Washington to Chicago DCA, IAD → MDW, ORD
Ronald Reagan National Airport (DCA), Washington Dulles International Airport (IAD) → Chicago Midway International Airport (MDW), O'Hare International Airport (ORD)
The cheapest return found recently is $229 with Frontier Airlines, 4 Nov – 7 Nov, found 2 days ago. The cheapest one-way found recently is $114 with Frontier Airlines, 25 Nov, found 3 days ago.
Return
The cheapest return fare on each of 15 departure dates is usually $340 to $415.
Cheapest return found recently
$229
4 Nov – 7 Nov · Frontier Airlines
Washington Dulles International Airport (IAD) → Chicago Midway International Airport (MDW)
Leaves 6:07 p.m. · Return leaves 7:05 a.m. · 15 h 47 min of travel, both ways together
out 1 stop, back 1 stop
found 2 days ago
Cheapest nonstop return
$387
23 Mar 2027 – 27 Mar 2027 · American Airlines
Ronald Reagan National Airport (DCA) → O'Hare International Airport (ORD)
Leaves 1:05 p.m. · Return leaves 9:05 p.m. · 4 h 18 min of travel, both ways together
out nonstop, back nonstop
found 3 days ago
Found recently, and the cheapest we hold
$229 4 Nov – 7 Novfound 2 days agoSee prices for these dates
$176 8 Dec – 13 Decfound 4 days agoSee prices for these dates
What have prices looked like?
Over 25 days, 24 Sept to 18 Oct, the cheapest return we saw each day was $167 to $302.
25 days is a short history, so treat this range as an early guide.
Those were the prices on those days, not today's.
Is this a good return price?
Compared with the cheapest return fare on each of 15 departure dates from 25 Oct to 25 Mar 2027, found by travelers' searches in the last 7 days (economy, the price the seller showed on Aviasales). The usual range is the middle half of those prices.
Could nearby dates be cheaper?
No. We hold 3-night return fares on 1 other departure date within 3 days of 4 Nov, and it is not cheaper.
Every date we hold
49 fares on 15 departure dates
See the chart as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 25 Oct – 26 Oct | $374 | Frontier Airlines | Washington Dulles International Airport (IAD) → O'Hare International Airport (ORD) | out 1 stop, back 1 stop | found 4 days ago | See prices for these dates |
| 26 Oct – 27 Oct | $346 | Frontier Airlines | Ronald Reagan National Airport (DCA) → O'Hare International Airport (ORD) | out 1 stop, back 1 stop | found 2 days ago | See prices for these dates |
| 1 Nov – 4 Nov | $328 | Frontier Airlines | Washington Dulles International Airport (IAD) → O'Hare International Airport (ORD) | out 1 stop, back 1 stop | found 4 days ago | See prices for these dates |
| 4 Nov – 7 Nov | $229 | Frontier Airlines | Washington Dulles International Airport (IAD) → Chicago Midway International Airport (MDW) | out 1 stop, back 1 stop | found 2 days ago | See prices for these dates |
| 27 Nov – 29 Nov | $334 | Frontier Airlines | Washington Dulles International Airport (IAD) → O'Hare International Airport (ORD) | out 1 stop, back 2 stops | found 5 days ago | See prices for these dates |
| 29 Nov – 29 Nov | $519 | United Airlines | Washington Dulles International Airport (IAD) → O'Hare International Airport (ORD) | out nonstop, back nonstop | found 3 days ago | See prices for these dates |
| 8 Dec – 13 Dec | $176 | Frontier Airlines | Washington Dulles International Airport (IAD) → O'Hare International Airport (ORD) | out 1 stop, back 1 stop | found 4 days ago | See prices for these dates |
| 18 Mar 2027 – 23 Mar 2027 | $415 | United Airlines | Ronald Reagan National Airport (DCA) → O'Hare International Airport (ORD) | out nonstop, back nonstop | found 3 days ago | See prices for these dates |
| 19 Mar 2027 – 23 Mar 2027 | $432 | Southwest Airlines | Ronald Reagan National Airport (DCA) → Chicago Midway International Airport (MDW) | out nonstop, back nonstop | found 3 days ago | See prices for these dates |
| 20 Mar 2027 – 24 Mar 2027 | $415 | United Airlines | Ronald Reagan National Airport (DCA) → O'Hare International Airport (ORD) | out nonstop, back nonstop | found 3 days ago | See prices for these dates |
| 21 Mar 2027 – 24 Mar 2027 | $442 | United Airlines | Washington Dulles International Airport (IAD) → O'Hare International Airport (ORD) | out nonstop, back nonstop | found 3 days ago | See prices for these dates |
| 22 Mar 2027 – 25 Mar 2027 | $402 | American Airlines | Ronald Reagan National Airport (DCA) → O'Hare International Airport (ORD) | out 1 stop, back nonstop | found 3 days ago | See prices for these dates |
| 23 Mar 2027 – 27 Mar 2027 | $387 | American Airlines | Ronald Reagan National Airport (DCA) → O'Hare International Airport (ORD) | out nonstop, back nonstop | found 3 days ago | See prices for these dates |
| 24 Mar 2027 – 29 Mar 2027 | $408 | United Airlines | Washington Dulles International Airport (IAD) → O'Hare International Airport (ORD) | out nonstop, back nonstop | found 3 days ago | See prices for these dates |
| 25 Mar 2027 – 29 Mar 2027 | $413 | United Airlines | Washington Dulles International Airport (IAD) → O'Hare International Airport (ORD) | out nonstop, back nonstop | found 3 days ago | See prices for these dates |
Which month looks cheapest?
December 2026 is the cheapest month — from $176.
Airlines on the cheapest dates: Frontier Airlines, United Airlines, American Airlines, Southwest Airlines.
One-way
The cheapest one-way fare on each of 4 departure dates is usually $107 to $162.
Cheapest one-way found recently
$114
25 Nov · Frontier Airlines
Ronald Reagan National Airport (DCA) → O'Hare International Airport (ORD)
Leaves 6:00 p.m. · 7 h 53 min trip
1 stop
found 3 days ago
Cheapest nonstop one-way
$170
30 Nov · United Airlines
Ronald Reagan National Airport (DCA) → O'Hare International Airport (ORD)
Leaves 6:25 a.m. · 2 h 18 min trip
nonstop
found 3 days ago
Found recently, and the cheapest we hold
$114 25 Novfound 3 days agoOpen this trip
$87 5 Decfound 6 days agoOpen this trip
What have prices looked like?
Over 25 days, 24 Sept to 18 Oct, the cheapest one-way we saw each day was $62 to $157.
25 days is a short history, so treat this range as an early guide.
Those were the prices on those days, not today's.
Is this a good one-way price?
Compared with the cheapest one-way fare on each of 4 departure dates from 25 Nov to 16 Jun 2027, found by travelers' searches in the last 7 days (economy, the price the seller showed on Aviasales). The usual range is the middle half of those prices.
Could nearby dates be cheaper?
We hold no other one-way fares leaving within 3 days of 25 Nov to compare.
Every date we hold
8 fares on 4 departure dates
See the chart as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 25 Nov | $114 | Frontier Airlines | Ronald Reagan National Airport (DCA) → O'Hare International Airport (ORD) | 1 stop | found 3 days ago | Open this trip |
| 30 Nov | $151 | Frontier Airlines | Washington Dulles International Airport (IAD) → O'Hare International Airport (ORD) | 1 stop | found 3 days ago | Open this trip |
| 5 Dec | $87 | Frontier Airlines | Washington Dulles International Airport (IAD) → O'Hare International Airport (ORD) | 1 stop | found 6 days ago | Open this trip |
| 16 Jun 2027 | $193 | United Airlines | Washington Dulles International Airport (IAD) → O'Hare International Airport (ORD) | nonstop | found 4 days ago | Open this trip |
Which month looks cheapest?
December 2026 is the cheapest month — from $87.
Airlines on the cheapest dates: Frontier Airlines, United Airlines.
Premium cabin fares from Washington to Chicago
We hold no premium economy, business or first-class fares for this route: we collect them for the busiest routes, and this one is not among them yet.
Today's prices for 4 Nov – 7 Nov in another cabin: Premium economy · Business · First
Today's prices for 25 Nov in another cabin: Premium economy · Business · First
How far ahead were prices cheapest for Washington to Chicago?
Return
Fares 14 to 29 days before departure were typically 53% lower than 0 to 6 days before departure.
From the cheapest return each day between 24 Sept and 18 Oct (25 days), grouped by how many days ahead the flight left; one adult in economy.
Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.
Prices reflect recent searches — current fares may differ.
See these ranges as a table
| Booked ahead by | Typical fare | Cheapest day | Above the cheapest | Days of prices |
|---|---|---|---|---|
| 0–6 days | $379 | $231 | +114% | 22 |
| 7–13 days | $275 | $231 | +55% | 14 |
| 14–29 days | $177 | $167 | Cheapest seen | 23 |
| 30–59 days | $266 | $176 | +50% | 21 |
| 60–89 days | $328 | $242 | +85% | 17 |
| 180+ days | $403 | $241 | +128% | 23 |
One-way
Fares 14 to 29 days before departure were typically 52% lower than 0 to 6 days before departure.
From the cheapest one-way each day between 24 Sept and 18 Oct (25 days), grouped by how many days ahead the flight left; one adult in economy.
Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.
Prices reflect recent searches — current fares may differ.
See these ranges as a table
| Booked ahead by | Typical fare | Cheapest day | Above the cheapest | Days of prices |
|---|---|---|---|---|
| 0–6 days | $141 | $137 | +107% | 9 |
| 7–13 days | $94 | $81 | +38% | 8 |
| 14–29 days | $68 | $62 | Cheapest seen | 15 |
| 30–59 days | $87 | $81 | +28% | 18 |
| 60–89 days | $147 | $140 | +116% | 10 |
| 90–179 days | $157 | $107 | +131% | 22 |
| 180+ days | $186 | $177 | +174% | 21 |
Could a nearby airport be cheaper?
A different airport at either end can change the fare — sometimes a lot.
Return
Baltimore → Chicago
57 km from Washington
$240
$11 more than flying from Washington
4 Nov – 7 Nov · BWI → MDW · out 1 stop, back 1 stop
found 2 days ago
Cheapest recent price on each route — round trip, per traveler in Economy. Distances are in a straight line.
One-way
Baltimore → Chicago
57 km from Washington
$117
$3 more than flying from Washington
25 Nov · BWI → ORD · nonstop
found 3 days ago
Cheapest recent price on each route — one way, per traveler in Economy. Distances are in a straight line.
Live price for these dates
The cheapest return found recently is for 4 Nov – 7 Nov. A live search on this page shows what those dates cost now, for one adult in economy.
Prices are what travelers' searches on Aviasales found in the last 7 days, in US dollars: the price the seller showed on Aviasales; bags may cost extra. Fares change, so check today's price before you book. How our prices work