, priced at $196 found 1 day ago
Sun, Oct 11 - Thu, Oct 15
PHX
Phoenix
ORD
Chicago
$205 Roundtrip, found 1 day ago
$205
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Oct 11 from Phoenix to Chicago, returning Thu, Oct 15, priced at $205 found 1 day ago
Wed, Aug 12 - Sat, Aug 15
PHX
Phoenix
ORD
Chicago
$206 Roundtrip, found 1 day ago
$206
Roundtrip
found 1 day ago
Select United flight, departing Wed, Aug 12 from Phoenix to Chicago, returning Sat, Aug 15, priced at $206 found 1 day ago
Wed, Aug 12 - Sat, Aug 15
PHX
Phoenix
ORD
Chicago
$216 Roundtrip, found 1 day ago
$216
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 12 from Phoenix to Chicago, returning Sat, Aug 15, priced at $216 found 1 day ago

Hotels near CHI-All Airports Airport (CHI)

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$136 nightly
The price is $162 total per night from Jun 29 to Jun 30
$162 total
Jun 29 - Jun 30
Total with taxes and fees
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 the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
8/10 Very Good! (10,248 reviews)
"Old building that could really use a remodel. I've stayed in many hotels in the loop and somehow the sound from outside penetrated much more than most. The doormen were excellent though. They were very helpful and nice."

Reviewed on Jun 11, 2026

Opens in a new windowCongress Plaza Hotel
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
$135 nightly
The price is $154 total per night from Jun 28 to Jun 29
$154 total
Jun 28 - Jun 29
Total with taxes and fees
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 and the clean rooms in our reviews. Popular attractions Rosemont Theatre and Allstate Arena are located nearby.
8.8/10 Excellent! (2,647 reviews)
"The shuttle was a plus!"

Reviewed on Jun 10, 2026

Opens in a new windowHyatt Regency O'Hare Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
$208 nightly
The price is $244 total per night from Jul 3 to Jul 4
$244 total
Jul 3 - Jul 4
Total with taxes and fees
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 staff and the clean rooms in our reviews. Popular attractions Rosemont Theatre and Allstate Arena are located nearby.
8.4/10 Very Good! (2,336 reviews)
"Todo estuvo muy bueno"

Reviewed on Jun 11, 2026

Opens in a new windowHilton Chicago O'Hare Airport
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The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
$162 nightly
The price is $192 total per night from Jun 30 to Jul 1
$192 total
Jun 30 - Jul 1
Total with taxes and fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
7.8/10 Good! (1,557 reviews)
"The hotel was clean and the rooms were decent. Did like the fact. I didn't like the fact there is no mirrors in the whole room except for the one in the bathroom. Also for the price that they charge I feel they should have had daily housekeeping but it was only offered after a 3-day stay. I asked ..."

Reviewed on Jun 11, 2026

Opens in a new windowThe Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$154 nightly
The price is $183 total per night from Jul 1 to Jul 2
$183 total
Jul 1 - Jul 2
Total with taxes and fees
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 staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
8.2/10 Very Good! (1,587 reviews)
"What a scam for $350+ a night. Our first room was disgusting; it looked like there was crusty throw up on the carpet and the bathroom was not clean and there was dust everywhere. You don’t even get a microwave in your room. The bathroom is so small. The furniture in the room is so dated and stained. ..."

Reviewed on Jun 11, 2026

Opens in a new windowThe Chicago Hotel Collection Ambassador Gold Coast
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
$177 nightly
The price is $210 total per night from Jun 30 to Jul 1
$210 total
Jun 30 - Jul 1
Total with taxes and fees
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 staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
8.2/10 Very Good! (2,782 reviews)
"Gray stay, centrally located"

Reviewed on Jun 10, 2026

Opens in a new windowHotel Felix River North/Magnificent Mile
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave Chicago IL
$224 nightly
The price is $267 total per night from Jul 1 to Jul 2
$267 total
Jul 1 - Jul 2
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
9.2/10 Wonderful! (3,092 reviews)
"Clean room Good breakfast"

Reviewed on Jun 10, 2026

Opens in a new windowInterContinental Chicago Magnificent Mile by IHG
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
$145 nightly
The price is $172 total per night from Jul 5 to Jul 6
$172 total
Jul 5 - Jul 6
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
8/10 Very Good! (3,095 reviews)
"I booked at king size bed room and ended up being put in a room with other guest when i didnt book a a quad room i booked a king size private room. Very disappointed."

Reviewed on Jun 10, 2026

Opens in a new windowFreehand Chicago
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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 Picks

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.