Cheap flights from DCA to CHI (Ronald Reagan Washington National to CHI-All Airports)

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Cheap Flights from DCA to CHI starting at $87 One Way, $165 Round Trip

Prices starting at $165 for return flights and $87 for one-way flights to CHI-All Airports were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Dec 4 - Mon, Dec 7
DCA
Washington
ORD
Chicago
$165 Roundtrip, found 2 days ago
$165
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Dec 4 from Washington to Chicago, returning Mon, Dec 7, priced at $165 found 2 days ago
Wed, Nov 11 - Sun, Nov 15
DCA
Washington
ORD
Chicago
$165 Roundtrip, found 2 days ago
$165
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Nov 11 from Washington to Chicago, returning Sun, Nov 15, priced at $165 found 2 days ago
Fri, Dec 4 - Mon, Dec 7
DCA
Washington
ORD
Chicago
$173 Roundtrip, found 2 days ago
$173
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Dec 4 from Washington to Chicago, returning Mon, Dec 7, priced at $173 found 2 days ago
Fri, Dec 4 - Mon, Dec 7
DCA
Washington
ORD
Chicago
$173 Roundtrip, found 2 days ago
$173
Roundtrip
found 2 days ago
Select United flight, departing Fri, Dec 4 from Washington to Chicago, returning Mon, Dec 7, priced at $173 found 2 days ago
Sat, Nov 21 - Tue, Dec 1
DCA
Washington
ORD
Chicago
$183 Roundtrip, found 3 days ago
$183
Roundtrip
found 3 days ago
Select United flight, departing Sat, Nov 21 from Washington to Chicago, returning Tue, Dec 1, priced at $183 found 3 days ago

Hotel Ideas near CHI-All Airports

Airport Hotels near CHI-All Airports

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$104 nightly
The price is $124 total per night from Nov 10 to Nov 11
$124 total
Nov 10 - Nov 11
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 ...
8/10 Very Good! (10,108 reviews)
"Room was really nice. Issues were just the tv quality is pretty unenjoyable, room is on the warm side and is hard to cool off, water doesn’t drain very well, air filter was icky, bath towels pretty tiny. Building is very pretty and the history of it, just needs better maintenance in rooms."

Reviewed on Oct 26, 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$122 nightly
The price is $145 total per night from Nov 22 to Nov 23
$145 total
Nov 22 - Nov 23
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 ...
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$107 nightly
The price is $127 total per night from Nov 26 to Nov 27
$127 total
Nov 26 - Nov 27
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 ...
8.8/10 Excellent! (5,569 reviews)
"The hotel and room were clean and updated. Great location near canal, theatres and shopping"

Reviewed on Oct 26, 2026

River Hotel
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.

Hotels In Chicago

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$104 nightly
The price is $124 total per night from Nov 10 to Nov 11
$124 total
Nov 10 - Nov 11
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 ...
8/10 Very Good! (10,108 reviews)
"Room was really nice. Issues were just the tv quality is pretty unenjoyable, room is on the warm side and is hard to cool off, water doesn’t drain very well, air filter was icky, bath towels pretty tiny. Building is very pretty and the history of it, just needs better maintenance in rooms."

Reviewed on Oct 26, 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$122 nightly
The price is $145 total per night from Nov 22 to Nov 23
$145 total
Nov 22 - Nov 23
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 ...
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$107 nightly
The price is $127 total per night from Nov 26 to Nov 27
$127 total
Nov 26 - Nov 27
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 ...
8.8/10 Excellent! (5,569 reviews)
"The hotel and room were clean and updated. Great location near canal, theatres and shopping"

Reviewed on Oct 26, 2026

River Hotel
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.

Chicago Hotels With Airport Transportation

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$62 nightly
The price is $70 total per night from Nov 4 to Nov 5
$70 total
Nov 4 - Nov 5
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (2,017 reviews)
"The room, towels, bed sheets were clean. Good water pressure and plenty of hot water. Only amenity was free coffee in the lobby in the morning and WiFi*. Front desk staff were very nice. Cleaning the room, making the bed, changing towels didn't seem to be scheduled on a daily basis. *Wi-Fi was very ..."

Reviewed on Oct 26, 2026

Motel 6 Elk Grove Village, IL - O'Hare
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
$101 nightly
The price is $112 total per night from Nov 1 to Nov 2
$112 total
Nov 1 - Nov 2
Total with taxes and fees
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 ...
7.6/10 Good! (1,888 reviews)
"I had such a lovely experience staying at this hotel! From the beautiful, well-maintained rooms to the wonderful breakfast buffet, everything exceeded my expectations. The rooms were absolutely gorgeous, spotless, and thoughtfully cared for, creating such a comfortable and relaxing atmosphere. I ..."

Reviewed on Oct 25, 2026

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

Comfort Suites Chicago O'Hare Airport

3 out of 5
4200 North River Road Schiller Park IL
$92 nightly
The price is $106 total per night from Nov 22 to Nov 23
$106 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
7.8/10 Good! (3,220 reviews)
"This was my first stay at a Comfort Inn, and unfortunately, the experience was very poor. I booked the hotel for two nights, but after checking in, I did not feel comfortable staying there. The hotel did not feel family-friendly, and there was a strong smell of cigarette smoke throughout the hallways.The ..."

Reviewed on Oct 26, 2026

Comfort Suites Chicago O'Hare Airport
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.

Low Priced Chicago Hotels

Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
$121 nightly
The price is $144 total per night from Nov 26 to Nov 27
$144 total
Nov 26 - Nov 27
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. ...
7.8/10 Good! (3,390 reviews)
"Comforter had yellow stains at the top. Mattress cover had rusty stains. Window was left open from prior guest. Desk staff 1/3 very rude. Breakfast attendant 1/2 rude. Bar staff 2/2 very helpful. Would not recommend this hotel."

Reviewed on Oct 25, 2026

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St Chicago IL
$106 nightly
The price is $126 total per night from Nov 12 to Nov 13
$126 total
Nov 12 - Nov 13
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
7.8/10 Good! (2,947 reviews)
"This is for the travelers who don’t spend much time in their room. It’s clean and has the basic amenities. The staff is friendly. The property is older and the room is dated, but I didn’t mind. Location is a 10/10"

Reviewed on Oct 25, 2026

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave Elk Grove Village IL
$62 nightly
The price is $70 total per night from Nov 4 to Nov 5
$70 total
Nov 4 - Nov 5
Total with taxes and fees
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
7.8/10 Good! (2,017 reviews)
"The room, towels, bed sheets were clean. Good water pressure and plenty of hot water. Only amenity was free coffee in the lobby in the morning and WiFi*. Front desk staff were very nice. Cleaning the room, making the bed, changing towels didn't seem to be scheduled on a daily basis. *Wi-Fi was very ..."

Reviewed on Oct 26, 2026

Motel 6 Elk Grove Village, IL - O'Hare
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.

Family Friendly Hotels in Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4 out of 5
511 North Columbus Drive Chicago IL
$143 nightly
The price is $170 total per night from Nov 24 to Nov 25
$170 total
Nov 24 - Nov 25
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (3,029 reviews)
"The view from the lake view hotel suite was excellent. Loved the free buffet breakfast and the two complimentary cocktails each evening. The staff was exceptional! Great stay!"

Reviewed on Oct 25, 2026

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
$153 nightly
The price is $181 total per night from Nov 24 to Nov 25
$181 total
Nov 24 - Nov 25
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 ...
8.6/10 Excellent! (2,733 reviews)
"Very disappointed in the cleanliness"

Reviewed on Oct 25, 2026

Palmer House a Hilton Hotel
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
$127 nightly
The price is $151 total per night from Nov 23 to Nov 24
$151 total
Nov 23 - Nov 24
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.6/10 Excellent! (5,987 reviews)
"Always a great stay, location is the best!"

Reviewed on Oct 25, 2026

Embassy Suites by Hilton Chicago Downtown River North
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.

DCA to CHI Route Info

Origin Airport
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date

Map To Nearby Hotels

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

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