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 $148 for round trip flights and $83 for one-way flights in the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, May 2 - Sat, May 9
PHX
Phoenix
ORD
Chicago
$148 Roundtrip, found 4 days ago
$148
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, May 2 from Phoenix to Chicago, returning Sat, May 9, priced at $148 found 4 days ago
Tue, Sep 8 - Wed, Sep 9
PHX
Phoenix
ORD
Chicago
$165 Roundtrip, found 5 days ago
$165
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Sep 8 from Phoenix to Chicago, returning Wed, Sep 9, priced at $165 found 5 days ago
Sat, May 30 - Tue, Jun 2
PHX
Phoenix
ORD
Chicago
$182 Roundtrip, found 3 days ago
$182
Roundtrip
found 3 days ago
Select United flight, departing Sat, May 30 from Phoenix to Chicago, returning Tue, Jun 2, priced at $182 found 3 days ago
Mon, May 11 - Thu, May 14
PHX
Phoenix
MDW
Chicago
$185 Roundtrip, found 4 days ago
$185
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, May 11 from Phoenix to Chicago, returning Thu, May 14, priced at $185 found 4 days ago
Sat, May 30 - Tue, Jun 2
PHX
Phoenix
ORD
Chicago
$186 Roundtrip, found 3 days ago
$186
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, May 30 from Phoenix to Chicago, returning Tue, Jun 2, priced at $186 found 3 days ago
Tue, Apr 28 - Sat, May 2
PHX
Phoenix
ORD
Chicago
$187 Roundtrip, found 3 days ago
$187
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Apr 28 from Phoenix to Chicago, returning Sat, May 2, priced at $187 found 3 days ago

Hotels near CHI-All Airports Airport (CHI)

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
$125 nightly
The price is $147 total per night from Apr 28 to Apr 29
$147 total
Apr 28 - Apr 29
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! (2,647 reviews)
great location. clean. convenient

Reviewed on Apr 27, 2026

Opens in a new windowHotel Felix River North/Magnificent Mile
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$123 nightly
The price is $146 total per night from May 25 to May 26
$146 total
May 25 - May 26
Total with taxes and fees
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 rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
8.8/10 Excellent! (5,140 reviews)
Great place,staff and location we will be back again for the 3rd time

Reviewed on Apr 27, 2026

Opens in a new windowRiver Hotel
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
$116 nightly
The price is $138 total per night from May 25 to May 26
$138 total
May 25 - May 26
Total with taxes and fees
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 staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
8.8/10 Excellent! (3,465 reviews)
I was only in town for one day. But it was an easy seamless check-in. The room was clean and bathroom was clean. Everything in the room work and I had no need to call or any assistance. The checkout was very simple was done on my phone as I walk down the hallway before leaving.

Reviewed on Apr 26, 2026

Opens in a new windowClub Quarters Hotel, Central Loop, Chicago
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Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
$139 nightly
The price is $165 total per night from May 10 to May 11
$165 total
May 10 - May 11
Total with taxes and fees
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 staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
9/10 Wonderful! (4,208 reviews)
Great location to a bunch of restaurants and nightly activities

Reviewed on Apr 27, 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
$163 nightly
The price is $194 total per night from May 27 to May 28
$194 total
May 27 - May 28
Total with taxes and fees
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 Riverwalk are located nearby.
9.4/10 Exceptional! (3,975 reviews)
The hotel always smelled so good and clean. Staff was very helpful and attentive. The rooms were very spacious and comfortable. The location was also very close to everything! I highly recommend this hotel.

Reviewed on Apr 27, 2026

Opens in a new windowHotel Riu Plaza Chicago
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
$169 nightly
The price is $201 total per night from May 25 to May 26
$201 total
May 25 - May 26
Total with taxes and fees
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 clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
8.8/10 Excellent! (2,285 reviews)
.

Reviewed on Apr 26, 2026

Opens in a new windowHoliday Inn Chicago Dwtn - The Mart by IHG
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$133 nightly
The price is $159 total per night from May 8 to May 9
$159 total
May 8 - May 9
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! (10,148 reviews)
Shower only had hot water about half the time, then lukewarm. This is an older hotel with very small bathroom and dated. For the price, expected better. Beds were comfortable though. Hotel does not have its own parking and the lot behind was full on Friday evening, but was able to park across the ...

Reviewed on Apr 27, 2026

Opens in a new windowCongress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$168 nightly
The price is $195 total per night from May 25 to May 26
$195 total
May 25 - May 26
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
8.6/10 Excellent! (2,414 reviews)
Beaux art beauty in downtown Chicago, walkable from Union Station and close to everything. History, charm, great for a weekend stay.

Reviewed on Apr 27, 2026

Opens in a new windowPalmer House a Hilton Hotel
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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.